Founder of Jabroni Capital — the only tech newsletter that'll make you laugh. 50,000 subscribers. Zero girlfriends. He's now applying VC-brained thinking to his dating life, and frankly, the pitch deck is strong.
How This Works
Investor Due Diligence
*There are wrong answers.
Question 01 of 07
Jack cancels your Friday night plans because his newsletter open rate dropped 3%. You:
Question 02 of 07
You're at dinner and Jack starts explaining, unprompted, why WeWork was always going to fail. This is the fourth time this month. You:
Question 03 of 07
Your Hinge profile currently includes the phrase "I'm not here for games." Be honest.
Question 04 of 07
Jack describes himself as "a guy who writes a newsletter." You Google it and find 50,000 subscribers. You:
Question 05 of 07
It's a Sunday morning. Jack suggests skipping brunch to stay in and "catch up on some reading." Reading means tech newsletters. Specifically his competitors'. For research. You:
Question 06 of 07
Jack's sibling built him a satirical VC-themed dating website to help him find a girlfriend. Your honest reaction:
Question 07 of 07 — Final Round
Jack is, by his own admission, a person who wrote 800 words about why tech conferences suck, became an uncle and immediately wrote a newsletter about it, and once "acquired" WeWork as a bit. Are you okay with this?
Investment Rating
Subscriber Verification Protocol
This is not a vibe check. This is a background check.
Jack has 50,000 subscribers. Statistically, a meaningful percentage of them have not opened an issue since signing up because a friend forwarded it to them in 2023. You know who you are. This quiz will also know who you are. Five questions. All based on real newsletter content. No Googling — the wifi here is monitored. Good luck.
Verification Result
Application Portal
2-3 sentences. Treat this like you're pitching a seed round to a skeptical investor who has read every tech newsletter ever written.
What do you bring to this relationship that no competitor offers?
We'll find out anyway. Better to disclose upfront. Shows character.
Every good pitch needs a roadmap. What does the future look like?
Make it count. This is your moment.
⚠ Your submission goes to Jack's inbox only. We don't store or share it with third parties.
Our analysts are reviewing your deck...
This usually takes 3-6 years of due diligence.
We've expedited it.
Legal Department
Visual Due Diligence
Our analysts will assess whether you have the energy of a Jabroni Capital reader. This is not about how you look. It is about what you're communicating. There is a difference. Probably.
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⚠ Your photo is sent to an AI for analysis only. It is not stored, shared, or added to any database. Jack does not see it unless you tell him about it.
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Analyst Commentary
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