This always fascinated me. He quickly deduced that she was the appropriate height finally! They decided it would work.

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He was my 20th match of the day. The summer after my junior year of college, I parlayed my affinity for meeting cute guys on dating apps into a job as a matchmaker for an elite dating service. Matchmaking was never my ultimate career goal. Jean Carroll, ran a matchmaking company. I emailed her about having set up my classmates, and I was shocked when she replied in less than three minutes.

This was , when the stigma surrounding online dating still loomed large in certain social circles. I was assigned a roster of clients, most of whom were women in their late 30s with enviable careers. I was tasked with finding each of my clients two eligible first dates per month for as long as they kept up their membership. A typical day as a matchmaker went like this: I used my own profile with my real name, age, photos and bio. Glamour called me a dating expert in a story about how to be better at dating, and my friends were turning to me more often than ever for dating advice.

Despite appearances, my own love life was a mess, and it was only getting worse.