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I would go with what you’re passionate about and look to this as a safety net. It’s one thing to join a family business that you’re deeply integrated with and excited by versus finding out about a hidden car that you’ll need to learn how to upgrade let alone drive. More reps at a larger shop will help you in the long run anyways.
Not to be facetious, but one nice thing about privilege is that it doesn’t go away. It should encourage you to take risks. Best of luck!
I'd start out on the traditional PE/HF path for now, especially if you aren't interested in RE. If you decide you want to take it over down the road, you'll have a strong resume to fall back on.
Liquidate his real estate portfolio and get 10x leverage on one high beta tech name. Save $50k for hookers and blow to pass the time, until time decides whether you are a hero or a villain. A scholarly, gentlemanly version of baccarat, if you will.
CBTM
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