Leaving the Entrepreneur Life to work in a 9-5 job... any advice???

To all,

I have spent the past 5 years successfully writing investment strategies and raising money on a deal-by-deal basis to execute them. I have invested in institutional quality assets with family office backing. I wrote the strategies, sourced and ran the deals to execution (closed over $200MM in total real estate), while raising the capital for it. So, I have a unique background at a young age. I finally realized the stress involved with raising capital coupled with no salary has taken its toll. As a 30 year old, I am looking for more of a stable lifestyle.

I've reached out to a couple of headhunters thinking that I would have an attractive resume but it seems like I have apparently unfit for the institutional world and being pigeonhole into more of a family office/smaller PE shop background.

I wanted to see if anyone have made the successful reverse switch from being a successful entrepreneur back into working for the man.

 
jt8506:
I have spent the past 5 years successfully writing investment strategies and raising money on a deal-by-deal basis to execute them. I have invested in institutional quality assets with family office backing. I wrote the strategies, sourced and ran the deals to execution (closed over $200MM in total real estate), while raising the capital for it.
wow, nice story. why you would do this i have no idea. seems like you could build your own little PE shop (in a way, that is similar to what you have done) rather than going to work for someone else's little PE shop.

but that's easy for me to say as i have a decent salary, and i guess you don't want the responsibility. in additon to the options you mention i would also think you could go to a brokerage and continue making great money doing what you're doing. maybe that's an unhelpful option as you're still eating what you kill but there are brokerages out there like JLL and Cushman that (probably depending on the group) pay a big, banker-style base salary.

anyway this is secondhand and possibly useless to you but 2 of the top guys in my group used to be active entrepreneurs and now work for the man. 1 if not both of them made the switch due to investments going south. they now seem to be very relaxed and living the good life. i wasn't around for their transition period because it was years ago but an observation i have is that nothing phases them. my direct supervisor is a total fucking ball of stress and always freaking out about everything - but guess what, he has never been off on his own making ends meet. the 2 guys who used to have their own shop are way more chill. they might occasionally butt heads with someone else but not any worse than the rest of us do.

 
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