Single men

The incurable new Bay Area bachelor

I wanted to post this story that was written many years ago on Linx Dating because it’s such a fascinating journey into human psychology and the extents that we go at Linx for our clients. The reporter traveled with the Linx team to New York to document what you will read below and spent many weeks studying us and understanding the art that is Linx matchmaking….enjoy!

By Natasha Sarkisian | July 21, 2009 | San Francisco Magazine

THIS IS THE STORY OF PETER KUPERMAN, a handsome, slightly crazy, oddly endearing 37-year-old who wants nothing more than to marry a girl who went to Penn. The romantic obsession of his life began in a crowded Chinese restaurant when he was visiting the University of Pennsylvania campus during his senior year of high school. The line of hungry students was long, so Kuperman asked the hostess if he could claim the one empty spot in an eight-person booth filled with seven cute girls. They were members of an all-female a cappella group called the Quaker Notes, and for the next half hour, they bubbled with excitement for music, for their school, even for him. For dessert, they serenaded him with four-part-harmony versions of “A Hazy Shade of Winter” and Cheap Trick’s “The Flame.” 

Nearly 20 years later, Kuperman still hears their siren song. After a show that night featuring Penn’s famous all-male drag revue, Mask and Wig, young Peter made two vows. He would catch the troupe’s spring extravaganza every year, no matter what. And one day, he would fall in love with a Penn girl, and she would watch those Mask and Wig shows with him. 

As it turned out, Kuperman’s infatuation with Penn was not immediately reciprocated, but he refused to consider another college, and after two rejections, he got in. He majored in computer science and economics, graduating in 1996 and becoming one of those earnest alumni who get all worked up about eccentric causes, like fixing high-rise elevators in the undergrad dorms. After Penn, instead of heading back to his native Toronto, he spent six years in the Bay Area training as a long-distance runner with other Olympic hopefuls on the Nike Farm Team. When that didn’t pan out, he moved to New York, returning to San Francisco in 2006 as the sole manager of his own hedge fund, QED Benchmark. It was such a money machine, Kuperman bragged, “I could travel three weeks a month…and still maintain my income level” ($1 million–plus a year, he said). For fun, he hosted cooking party–salons at his SoMa loft, where local luminaries chopped herbs and talked green technology or stem-cell research. But he was still searching for his Penn girl—and something much more. His perfect partner, he once emailed me, would embody “this whimsical vision of ‘movie love’ where I get so entranced, I would go around the world just to be with her.”

The first time I meet Kuperman, he has just made the 30-minute drive to Palo Alto to consult with his professional matchmaker, Amy Andersen. He is trim, with brown hair flecked with gray, and he has the hypersuccessful Bay Area bachelor look just right: lavender button-down shirt; distressed Diesel jeans; shiny black loafers; intense, unwavering gaze. He seems like the picture of confidence. As he tells me his story, though, his voice quavers and his blue eyes well up with tears. Unsure whether I’m more touched by him or embarrassed for him, I feel my eyes misting over, too. It’s rare that anyone around here ever admits to having a dream, for fear it might not come true; rarer still for a man to pour his heart out about something so goofy and private to a complete stranger—a reporter, no less. It’s clear that, as much as he cherishes his Penn fantasy, it isn’t what he really wants; disappointment seems inevitable, and I’m torn between wanting to hug him and wanting to shake him.

Across the room, Andersen taps away on her laptop, unfazed. She’s worked with hundreds of Bay Area bachelors, each in his way as quirky and mixed-up as Kuperman is, trying to help transform them from dorks or jerks into somebody’s soulmate. It’s a process that gives her unusual insight into the counterproductive longings of the single, spoiled Bay Area male who has become too picky for his own good, yet demonstrates time and time again that he is powerless to change, mostly because he doesn’t think he needs to. Andersen’s job is to help these Lost Boys—Peter Pans, if not Peter Penns—do something they may never have had to do until now, which is open themselves up to compromise, and then to love. The process is painful, sometimes excruciating. No matter how wealthy or self-assured or self-deluded they are, at some point, Andersen says, “most of the guys who come in here cry.”

Blond and svelte in little silk numbers
 and Gucci boots, Andersen looks like one of the Real Housewives of Orange County and thinks like a Silicon Valley CEO. She’s never without her BlackBerry and her Louis Vuitton scheduling tome, every page filled from 9 a.m. to midnight with meetings with clients—650 over the past five years. The founder of Linx Dating—as her website describes it, “an exclusive, by-invite-only Bay Area–based dating service created for the ‘marriage-minded’”—is 32, sweet, shrewd, and relentless in her pursuit of her clients’ happiness. Combining the ana­lytics of eHarmony, the social networking of Facebook, and the strange, self-absorbed glamour of The Bachelor, her concept is so tailor-made for the Bay Area and the times that in certain Marina and Peninsula circles, she’s practically a household name.

Andersen’s fee starts at $6,000 for eight carefully matched dates with other great-looking, high-earning Linx members; for $30,000, you get 15 introductions, a nationwide out-of-network search, and a cocktail party straight out of The Millionaire Matchmaker, where a dozen fawning “eligibles” show up to be checked out and vice versa. For those who need it, there’s also date coaching, mock dating, a dermatologist referral, and a fashion and home-decor makeover (in the case of her male clients, Andersen has been known to personally throw out grungy toothbrushes and moldy bath mats). Though she is the matchmaker to the Web 2.0 gene­ration, she advocates a retro version of romance, in which men open doors and women do not talk about their careers.

The familiar stereotype about the Bay Area dating scene is that it’s the women who are dying to get mar­ried. A former member of their ranks, Andersen admires single women here for their intellect and independence but believes they often sabotage their chances by approach­ing a prospective romantic partner the way they would a business partner—reciting their résumés instead of being flirty, asserting their ballbuster side instead of their vulnerability. Andersen counsels her female clients—they make up half her roster, and unlike most matchmakers, she charges them the same as men—to wear pastels rather than black, play down their accomplishments on the first few dates, and admit that horror movies scare them. “It’s kind of pathetic, but it’s true,” says Mary Ann Mullen, Andersen’s sidekick, a sensible, motherly type who’s been married for 18 years and speaks frankly about how men respond to powerful women. “Their pee-pee feels castrated”—here, she lets her pinky droop—“and we want it to feel happy.” 

Yet as I hang out in Linx’s knickknack-filled offices—conveniently located between those requisites of modern-day marriage, engagement-ring central (Diamonds of Palo Alto) and a couples therapist—I’m surprised to discover how many Bay Area men are desperate, too. Mar­ina guys in Tom Ford sunglasses who’ve spent a decade or more jumping from windsurfing to heli-skiing to kiteboarding, and to younger and younger girls, suddenly start feeling creepy and pathetic. The wealthy tech­nology wizards look up from their turretlike workstations and realize that their world is devoid of, and even unwelcoming toward, women and that their social and emotional development ended with their first programming job. Online dating doesn’t work for this high–net worth crowd. “To avoid gold diggers, people downplay themselves in their profiles,” Andersen says. “The end result, when you’re finally face-to-face with someone you met online, is that you’re a liar.” Meanwhile, the social media they rely on to stay connected—texting, instant messaging, tweeting—reduces actual human contact and further stunts their ability to interact with the opposite sex. That’s where Linx comes in. “It’s what we say over and over—dating is a skill,” Andersen tells me. “We’re like grad school for finding your future husband or wife.”

Andersen dreamed up Linx at the height of the Internet boom, after many a night spent downing beers at Nola, in Palo Alto, with her then boyfriend and his single pals as they bemoaned the dearth of available women in Silicon Valley. She knew where the girls were: “They were all up in San Francisco in the Junior League, desiring the same thing I wanted: marriage!” When she and that boyfriend (aka that “noncommittal, cheating boy trapped in a 35-year-old’s body”) broke up, she fled back to the city. One failed long-term relationship later, Andersen was in no hurry to couple up again. “At one point, I had, like, five amazing guys courting me with massive bouquets, gifts, and trips, walking across fire for me, and I thought, ‘This is pretty cool.’” 

It was also great research. A born entrepreneur—as a kid in Mill Valley, Andersen cut flowers from neighbors’ yards, wrapped them in tissue and ribbon, then resold them to the people she had stolen them from—she fleshed out her dating concept while working in private client services at Merrill Lynch. (Even for someone with so much natural chutzpah, cold-calling rich people—up to 225 a day—provided “an incredible skill set,” she says.) Andersen quit that job to launch Linx in 2003, operating out of a Starbucks on Russian Hill and meeting with as many as seven “high-caliber” clients—attorneys, doctors, venture capitalists—a day for free. She earned her first paying client, a VP of marketing for a web company, in February 2004: eight setups for $1,200. “When people stopped blinking at $2,600, I went to $3,000, $3,200. Then I realized this demographic was not concerned about price at all.” Indeed, matchmaking turns out to be recession-proof. Last fall, even as the economy was crashing, one of Andersen’s clients upped his “marriage bonus”—many of her contracts include a fee for matches that make it to the altar—from $25,000 to $100,000 because he couldn’t face the thought of turning 40 alone.

Before a friend referred him to Andersen a year ago, Kuperman had already sought professional help in finding his Penn mate. He’d had plenty of girlfriends, but his enthusiasm (or theirs) usually waned after a few weeks. Online dating was no help: “It’s like walking through an airport or a mall and talking to strangers,” he says. So, in 2004, he consulted semifamous New York matchmaker Samantha Daniels (the 2003–2004 NBC series Miss Match, starring Alicia Silverstone, was inspired by her career), a gorgeous Penn grad with a great network of alums to draw from. 

In his Linx application, Kuperman admits to having blown the first match Daniels arranged, with a Penn grad who was getting her MBA from Columbia. The second introduction, to S., went much better, but within six months, they were kaput, too. One of his biggest gripes: S. was not sufficiently enthusiastic about his favorite movie, Love Actually. (“She said at the end, ‘Cute movie,’ implying, ‘That’s now over; let’s move on,’ and not, ‘Wasn’t that story about the 10-year-old kid so unbelievably romantic?’”) 

Much of what I know about Kuperman comes from his 14-page application, which he shares freely with me a few days after we meet. I have to admire his guts for letting me see it; god forbid anyone should ever see my wish list for a husband. One section asks clients to check as many adjectives as apply to them from a list of 78 possibilities, including “Darwinian,” “loquacious,” “narcissistic,” “life-of-the-party,” “autophobic,” and “wise.” Andersen wants to know: What is the worst decision you’ve made at your current job? How is your relationship with your family? Do you hold any patents? Besides helping her understand her clients, the answers weed out the losers, like the 42-year-old Google exec who’s still living with his mother. She’s equally on guard against commitment-phobes—guys who pull the breakup card just when you’re starting to look at rings—and people who are just looking to hook up. Half of her applicants don’t make the cut.

For his part, Kuperman shares the average guy’s interest in sexy underwear and Rachel McAdams, though not in Jennifer Garner or Scarlett Johansson. He answers yes to children, no to a nanny, picks private over public schools, and reports an IQ of 162. His favorite food is “freshly picked sweet corn on the cob bought at a roadside stall…on the way to cottage country,” and his favorite pastime is swing dancing: “I can see us dancing every day for the next 100 years.”

The most surprising question for me is “Describe your ideal wedding.” I’d assumed this is something only women fantasize about, but Andersen insists, “Men usually have it completely mapped out.” Kuperman proves her point: “Formal black-tie ceremony, nonreligious setting (e.g., estate, vineyard, etc.), bach­elor/ette party, but not too wild (i.e., no overt sexual contact with me or her, but strippers are okay), we share the responsibility of planning, I pick the band.” The first dance will be “a showpiece of excellent dancing ability…the language of the conversation that happens when two great dancers get together and let their bodies speak to the musicality of the song.” As the music fades, the crowd will leap to a standing ovation. “That’s really important, too. :-)”

Reading the application makes me squirm, as if I were sneaking a look at someone’s diary or eavesdropping on a session with his shrink. I always suspected Bay Area single guys were impossible to please; now I have proof. Kuperman’s fantasies, like those of so many men I’ve met here, are right out of a silly romantic comedy. He comes across as lovable in some ways, immature and irritating in others. I can feel his genuine longing for a deep connection, but I also see the internal hurdles he erects—so many that I wonder whether he really does want to fall in love and settle down. 

The best evidence of his ambivalence is a remarkable document he appends to the standard Lynx application: eight single-spaced pages of “musts, shoulds and what do I have to be,” along with a two-page discussion of his two most significant recent relationships. The musts include “all-natural body parts,” “love celebrating New Year’s Eve,” and “be okay with a shower with two heads on opposite walls.” On a sweeter note, he expects his dream girl to be “really close with at least one family member” (his own relationship with his two sisters is “one of my biggest areas of happiness,” he writes) and “be someone who constantly says ‘I believe in you’ to their children.” But she also has to “allow me to indulge in a luxury sports car and be willing to fill the car with premium gasoline to extend the life of the car and increase resale value.” Maybe he’s joking, but I don’t think so. 

Kuperman’s words make me wonder
 about Andersen’s pro­cess. Is it really prudent to encourage people—especially Bay Area singles who are used to having their own way in almost every aspect of their oh-so-perfect lives—to spend so much time and energy focusing on what they want in a mate, as if they were configuring a new computer or ordering coffee at Peet’s? Doesn’t this just close off their options and fuel their self-defeating fantasy that a relationship is all about them

But after reading hundreds of these applications—brain dumps, really—Andersen has learned what to take seriously and what to ignore. She sees Kuperman’s blatherings as therapeutic, rather than alarming; the whole point is for him to get stuff off his chest so that she can help him examine every tiny piece of his fantasy, recognize what he really wants, and come to terms with how to achieve it. Andersen spends her days listening to male and female clients check off their lists of “musts” and “shoulds”: no shorter than 6 feet, no smaller than a C cup, no professors or accountants, no kids, no salary under $500K a year. By comparison, Kuperman’s Penn dream strikes her as substantive, even old-fashioned. People used to grow up in small villages and marry their neighbors; the truth is, you might have more luck finding your soulmate in a pond of 50 than in an ocean of a million web profiles. The Penn requirement, Andersen optimistically concludes, “will be a fantastic catalyst and accelerator for a happy relationship.” 

Andersen has facilitated dozens of such relationships over the years, including four marriages and at least 30 long-term couples. She suspects her success rate is actually higher: Once they’ve met someone they really like, “clients often go radio silent,” she says. (She found out about one recent engagement by stalking the lovebirds on Facebook.) But helping clients find lasting love often means Andersen must be brutally pragmatic—and force them out of their comfort zone. “So many frustrated people say they want to meet ‘the one,’ but they don’t change their patterns,” she says. “They stay in the Marina. They keep trying the same places—Encore, Symphonix, the Matrix—where, no surprise, they run into the same people. You have to do something drastic.”

Andersen speaks from personal experience. Not long after she started Linx, she found herself in her own rut, dating up a storm (including at least one prospective client), but no closer to marriage and kids. On an impulse, she decided to move back to “target-rich” Palo Alto and take a six-week dating hiatus. She got a nutritionist and a stylist, did an ashram diet and cleanse, “and then I was in the right place.” In the end, she needed her own match­maker, a friend who introduced her to Alex Gould, a Stanford economist and media consultant. Ten months later, he stunned her by proposing in front of 125 of her clients at a Link & Drink networking party at the Four Seasons Palo Alto. “I woke up at 5 the next morning and looked at the ring and thought, ‘Ohmigod, I’m engaged!’” (The enormous sapphire gets so many yearning looks from clients that Andersen and Gould, who sometimes helps with the business, ought to consider writing it off.)

Still, after months of watching Andersen in action, it’s hard for me not to conclude that her female clients are expected to make the most drastic changes. (Is there anything more depressing than telling an attractive, accomplished woman to pretend to be less than she is so men won’t feel threatened?) For her male clients, Andersen advises basic good manners: Pay for dinner, never text or email to arrange logistics, spend time listening to your date instead of just talking about yourself, give every setup at least a second chance. Anxious or nerdy types can have a dating coach attend events with them incognito and give them real-time feedback and support. Ander­sen also works on the Too Much, Too Soon syndrome—“prob­ably the most common thing we see,” Mullen says—and the closely related male tendency to go on and on and on about themselves, their jobs, their hobbies, their exes. The solution is a strategy known as KISS: Keep It Simple and Succinct. Andersen coaches her clients to think of first-date conversation as a tennis ball they want to keep lobbing back and forth. “We help them narrow it down to 15 sound bites. Then we have them visualize a tape recorder: Press play. And now press stop.” They also work on what Andersen calls “strategic positioning”: “I hate my job and am on the verge of chucking it—along with my six-figure income” becomes “I enjoy tech but have thought of trying something new.” 

Andersen decides that Too Much, Too Soon is also Kuperman’s biggest problem; he’s “the kind of guy who writes a girl a 14-page letter after one date,” she tells me. For his part, Kuperman seems to trust her judgment completely: “When I met Amy, I had an extremely strong guy reaction that said ‘WOW! I just met an incredibly important person in my life,’” he recently wrote. Over the weeks, they work mainly on taking things slower—“not jumping in because he feels a lust or attraction,” Andersen says. He appreciates all the rules she sets. By “laying down the protocols,” he says, Andersen eliminates much of the second-guessing that can make going on a date—especially with a stranger—so nerve-wracking. When both parties feel comfortable, it’s much easier to connect.

But when I meet Kuperman, two months into his Linx experience, he still hasn’t connected with anyone. Andersen has scoured Northern California for Penn grads and sent him on several dates, but no one has set him on fire. After every fix-up, he sits down with Andersen and Mullen to rehash the encounter and plot their next steps. They’ve just about exhausted the eligible pool of Penn women in the Bay Area, and Kuperman knows it. “It’s like a Venn diagram,” he finally tells them. “There are smart girls and hot girls, but not a lot of intersection.” 

In the past year or so, Andersen and Mullen have added another tool to their arsenal: the VIP mixer, where one or two clients (usually male) are surrounded by a dozen or more “eligibles” recruited from Facebook and other sources. The idea strikes me as both demeaning and a significant departure from the original Linx concept of carefully matching couples and striving to make their interactions as stress-free as possible. But many of their clients love feeling like the stars of their own reality show—plus, even if no individual candidate bowls them over, the whole experience does. Kuperman, who’s considering moving back to New York—with the exception of Philly, the Penn grad capital of the world—likes the idea of holding his party there. So does Andersen, who’s dying to introduce Linx to the East Coast. Even if Kuper­man doesn’t meet “the one,” she figures the event might help him overcome his Too Much, Too Soon issue; with so many candidates to choose from, it should be impossible for him to get overly attached to any of them. 

The next few weeks are a blur as the two Linx women make the arrangements, aided by Gould (Penn class of ’93). They set the date (mid- to late October), book the celebrity-magnet Carlyle hotel, and cold-email more than 350 New York–based Penn graduates, 200 of whom reply. Phone interviews narrow down the final list to 19 sensational candidates, including an advertising executive and a pediatrician. For the first two days, Kuperman will have a series of one-on-one meetings with 12 women, followed by dinner dates with each day’s “winner.” Day three will consist of the final one-on-ones, then a cocktail party with a new bevy of candidates. By my conservative estimate, Kuperman’s tab for the whole trip will approach $40,000.

Arrangements are in the final stages when the global economy implodes. Then Kuperman, who went to Can­ada to visit one of his sisters over Labor Day, has a problem with his work visa that delays his reentry to the U.S. by several weeks. The day before the Linx entourage is supposed to check in to the Carlyle, he finally talks the U.S. State Department into giving him a seven-day tourist visa. 

When Andersen arrives in New York, Kuperman has another surprise: His mother is in town, visiting his other sister in Brooklyn, and the two women want to meet his matchmaker. Over breakfast the next morning, Mrs. Kuperman pooh-poohs her son’s outfit, which Andersen picked: Nordstrom shirt, blazer, and pastel pocket-square combo. He changes as soon as he returns to the hotel. Otherwise, his mood is upbeat—almost strangely so. This is the week of October 20, and the stock market is having a psychotic breakdown, swinging up and down by hundreds of points every day. But Kuperman the hedge-fund manager seems largely oblivious. 

Meanwhile, Andersen and Mullen set up a makeshift office at a table in the hotel’s gallery tearoom. A butler stops by regularly to replenish the tiered silver trays with little sandwiches, tartlets, and scones with clotted cream and jam. The first day’s prospects chat with Andersen and Mullen for 45 minutes or so before being ushered around the corner for a coffee, lunch, or afternoon champagne date with Kuperman. “Peter is more Gap than Ralph Lauren, more hybrid car than Ferrari, more Nestlé cocoa than Scharffen Berger,” Andersen explains, nailing her client’s brand. She tells candidates about her own romantic success, how she met Gould, and how her father proposed to her mother seven days after they met. 

A sophisticated 26-year-old brunette named E. emerges as Kuperman’s favorite of the day. Her parents met at Penn, and her family includes 33 alums. Andersen arranges a candlelit dinner for the couple, complete with calligraphy place cards, Veuve Cliquot, lobster bisque, rack of lamb, and chocolate soufflé (ordering dessert is another of her first-date rules), and when she and Mullen return three hours later to spy on them, they’re still at the table, flirting. “I had chills riding the elevator back up!” says Mullen. “I was like, ‘Babies are being made right now!’” (For the record, she uses the phrase “I have chills” at least three times a day.)

Day two’s winner is M., a high-ranking ad exec in an elegant shift dress and three strands of giant pearls. Andersen has a waiter interrupt M.’s one-on-one with Kuperman because his next date has been waiting for half an hour. As Kuperman walks up the steps, he turns around and tells the duo, “She gets my pretty-underwear thing! She wears pretty underwear!” Andersen, half exasperated, half excited, gasps, “Peter!” as he runs off with his next date. 

By day three, Kuperman is worn out, and his seams are starting to show. He snaps at Andersen and seems overwhelmed by the number of, as he calls them, “connections” he’s making. (So much for hoping the weekend blowout will cure him of his tendency to plunge into things too quickly—it seems to be having the opposite effect.) The second of his back-to-back meetings in the afternoon goes so well—or he’s feeling so rebellious—that he and his date sneak out of the hotel. Andersen receives a text from the woman saying Kuperman will be back 15 minutes before the bachelorette event, but as the guests arrive, he’s a no-show. The next day, we find out what happened: He and his date walked through Central Park to Balducci’s to buy vodka, chocolate, and popcorn, then headed back to her apartment on the Upper West Side.

Though clearly irked by Kuperman’s rudeness, Andersen is composed, smiling and making sure the champagne glasses stay full. Once again, I’m blown away by the quality of the women she’s managed to assemble, though one overeager candidate has donned a Penn skirt with icons of the Liberty Bell and the Philadelphia Inquirer. The chef has prepared some of Kuperman’s recipes, including chocolate-vanilla pots de crème served in espresso cups. Peach roses and hydrangeas overflow from vases. Several of the women remark offhandedly, “This is so much like the TV show.” When Kuperman saunters in, 45 minutes late, he acts as if he’s right on time. He regales his guests with a story of bringing a girl back to his Penn dorm room, innocently changing into corduroy PJs, and telling her he was going to bed without her. 

M.—the only one of the previous day’s dates to be invited—marvels, “This is every man’s dream!” She makes a clear attempt to distinguish herself from the other women by standing apart and talking with the pianist or Gould. It takes a while before Kuperman finally greets her, but less than five minutes later, they retreat to his bedroom, posing seductively for a magazine photographer, his hands all over her legs. After the impromptu photo session wraps, Kuperman, Andersen, Mullen, and Gould break into golly-gee renditions of “New York, New York” and “Night and Day.” Eventually, Gould forces everyone out, leaving Kuperman and M. alone in the suite.

Kuperman, Andersen, and Mullen meet over coffee and crois­sants the next morning to decide what to do with their girl glut. Every candidate but one has already emailed or texted to say she hopes Kuperman will be interested in seeing her again. I’m shocked; assuming they aren’t all gold diggers, maybe the idea of vying for one man has brought out their competitive streaks. In the suite, dozens of votives from the night before flicker eerily. Mullen is in her sweats, sans makeup, but Andersen’s hair is still in the French twist she wore to the party.

Andersen pushes Kuperman to share his thoughts. “Could you close your eyes and see your wedding with one of them?” she asks. “I don’t close my eyes and see weddings after one or two days,” Kuperman replies. “That’s your job. My job is courting someone and just having fun. But if I ask M. on this trip to London, and we end up going to New York together, and we end up doing a couple other trips, then it’s a different story.” 

“Oh!” Andersen exclaims. “So you’re talking about a London trip with her? That’s great! You drop these things like hydrogen bombs.” 

Kuperman decides to put all the women other than M. “aside,” but he tells Andersen and Mullen to messenger each one a single flower unique to her personality. “This isn’t just some random coffee at Starbucks with some random person from Match.com,” he says. “We’re going to take care of them.” With that proclamation, he dashes out the door to catch a train to his beloved Philly, to meet yet another Linx setup, a med student who wasn’t able to attend the New York soirée—leaving what must have been a $20,000 hotel bill behind him. And after 100 hours of not setting foot outside the confines of the Carlyle, Andersen packs her bags. 

A week later, in Andersen’s office, Mullen prods Kuperman to explain why he’s picked M. “She’s hot, and she has nice energy,” he responds. Mullen then asks Kuperman what M. likes about him. “I have a great sense of style and fashion,” he replies. It’s unclear whether he’s serious. “Thanks to us,” Andersen interjects, and everyone laughs. He meekly concurs: “I’d be showing up in flip-flops at the Carlyle without you.” 

Kuperman then voices concern about having to do all the work in the relationship—the flying back and forth to New York, the dinner buying, and so on. He feels like M. isn’t putting in enough effort. “We all know how valuable you are,” Andersen retorts. “But we also know that she represents the gold standard. Sometimes you have to put yourself out there, even if you get shot down.” Gould encourages him to “embrace the uncertainty,” and Mullen suggests he write in a journal whenever he feels hesitant about taking the next step. 

Gould adds that Kuperman needs to get to know M., which has been the problem all along—he leaps in and out of relationships, never hanging around long enough to become truly intimate with a woman. When I hear Gould’s words, I’m tempted to shout, “Thank you!” Finally, someone is standing up for the women—and it’s not Kuperman’s female matchmakers, it’s a guy who isn’t getting paid to hold Kuperman’s hand and indulge his unattainable quest for female perfection. Like so many Bay Area single men, Kuperman has always fantasized about a relationship on his terms. But M. is “a woman who can pretty much do and have most things,” Gould points out. “I would argue that the reason she doesn’t have a huge ring on her finger is that she hasn’t found a guy who can unlock her. If you can intuit her, that will send you miles.” 

It’s great advice, but Kuperman doesn’t seem to hear it, and Mullen is beyond frustrated. “Um, is there some com­moditization of the girls going on?” she finally asks. “No,” Kuperman insists. “Good, good,” Mullen jabs back. “Love to be wrong.” 

But as we get up to leave, Kuperman says, “We can do this again in Chicago in February, right?” 

It’s nine months later, and Andersen’s business is booming. Economic instability has made the Bay Area’s lovelorn more eager than ever to find solace in a committed relationship; singles in Seattle and Los Angeles have also been seeking her out. I wonder how many of them are truly willing to do what it takes to meet their match, and how many will continue to insist on having it all—even if it means ending up with no one.

Meanwhile—surprise, surprise—Kuperman has yet to find his perfect Penn girl. After a few rendezvous in New York, including one spontaneous “booked on Friday, see you on Saturday” trip, Kuperman and M. decided there was no spark. But the quick demise of that relationship is the least of his problems. This past March, the U.S. immigration authorities concluded that Kuperman had overstayed his tourist visa by more than three months, and banned him from the country. Andersen has continued to set him up with Penn grads, including an “amazing” woman who met him for a fling in Venice, but this can’t go on forever. 

In June, I email to find out how he’s doing. His response is rambling and reflective, even sad. Thinking back to New York, he says, “The real story is that I was completely discombobulated…. I had immigration stress, not-being-at-home stress, and a situation where I was not at all centered and balanced…. I just wanted to get home to San Francisco.” The trip was “fantastic and so much fun,” but, because of his state of mind, ultimately fruitless: “No girls really stood a chance…. And that is a major shame, because I met some incredibly high-quality, amazing, sexy, intelligent, and grounded women.” 

What has he learned from working with Andersen? His answer is unexpected. “It seems that I am a very confused, dysfunctional, and indecisive man. I want this WOW! exper­ience…. I am not going to go forward with a long-term committed relationship until I find myself madly in love.” He con­­fesses, “I’ve presented myself to Amy as this person who is totally ready to get married, and intellectually, that is true; but practically, that switch is definitely not turned on.”

He mentions a woman he’d been seeing for a few weeks right before he sought out Linx. She wasn’t a WOW! either, but her kindness to him during his Canadian exile has made him think. “What if I should just grow up, pick someone, and doggedly and determinedly stick with that choice because she is good for me?” On the other hand, he adds, “What if I spend my entire life constantly doubting and tweaking and tinkering and thinking and am never able to just go for it and take a leap of faith?
“Biggie enough answer for you? :-)”

Announcing our newest VIP…..are you his match?

Our client is handsome and highly successful, a youthful 48-year-old clean-cut white gentleman. He lives in an idyllic, private golf course community nestled in the rolling hills and vineyards of the San Francisco Bay Area.

Born and raised in Southern California, our client remains very close to his entire family: his parents, his sister, and her two boys. He stands at a physically fit 5’7”, his dark brown hair is perfused with soft grey highlights, and he has kind green-blue eyes that sparkle when he smiles. He has a relaxed sense of style, going for what he calls a “Steve Jobs look” at work.

What he values most are family, ambition, balance, and creativity; at his core he believes that life is for living, and living means fun and passion. His disposition is kind and generous; he treats others with respect, and is the sort of man you can trust and feel safe with. His confidence never tips into arrogance, and is tempered by his easygoing personality.

A father of two, our client starts each day bright and early, making breakfast with his two adorable and inquisitive sons, aged 11 and 13. Both are straight-A students and have Dad’s passion for innovation and invention. After dropping the boys at school, he’s usually no more than a five-minute drive to his latest startup, where he can explore his passion for his next big idea.

Our client has been creating businesses since he was in his 30s; he takes great pride in the culture at each company, often working with the same great group of friends and colleagues who have accompanied him to each new startup. A leader in his field, our client is the very definition of the successful serial entrepreneur. He received his undergraduate and graduate degrees from one of the top engineering schools in the country and holds over 200 patents for his various technologies. But unlike a lot of classically trained, introverted engineers, our client has a highly developed emotional intelligence; he’s a social guy who likes being around people.

He recently celebrated another big win through his latest company’s IPO, and his new ventures continue to display his Midas touch in business. All he really needs is a partner to celebrate life’s victories with him, a woman who is emotionally supportive and loving.

At heart, our client is an active outdoorsman, one who is reinvigorated by active time in the natural world. He’s a near scratch golfer, loves winter skiing and summer hiking, and plays as hard as he works by dining and wine-tasting with a close-knit group of friends.

In a world of inconsistencies, our client is a stand-up guy, reliable and steadfast. But he’s spontaneous and creative too! This multi-talented man just designed and remodeled his entire modern-contemporary home; now he’s dreaming of relaxing evenings under the starry skies, sitting beside the fire pit and the swimming pool, with a glass of wine, and his sweetheart snuggled affectionately by his side.

One of his passions is real estate, and he is thrilled to have just closed on a stunning lot in an exclusive Lake Tahoe enclave. Here he will begin building a dream home from the ground up, and he hopes his dream woman will be by his side to help him.

After years of burning the midnight oil running his companies, our client has learned that balance is critical. Now he needs a partner to continually remind him! He has a passion for travel, having explored Tokyo, Singapore and Bali, and hopes to indulge his wanderlust with the right woman.

His ideal match is between the ages of 32 and 42, petite to slender in build, 5’0”-5’7”, with medium to long hair, a beautiful smile, inviting eyes, and feminine in appearance. Her look is sweet and kind, her style tasteful and not provocative.

His dream match is social and comfortable with others, a positive person who sees life with a glass-half-full perspective. Adventurous with a go-with-the flow attitude, she’s the kind of bubbly and carefree woman people like to be around. As his career can be demanding, she must be incredibly supportive, his greatest cheerleader.

This is a woman who responds best to a strong male that she can inspire, support, and love. She’s all about the little details, whether it’s planning a quiet night with wine and cheese by the fire when he gets home or an adults-only spontaneous get-away to Hawaii, with less than 48 hours to pack! Her mission is to make her leading man feel loved and cherished through the strength of her affection and the warmth of heart.

While she might have a career of her own, our client doesn’t require it. He’d be just as happy if his dream woman was in charge of the home and family—though she could easily have a career on the side, if she so desired. He’s also open to a woman who’s been relentless in her career, and is now ready to hang up the reins and focus on family.

Maybe she’s has been waiting to take on the CEO role of a household, and genuinely enjoys making a happy and beautiful home. She’s very good at planning everything, from the kids’ schedules to dinner parties to intimate couple’s nights, and all the little details in between. Our client and his family will be her priority.

Our client is a loving and very involved father to his boys, but he’s open to the idea of blended family with a woman who has children of her own; having more children together; or being content with their family of four.

He has tried the single life, and found it wasn’t for him. Now he’s ready to embark on a glorious monogamous relationship with someone as incredible as him.

If you or anyone you know might qualify as a candidate to meet this extraordinary VIP, please submit your information here.

There are NO fees for qualified candidates to meet our client.

As cliche as it might sound….our newest VIP is truly the whole package and then some!

Our client is 52-years old, Caucasian, and clean cut with a full head of dark hair. He stands 6’2” and has a solid athletic build, largely owed to his long-standing track record of participating in competitive sports (during which he has won multiple accolades!). Born in San Francisco, this gentleman was raised in a modest, North Bay country town where he spent time on the ranch, learned the value of perseverance, and developed his confidence and entrepreneurial attitude. Carrying these virtues throughout his life, he now resides in an elegant, gated golf course community in the San Francisco Bay Area.

By day, he is an accomplished plastic surgeon and has founded one of the finest medical centers in the country – here, in his own hospital, he cares for patients and sees clients from all over the world. He is also an angel investor and strategic advisor, and companies in his field frequently seek his expertise and help in business development and commercialization of new medical devices. He also serves as a C-level executive for a public company in the aesthetic industry, where he is able to creatively further his passions – from dreaming up new technologies to developing them, testing for FDA approval, and even launching, our client is a man who is able to wear many hats. In fact, he also serves as the Chair of the Board for an organization that is working to provide a local athletic program for underprivileged youth, which he finds very personally fulfilling.  

Despite a packed professional schedule, our client has nights, weekends, and holidays off (except for the occasional business dinner or social/professional event). Making sure to protect his personal time, he starts the weekend at noon on Fridays by hopping in his plane and jetting off for a weekend adventure! Frequent destinations include his vacation homes in Lake Tahoe and the Coachella Valley, but air trips anywhere are often spontaneous: Sedona, Bend, Vegas, Seattle, Scottsdale, SoCal, the world is your oyster! He is also a fantastic cook and loves to host holiday gatherings with family and friends. Did we mention that he also makes Napa wine? 

For him, family is a priority – both yours and his. Though he unfortunately lost his father who was an influential figure in his life, he is still very close with his mom. Nowadays, he is an empty nester with two kids in college (20 and 18 years old), though he spent many years coaching his kids’ sports teams and loved to be the “cool dad” who hosted massive slumber parties (often with more than 25 kids at a time!).  

Our client is stable, dependable, and driven. He has faced significant adversity in his life and has always taken it as an opportunity to better himself – he is a rock and has a rather grounding presence. He is affectionate, easygoing, and loves to tease and laugh. He is also highly intellectual, practical, well-read, and quite the expert on a variety of topics, with outstanding focus, determination, and off-the-chart efficiency. He has traditional values, a strong central core, and considers himself deeply spiritual, though he is not religious. In this vein, he realizes that we are one and that the future is bright, despite the challenging circumstances of our current reality.  

His ideal match is 28-48 years old, well-educated, accomplished, and has demonstrated excellence in some capacity. Ideally, she is Caucasian, European, or Latina, and like him, she doesn’t sweat the small stuff and would rather share a good laugh than act combative. She is warm, affectionate, and fun! She prefers to be present and fully enjoy amazing activities together, rather than being wrapped up in documenting it for other people. She is elegant, poised, and always classy, naturally inspiring envy in others at professional and more sophisticated events. She is dignified and respectable with few regrets. She is fit, slender, and stunning with classic, natural beauty: polished but not overdone, all-American, drop-dead gorgeous girl-next- door, perhaps a bit exotic or unique.

Most of all, she is secure and confident in herself. She also has traditional values and rejects entitlement in life, understanding that the more you generously give, the more you get. She is adaptable and not pretentious; like our client, she enjoys sophistication as much as down-to-earth activities like sporting events, family get-togethers, outdoor BBQs, and just hanging out by the pool. She is grounded, stable, leads a clean life, and is not easily distracted by negative external influences. She recognizes that life has a way of throwing out challenges when you least expect it, but she values that he will always have her back, as she does his. In a partner, she is looking for a strong, traditional, and caring alpha, rather than a more modern, disorganized, man-child pajama boy.

If you or anyone you know might make the perfect match for this VIP, please submit your information here. There are NO fees for qualified candidates to meet our client.

Dating a man in his 40’s: 4 things he wants you to know

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Dating a man in his 40s is an exciting experience. He wants to provide for a companion and has the means to do so—unlike many younger men, he’s usually established in his career and rather self-assured about his place in the world. In fact, studies like this one from the Atlantic show that a man’s desirability typically peaks around their 40s and 50s.

On the other side of the coin, there’s also a higher likelihood that he’s been married and/or has children. Though this isn’t necessarily a bad thing, it may be daunting for some women.

So, what are the top 4 essential things to know about dating a man in his 40s?

(1) He likes clarity and honesty

A man in his 40s is more discerning and direct about his dating life—and expects you to be the same. 

Playing games like intentionally delaying messaging back for a few days, playing hard to get, or talking about other men to entice jealousy doesn’t sit well—for a man in his 40s, this behavior is more likely to be interpreted as a lack of commitment, and he may simply assume that you’re disinterested. 

He’ll appreciate you clearly expressing your interest, and he’ll also appreciate an honest and direct conversation if you’re not interested. With life experience behind him, he’ll more than graciously accept a thoughtful rejection, rather than a slow, time-wasting denouement. 

(2) He needs his space

A man in his 40s is serious about keeping up with his responsibilities. You’ll have to respect that he may be preoccupied during the day and may not always message back immediately, or that he might want to get to bed early in order to wake up early. 

The good news is that you’ll have more time to focus on yourself, especially when you have your own business, friends, and hobbies. 

(3) He may want a family

While every situation is different, it would be wrong to assume that every man in his 40s wouldn’t be interested in starting a family with you simply because he is divorced or has kids already.

If he has kids already, it is also important to understand that he may take his time to introduce you to them—this is normal as he’ll want to be assured things are serious before he takes that step in intertwining your lives. Again, give him the space to do this at his own pace.

(4) He’s not a fixer-upper

Lastly, studies like this one by Costa and McRae have shown that personality traits remain relatively stable in adults after 30. This explains why it is incredibly challenging—or nearly impossible—to fundamentally change a 40-year-old’s personality, and it is important to recognize that trying to do so will most likely only lead to frustration for both of you.

So, for example, if he’s consistently not interested in an outdoor hike on your favorite trail, then chances are slim that he’ll ever be.

A man in his 40s has been shaped by his life experiences, both good and bad, and he’ll have a much stronger sense of self for it. The major benefit for you—if you have the chance to be with someone who truly knows himself—is that this illuminates a clearer path to connection.

If you find yourself searching for love but not knowing where to begin, don’t hesitate to get in touch—I’m here to help. 

Wishing you love and good health,

Amy

Matchmaker Updates

Dear Readers,

This week has been another super busy one taking many meetings with mostly men who qualify to meet some of our female VIP clients (interestingly, all the men we met this week are from Europe!)  We’ve even been doing house appointments to ensure complete discretion and privacy for some uber high profile VIP clients and prospects. In fact, last Saturday the Linx ladies arrived to a very high profile gentleman’s home in Silicon Valley to chat about matchmaking. We hear time and time again Linx Dating is the only matchmaker that well-educated, high caliber individuals would hire. Why? Due to our A+ reputation, scrupulous screening process, esteemed private network, and tireless dedication to our craft to name a few!

As the scope of our VIP client projects are vast and detailed, I’m hiring a highly skilled individual I’ve known for years to help with recruitment. She will leverage her existing networks and help source eligible individuals for us to add to our existing database and importantly, find people who could be that perfect “needle in a haystack” match for our VIPs. Following the Linx process, she will screen all candidates in person and cherry pick the best, weeding out the rest.

We protect our male and female clients all day long and serve as a giant filter for them. In the era of dating apps and dating “in the wild” on your own where you simply don’t know “who” you are dealing with, one can’t place a premium on the value we bring to our trusted clients.

We are also in the midst of planning a fabulous private Spring soiree in Silicon Valley. Linx events are always well attended and in high demand. Stay tuned for more on any upcoming events….

Next week is another very busy week with lots of matchmaking, appointments, and media projects. We are so grateful to our wonderful clients, match candidates in our database, and friends who provide such on-going support and love of Linx.

My dating advice for your upcoming dates this weekend is to always remember to be genuine! The worst thing you can do on a date is misrepresent yourself. Don’t pretend to be interested in things that truly bore you. Don’t bring up topics you don’t want to discuss. Don’t be silent about your own likes and dislikes because you don’t want to be judged.

Remember that, at heart, all Linx members are looking for the same thing – real and lasting human connections. So if you find yourself sitting across from a first date and neither of you knows what to say, start with the question that most single people would like to be asked more often; smile, take a deep breath, and open with “How was your day? ❤️

Have a great weekend ahead!

XX- Amy

 

Summer is over….Fall is here….searching for needle in a haystack match for our dreamy CUTE wine country MD client

 

iStock_80245303_SMALL copy.jpgWHAT a whirlwind summer! My faithful readers, I am so sorry I have been totally derelict in writing anything on this blog these last few months. Truth be told, it has been non-stop for the Linx ladies with our on-going VIP searches and screening countless candidates for our clients. We’ve traveled near and far, we’ve matched many couples, and while many have stayed together, we’ve dealt with a few breakups. That’s life though and part of the dating process.

So fast forward, we are here at the office busier than ever, cranking away, burning the midnight oil looking for some match candidates for our new clients. As always, thank you for your help in self-nominating yourself if you feel you’re a match or nominating your friend.

NO FEES shall be incurred for any qualifying individuals – our existing clients have paid their way and we are seeking additional good matches for them!  

            ADVENTUROUS NAPA MD SEEKS SENSIBLE AND FUN PARTNER 

Our client is a smart, sophisticated, and attractive 36-year-old woman of mixed Southeast Asian islandic heritage who was born and raised in San Francisco.  Standing 5’3”, with a petite, feminine frame, her wavy dark hair is long and silky while her eyes are brown.  To stay in shape, she’s an avid swimmer and enjoys being outside as much as possible.

Medical School and Surgical Residency/Fellowship took her around the country where she developed an appreciation for Southern cooking and hospitality as well as a palette for chocolate martinis while she was training in Hershey!  Although her travels and educational activities also took her around the globe (where one of her favorite cities became Geneva, Switzerland), she recently returned home to Northern California to develop her first Surgical Practice right after graduation.

She lives in beautiful Napa Valley surrounded by vineyards but also travels to San Francisco to reconnect with childhood friends and family on a regular basis. Our client understands that dating takes compromise, and she is willing and excited to venture outside of Napa to develop a relationship.  Furthermore, she is not wed to staying in sunny Napa forever.  While her focus is work, she is a realist and a romantic at heart who will relocate for love especially since her job provides her flexibility to do so.

She is fortunate to have several months off a year while working as a Trauma Surgeon.  During her free time, she pursues her interest in developing surgical devices and innovations with friends.  However, she is not a “plain Jane” where she’s all work and no play!  She is adventurous and might be seen going racecar driving with her former surgical residents or enjoying local music and cuisine at festivals in San Francisco and events at wineries.  Most of all, what catches your attention is her energy and caring personality, which radiates warmth that indelibly draws others to her.  Some may wonder why she is still single?  To which she responds that her mantra thus far has been “Books before Boys,” which has changed since completing her academic training.

Our client is best suited for a gentleman between the ages of 33-39 years old, must be 5’10”+, slender to average physique, Caucasian in heritage. He is affable, considerate, kind, compassionate, handy and resourceful, unique in some way and self-sufficient. Career wise, her dream match commands his career and is powerful in his own industry.

Deal breakers: under 5’10”, has kids, or doesn’t want children.

If you think you might make a great candidate or you know anyone who could make a great candidate for her, please email Amy at: amy@linxdating.com

 

 

Finding Love After IPO

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You’ve poured your life into building your business. Long hours, lack of sleep, endless meetings have been your priority and, now, your time and dedication has paid off—your company is going public.

 

And, just like that, your social presence grows overnight. You’re inundated with speaking requests. You’re also inundated with a lot of romantic interest.

 

I’ve met several executives eager to re-prioritize their personal goals in the wake of an IPO. I’ve seen them struggle to find the right person—or even just a legitimate date—after coming into wealth and extra publicity. Ironically, for these clients, I’ve seen the dating space morph into a minefield of sorts.

 

How do you know if your next date is dating you for the right reasons?

 

How can you be sure that your private dating life stays private?

 

How will you know where to find the most eligible singles?

 

Just as you would hire a personal trainer to get fit or an accountant to organize your finances, I’ve been hired countless times to help extremely discerning clientele find their next partner.

 

To help my clients understand what they want in their next relationship and how to get it, I compare the process for finding the right partner to building a business.

 

  1. What problem are you trying to solve?

Perhaps you’re trying to remedy loneliness or are interested in building partnership. Maybe you’d like to “feel alive” with no strings attached, or you’re finally thinking it’s time to start a family. Most successful products and businesses are created to solve a specific problem—what’s yours?

 

Not sure where to start?

 

Envision your future. In five years, what kind of life do you envision? Where are you living? What are you doing? What would your mother say about you? How would your best friend describe you? Write it down.

 

  1. Set realistic expectations about the process.

What steps will you take in the short term to help meet your goals? Clients tend to be clear on their goals, but they can get a little lost on the game plan.

 

Some questions to ask yourself:

 

How much time do you plan to carve out per week to devote to your dating life?

 

How will you meet new people?

 

How will you date? Casual introductions over wine? Grand romantic gestures?

 

  1. Keep Iterating.

The qualities you look for may change during the dating process. Be open to the process and be prepared to adjust your ideas accordingly. Whereas it’s perfectly natural to have preferences (don’t we all?), you might find that your more urgent needs are satisfied by someone without the specific packaging.

 

Tip: Compromise on the packaging, never the standards.

 

  1. Hire your Weaknesses.

The demands of growing an empire may have distracted you from fine tuning your dating skills. Constant travel and other obligations may have limited your interactions to people in your professional network. Instead of trying to solve every problem at once, heed the words of billionaire Spanx founder Sara Blakely and “hire your weaknesses.”

 

Find the person you can trust; the person who has demonstrated enough experience in the realm of long-term relationships to help you make the best decision of your life. In the wake of money, media attention, and limited time, an extra pair of eyes, ears, and vetting could pay a lifetime of dividends.

 

With over a decades’ worth of experience serving high-profile clientele, I’m privy to the unique demands and sensitivities involved in the search for partnership. If you’re ready to hand off the reins to Silicon Valley’s leading matchmaker, get in touch.

 

Love and best wishes ❤️,

Amy

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Single in Orange County, CA?

 

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The Linx team is conducting screenings in Orange County, CA next week! If you are single and searching for the absolute love of your life, please contact Amy at amy@linxdating.com ASAP to see if you qualify for a complimentary mini meet and greet with the Linx ladies.

Seeking an accomplished single female of integrity, grace, and beauty for our exceptional 30-something bachelor

Linx is looking for single females between the ages of 25-33 years old for our mid-30’s bachelor residing in Southern California. We are happy to send details about our bachelor to qualifying candidates. To say he is exceptional, worldly, cute, highly educated, and super successful would be an understatement!

Are you 25-33 years old and….

– smart and educated / highly accomplished
– funny (as in sense of humor)
– caring and tender
– elegant, stylish, very feminine
– passionate, ambitious, sense of adventure and wonderment

Please email any leads to amy@linxdating.com  There is a small window open in our clients life and the next woman he meets and ends up in a relationship with will absolutely result in marriage. Timing is everything!

 

 

Observations from a Single Dad in the Bay Area Dating Scene

 

Dad and little girl on beach.jpgIn 2014, I became single after the completion of a thirteen-year relationship, which included eight years of marriage. These days I’m a 43-year old single dad with two girls, ages five and eight, navigating a dating scene that has changed quite a bit since 2001. Amy asked me to write about some of my observations, which I thought would be fun. Naturally, what has worked for me may not work for others and these are just some of my thoughts at this point in time. I’m sure that as I continue to learn and grow my thoughts will also evolve.

 

  • Dating Experience as a Single Dad: Within a few months of becoming single, I started dating again. Of course, I didn’t know it at the time but I wasn’t ready emotionally at all! Looking back though I think it was important to just get out and meet women. I was honest about my situation with those that I met. Shortly thereafter, I found myself in a nine-month relationship, which ended up really helping me to get back on my feet. Since then I’ve been on over thirty dates and while none have panned out from a relationship perspective it has provided me with experiences that I’ve used to help narrow my focus on what I’m really looking for in a partner.

Key Takeaways: Just get out of the house and have fun! Don’t overthink things. Every date doesn’t have to be a perfect match and it is likely that with each date you will learn about something new and will grow as a person. I’ve been on dates including night swimming at Aquatic Park, rock climbing, cycling, hiking, running, formal events and more – all with women that I barely knew. I would have never experienced any of these fun events if I didn’t just get out of the house!

 

  • Online Dating: Of course, back in 2001 there was no such thing as online dating. Sure, you could have surfed the personals in the SF Weekly or Bay Guardian, but that wasn’t something that was done by anyone that I knew. It was really all about getting out and making a real effort to meet women in person. No texting – we would exchange numbers and leave voicemail messages. How fun it was to experience the suspense of waiting for a woman to return a message on the answering machine! Or coming home and asking your roommates, “Did she call?” Sadly, these days if you leave a voicemail instead of a text it seems most women would think you’re crazy.

The biggest issue I have with online dating is that no matter what the person looks like or writes like or even talks like on the phone, you just don’t know how it’s going to work out until you meet in person. This is a very time-consuming process because you end up going out with a lot of women that you would have never gone out with had you met the old-fashioned way to begin with. And while there is a plus side to this in terms of life experience and learning about new people as I described above, the downside is a seemingly constant state of not expressing interest in someone else, or vice versa. Even though everyone knows the process, it can still be a little disheartening, especially when you meet a really nice person and you wish the chemistry could just be there!

I also think that online dating presents a false sense of choice. Yes, there are tons of women that you could go out with, but really there’s only a tiny fraction that you would be compelled to see again after a first date, or vice versa.

Key Takeaways: Online dating can be useful and fun for an immediate high volume approach, but it can also be a time sink. Try to take it in bite sized chunks – do it for two or three months, then take a break. Or better yet, join an outdoor club/team (running, cycling, rock climbing, etc.) Prospects seem to be much better when meeting in the real world through a common acivitity. And in any case, if you meet someone that you really like, put real effort into making time for that person in your life. Don’t take those opportunities for granted and don’t play games.

 

  • Be Kind to Yourself: Shouldn’t life become easier and less complicated as we become older and wiser? While you’d think this would be the case, in terms of relationships we sometimes carry fears with us from prior experiences that can take a long time to heal. But don’t worry – we’re all in the same boat. So, if you’ve ever been in love, be elated that you had it while you did, and if you’ve never been in love remain hopeful because everyone deserves to be in love. I say this because many of the women I’ve met tell me that they stuck around too long for a man that wouldn’t commit and now they’re left with little time to start a family. Regardless of any mistakes you’ve made in past relationships, acknowledge them but don’t dwell on them. Learn from them. We’ve all made fumbles in life and the best we can do is to not repeat history.

Key Takeaways: Everything is working out just the way it’s supposed to. Enjoy the journey! Once you do find love either again or for the first time you’ll be glad that you experienced everything that you did. It will all make sense when it’s said and done.

After writing this piece I’m not sure if I wrote it for you or me! Anyway, I hope you enjoyed it. I’d also like to say in closing that some of the most remarkable women that I’ve met in the past three years have come through Amy’s service. So, if Amy has a suggested date for you, try not to second guess it. Just go for it and increase your chances of finding love.