Alan Berkson

“Important problem to solve. It's not a technical one. It's a behavioral one. Needs a strong visionary to execute.”

“No more overnight tests with all those wires? Sign me up!”

“I showed this to my wife and daughters. They said "yes, please."”

“Peter Lynch famously talked about going to the mall to see what stores were the most crowded and using that for investing decisions. I see so many people I know making sustainable travel decisions. I'm betting on the founders here who know how to grow that space.”

“And the parent of GenZ'ers I see their peers struggle with not only finding employment, but with the uncertainty of CONTINUED employment. The struggle is real. And savings is not even in the equation.”

“Love INSPIRR deals!”

“People will continue spend a LOT of money on weddings AND they generally do it once so will always need outside expertise. And there's more milestone events to manage. No brainer.”

“Lyme disease is no joke. Don't know how many times we looked at the kids skin trying to figure out if it was a tick bite.”

“Diversification into CPG.”

“Sometimes you wish you had invested more the first time. Well, now I got the chance.”

“I've seen Sahra on ads and in the news. I was fascinated by her story. Excited for the opportunity to jump on board!”

“"Help create angel investment as a legitimate asset class." That was the call to action that made me most excited about PlayMoney. I'd written my share of angel checks and even joined a fund as an LP. My perspective was one (angel) was a bet on a friend, the other (VC) was "real" investing. Talking to Cheryl and Jill made me realize it didn't have to be that way for angel. What if you COULD make angel investing accessible and manageable like the rest of your portfolio? That's PlayMoney.”

“The focus on women is a no brainer. I've also always been a fan of startups creating unique datasets that can be leveraged for their long tail. That geometrically increases the long-term value in my mind.”

“My twin twenty-something girls are barely 5'. It's so hard to find clothes. The struggle is real! Also, happy to be models and/or influencers! :)”

“I think there is a first mover advantage here and they already have some momentum.”

“Having community and a unique data set are two of my favorite things. Finding a way to serve an underserved segment is a good market. When it's half the population it's even better. A really interesting piece for me is the Diem Trust Score. Having your community help you navigate the rest of the internet is a great idea. I've invested in this before. The challenge was community. If you have the community, this could be a REALLY big feature.”

“I prefer software bets to hardware. And then I look at the team, the GTM, and can they hit $10m ARR in 4 years. Not a big moat but I like the bet on execution.”

“I spec'ed out this use case for AI a few years ago. Running operations and keeping everyone in the loop is hard enough. Some challenges I expect Joyn to REALLY help with are when people join -- getting them effectively working quickly, and when people leave -- trying to figure out where they were in projects. What I call legacy knowledge loss through attrition. This was an easy decision.”

“$2M ARR already! This one is close to me. I have a daughter who has struggled with chronic illness related to gut health. This can help so many others like her.”