Wilhoite was walking by a bookstore when she spotted Greenwald's first book, Find a Husband After 35, in the window. She read it over, then went on to purchase her second, Have Him at Hello, and then e-mailed the veteran matchmaker for advice. She wound up enrolling in Greenwald's boot camp after asking her for date-coaching help and being rejected.
She'll still occasionally ask Greenwald for advice. To date, Wilhoite's greatest difficulty has been developing a brand inside the Mormon community without accidentally offending it. "I look at my website, and I ask myself, 'Does that really represent this population?'" she says. "'Does that capture my message?' I get nervous and think, 'Can I do this?' Rachel's so good at it."
Marea Evans
Rachel Greenwald's list of happily-ever-afters includes her own: She found her husband through her own marketing strategies.
Jim J. Narcy
One of Jaime Richards's earliest successes was finding a mate for her own mother.
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Whether through intention or some sort of occupational hazard, a first meeting with Greenwald feels a lot like a first date. By the time she's ready to leave Cucina Colore, Greenwald has even split dessert, a bread pudding she charmingly recommends to clients she sends to this restaurant. After she takes the last bite, her spoon is clean and she politely places it on the very edge of her plate, which she then moves to the corner of the table for the waitress to collect. She does not reach for the check. She has probably never had food in her teeth in her entire life.
As she stands, smoothing down her skirt and gathering her bag, her last words are on the industry. "The hardest part is the emotional roller coaster," Greenwald says, brushing a strand of hair from her glasses. "When your client gets married, when they invite you to the wedding, when they send you a letter from their honeymoon, those things are too few and far between all those moments of sadness, loneliness, rejection, denial and fear."
The exceptions are clients like Elena Wechsler. Had the 38-year-old Harvard radiology instructor's parents not called Greenwald for help in 2005, that photo in the New York Times might not exist. With Greenwald's help, Wechsler prioritized dating, went shopping and created an online profile, which is how she eventually found Simpson. The couple recently welcomed their second child.
The best part of the job, then, is the freedom to create happiness — what Greenwald refers to as "the magic." It's still possible to create a marketing empire based solely on filling mankind's greatest emotional need. "We still think of matchmaking as the little old yenta on the corner, and there's less expectation that we'll be certified in some way," she says. "It interferes with that leap of faith and the belief that it's still magic. Because it is. It's magic."