Dating Chronicles of a Mid-30 Year Old: Suddenly Single

Updated: Jun 1



At the end of 2017, I found myself suddenly single at 34 years old. My boyfriend of three years ghosted me. The month before the breakup, we were talking about marriage during a vacation in Spain. It's crazy to think how quickly life can change.


Related Content:


To All the Boys I Loved, Thank You

3 Reasons Entrepreneurship is Like Dating, But Harder

7 Steps to Getting Over a Breakup


I took a year off to heal. The following year, I realized I outgrew Washington DC and decided to move across the country to San Diego.

In mid-2019, I resigned from Corporate. A month after, I sold my condo, gave everything away and shipped my car. It was bittersweet.


After going out to social and professional networking events, I didn't come across any men of interest. I was strongly opposed to online dating though.


I heard enough online dating horror stories from my girlfriends and seen enough Lifetime movies. But then I realized I was really limiting my options.


It's like that famous story of the man praying to a fountain statue. The man prayed each day to win the lottery. One day the statue comes to life and tells him "Will you please buy a lottery ticket!"


I felt like I was that man. Wanting to "win the lottery" but haven't taken sufficient action to do so.


At the advice of my girl friends, I started off with Match.com. It was an awful experience. I almost gave up on humanity. What a mess! So many creepy messages and just straight up predatory behavior.

I didn't end up meeting any of the men in-person. After three months, I deactivated my account. I would've ended it sooner but Match makes you pay for three months in advance.

Next, I gave Coffee Meets Bagel a try. It was actually not so bad. My faith in humanity was restored. The algorithms and messaging system was much more mindful. I was all about it.

I met a few men in-person shortly after signing up. All fun dates but nothing came out of it. So I figured why not check out another site.


I signed up for Hinge. It was better than Match but the quality of men were not as good as Coffee Meets Bagel.

Interested in reading more about the good, bad and the ugly? Continue reading my other dating chronicles!

Related Content:

To All the Boys I Loved, Thank You 3 Reasons Entrepreneurship is Like Dating, But Harder 7 Steps to Getting Over a Breakup