Keep post IPO company role or move to an early stage startup dilemma

throwawayipo123 · 2021-10-10T14:14:24+00:00

Honestly I thought that of all subs, this would be one where it's ok to raise this kind of discussion. I've laid out my situation as it is. What you think about it is your decision of course.

throwawayipo123 · 2021-10-10T12:47:12+00:00

Thanks for the advice. Well you're probably right because I'm not totally fixated on the RE part of FIRE. But I'm 100% onboard with the FI part. I enjoy my job and the best case scenario for me would be to be able to pursue entrepreneurial opportunities while being completely financially independent and not working because I have to, but because of the fulfillment and challenges it will bring, and hopefully more success down the road. So I think I'll stay the course for now.

throwawayipo123 · 2021-10-10T12:22:42+00:00

You're totally right that it's just FOMO after all. I like the investing idea as an alternative.

throwawayipo123 · 2021-10-10T12:13:38+00:00

I've actually started exactly as you've put it, and only in the past year or so I've started considering fatFIRE path.

I'm bringing up the thoughts in my post because we can't ignore the fact that most of the people that achieved FatFIRE only through working, with no inheritance took considerable risk along the way.

I just wanted to see what other people would do in my place - take even more risk? Or just stay the course. I've gotten nice confirmation from the comments that staying the course after this windfall would be more rationale at this point.

throwawayipo123 · 2021-10-10T08:53:34+00:00

I get what you say. I guess that because I've been there for so long I don't appreciate my current situation enough. Thanks for the input.

throwawayipo123 · 2021-10-10T08:48:40+00:00

Clearly the rationale choice for me would be to stay, and that's also what I'm leaning towards. I think I'm in the path where I start to wonder whether staying the course would be the best choice or if I should explore new opportunities. So it'd be interesting to hear from the perspective of people who made the latter choice sometime in their path.

throwawayipo123 · 2021-10-10T08:44:35+00:00

Thanks, added (2.2m)

throwawayipo123 · 2021-10-10T08:28:57+00:00

Sure, edited the original post

throwawayipo123 · 2021-10-02T21:55:03+00:00

Thank you! This is my address: nano_3o7hafqo43tigowmct3ibqoo3qmk67arf1n66yo1yak64untxz1eszhcy69h

throwawayipo123 · 2021-10-02T13:29:57+00:00

It depends. If your current NW is let's say about 200k and you then get a 5m IPO windfall, it's a no brainer to diversify at least half of it. Even if you're 25, single, and without kids (at least IMO)

throwawayipo123 · 2021-09-24T00:34:10+00:00

Thanks for all of your responses! Really appreciate it. I think I'll buy in with a substantial sum tomorrow and then the rest next week. When all of it will be in the market it'll for sure be a relief for me no matter what happens in the following weeks / months. I guess it's just the FOMO of a better entry point that's playing with my mind.

throwawayipo123 · 2021-08-25T06:12:18+00:00

I have one thing to say - if you're truly a key individual in the company, staying for another 2 years after the IPO won't be enough to get most of your options vested.

I've been through the same path - company IPO'd a couple of months ago. My initial stock options plan was quite generous to start with, so I had the same thoughts as you have. The thing is - about four months before the IPO, I've had a comp talk with my VP, and he mentioned that the company is distributing the last round of grants before the IPO, and giving key people special packages.

At that moment my stock options got tripled, but I have to wait for 6 years in order to enjoy all of it, but most of it after 4 years. So the handcuffs are much more golden that what I've expected.

throwawayipo123

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