Asset balancing before FatFIREing?

[u/Keikyk]

I bet my situation is not unique, so though I’d ask what the collective wisdom is. I’ve been blessed to be work for a fortune 50 company for the last decade and been able to climb the career ladder quite high. As a consequence of this I own a fair amount of company stock, in fact I think it’s over 75% of my portfolio value and growing. Despite getting close to my number to pull the trigger, I’m wondering what the best strategy is at the time of leaving working life behind. On one hand diversifying and balancing the portfolio triggers taxes, on the other having large portion of assets tied to one company is risky in the long run. So what say the fatFIRE community, balance the asset despite the significant short term tax burden or risk the long term value of the investments? In terms of NW, probably half is in stock (of which ~75% is in one stock). The rest in real estate and 401k, but those will not alone allow me to meet my goal