Hi guys,
I've been voraciously reading the forum since I discovered it a few weeks ago. Incredible wealth of knowledge. I hope to contribute at some point.
Would love to FIRE in the next 3-4 years.
Here's my situation (and sorry I don't know all the acronyms yet...):
Sorry, I pressed submit by mistake...
So my question is, what would be a good tactic to convert all of this company stock into stable AA of 60/40 or 50/50.
My thoughts are that there is not a lot of leeway with the options so sell them all in equal chunks over the next 3-4 years to minimize taxes but what about the stock I own... Keep it and divest it slowly to stay at 15% capital gain tax rate?
Further, I would also like to stay under the ACA cliff until we hit 65 which means not doing all this cashing out of stock after I am FIRE'd, given they are very highly appreciated...
Thoughts? Thanks in advance!
I've been voraciously reading the forum since I discovered it a few weeks ago. Incredible wealth of knowledge. I hope to contribute at some point.
Would love to FIRE in the next 3-4 years.
Here's my situation (and sorry I don't know all the acronyms yet...):
- I'm 58 DW is 53. Sole earner; still working and contributing max to 401(k)
- 401(k) is at $1.7M and other liquid investments at around $425k
- Company stock options valued at ~$1.6M, very highly appreciated
- The vesting schedule (meaning last year i could sell. Options expire 90 days post leaving company) is as follows:
- $530K 2020
- $415K 2021
- $360K 2022
- $180K 2023
- $85k 2024
- $50K 2025
- In addition, I own company stock valued at $1.7M, most of it long-term appreciated.
Sorry, I pressed submit by mistake...
So my question is, what would be a good tactic to convert all of this company stock into stable AA of 60/40 or 50/50.
My thoughts are that there is not a lot of leeway with the options so sell them all in equal chunks over the next 3-4 years to minimize taxes but what about the stock I own... Keep it and divest it slowly to stay at 15% capital gain tax rate?
Further, I would also like to stay under the ACA cliff until we hit 65 which means not doing all this cashing out of stock after I am FIRE'd, given they are very highly appreciated...
Thoughts? Thanks in advance!
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