Mom questioned my angel investment then asked why I didn't write bigger check
“My mom, who also is a entrepreneur but was helping me with my company at the time, you know, saw it on the balance sheet.”
I believe, which I remember so vividly at the time. My mom, who also is a entrepreneur but was helping me with my company at the time, you know, saw it on the balance sheet. She was like, what is this chat? What are you doing? And I was like, I wrote it into a friend's company. I remember being like, what are you doing? This is crazy. And then, of course, I ended up selling those shares on the secondary market in 2019. She was like, wait. Why didn't I write why why do we write a bigger check? Exactly. That's always the things. But it sold those secondaries first 7 figures.
About this clip
An entrepreneur shares the story of making their first angel investment despite family skepticism, only to vindicate the decision by selling shares on the secondary market for seven figures. The clip captures the classic investor regret of not writing a bigger check after seeing strong returns.
Why this clip
This moment perfectly captures the emotional journey and family dynamics around early angel investing decisions, culminating in a seven-figure exit that validates the risk-taking.
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