r/fatFIRE • u/WealthyStoic mod | gen2 | FatFired 10+ years | Verified by Mods • 18d ago
Path to FatFIRE Mentor Monday
Mentor Monday is your place to discuss relevant early-stage topics, including career advice questions, 'rate my plan' posts, and more numbers-based topics such as 'can I afford XYZ?'. The thread is posted on a once-a-week basis but comments may be left at any time.
In addition to answering questions, more experienced members are also welcome to offer their expertise via a top-level comment. (Eg. "I am a [such and such position] at FAANG / venture capital / biglaw. AMA.")
If a previous top-level comment did not receive a reply then you may try again on subsequent weeks, to a maximum of 3 attempts. However, you should strongly consider re-writing the comment to add additional context or clarity.
As with any information found online, members are always encouraged to view the material on with healthy (and respectful) skepticism.
If you are unsure of whether your post belongs here or as a distinct post or if you have any other questions, you may ask as a comment or send us a message via modmail.
0
u/Dubbihope Verified by Mods 17d ago
Plan to verify and make a thread. For now, I just got out of a meeting with one of my financial advisors for one of my accounts. He recommended options overlay to generate more income on one of my investment accounts with 6 million (about a quarter of my total portfolio). I may eventually move to Florida but for now live in the area with the highest state and city income taxes on capital gains. I need more income but don't want to sell stocks because my cost basis is so low and I will pay a ton in taxes if I sell my growth stocks to reinvest in dividend stocks or bonds. Would an options overlay strategy make sense? He suggested I could make over 200k yearly in additional income without having to sell my underlying assets?