Qs on Avoiding Capital again Tax

If my company gets bought out one day (public), can I move out of NYC to let's say Miami to avoid the state level capital gain tax (my stocks and options)? I did some quick searches and could save me 13% $ tax.Suppose the announcement goes out in October, I then change driver license, residence, notify my employer (a non-NY company) so that they no longer withhold NYC tax and everything else and move to FL to establish residency for the remaining of 2022. In early 2023, when the deal closes, I collect $ for my stocks, severance, and option gain and then stay in Miami for the whole year 2023. In 2024 I will file my tax return for 2023 and then either continue to stay in FL or move to CA or back to NYC.Is this legal or doable? Is there any risks being audited by NYC for the year of 2023 even if I have nothing with NYC that year? What if the deal is announced in early 2022 and close in the same year, then I guess this plan no longer works out, correct?Thank you!

25 Comments
 

This is a FINANCE forum.  Not an estate planning/tax advice forum.  Have you never heard the expression, finance makes the money, accounting keeps the money.

 

A lot of states have laws around this and in the instance they find out what you did, they will attempt to claw back taxes based on your past residency. 
 

also, not a tax professional so you should get one. 

 

You would obviously require professional tax advice if/when this situation arises, but fwiw, I know someone personally who did this. They established residency in Florida from a different state when they sold their business (in fact, they wished they had done it sooner). Also, "establishing residency" does not mean you have to literally live there the entire year-- I think it's just six months in most instances. 

 

You would need a year or two to plan this out. Change address, drivers license, file a final state tax form and mark it final.

If the company is under $50 million and have been in operation for 5 years, you may not have to pay cap gains under QSBS.

 

If there's enough money there to consider moving, it's with talking with an accountant. 

NY is probably the most aggressive state now with residency audits. 

If you are going to move back to NY, NY might still consider you a resident. 

 

try to ask on top-law-schools (forum). There are some tax enthusiasts over there

 
Most Helpful

The short answer is no, or rather, the process of doing so is a lot more involved than what you are describing.  You have to actively prove that you are not a NYC resident to avoid paying taxes; generally speaking, this means showing that you spent 183 days outside the city in any given year.  Is one piece of mail going to your old NYC address?  You're probably going to get taxed.  And yes, maybe you can get a refund, but it's highly unlikely.  In your given case, you certainly could not establish residency in Florida in 2022 - it would be assumed you are a NY resident for that year.  And if that announcement goes out in October, you can bet your ass NY will take a bite.  

Obviously talk to an accountant or tax lawyer, but generally speaking there is any easy rule of thumb with questions like this.  If it's an obvious tax-avoidance strategy and you don't see tons of people doing it, you probably cannot either.  New York City in particular is a commuter city, and tens if not hundreds of thousands of people come in from out of state every single day to earn a paycheck, and certainly from out of the city.  They're going to be pretty sophisticated and aggressive about taxing you.

 

Thanks for the answer - I think I was trying to say the deal could close in 2023 (the cap gain is taxed when the stocks are sold not really when the deal is announced); but I will move to FL in 2022 and have zero income in NYC (since I don't work anymore) and nothing left there in NYC for the whole year of 2023 and I will never ever step into NY for a single second in calendar 2023. Hence I don't have to file to NY tax for the year of 2023. Or you are saying even all these above NY could still audit me for the year of 2023?

 

The exact determination would be complicated as others mentioned but the rough idea is summed up here in https://www.tax.ny.gov/pit/file/nonresident-faqs.htm. If the gains occur in 2022 or are determined to be New York State source income it seems you would definitely have to pay. If you permanently moved to Florida and meet the fairly strict criteria for changing your domicile to Florida you might be able to avoid state taxes on your 2023 non New York State source income.

 
easyname

If you like living in the state you're living in just pay the taxes bro. Stop being a leech.

I mean, if you can reduce your taxes by accepted and legal means, go for it.

That being said, I agree with you, that the kind of shenanigans OP is discussing is kind of sleazy.  If you're moving for tax reasons, so be it, but don't play these kinds of games.  

 

Asperiores dolorum quo rerum et ducimus consequatur suscipit. Quibusdam sed sapiente vel. Sed sint asperiores impedit.

Distinctio nihil fuga eos sed tenetur nihil fugit. Quis non soluta veritatis.

 

Facere nemo in occaecati velit officia occaecati. Similique praesentium id atque. Aut veritatis tempora atque facilis rerum saepe nesciunt quo. Consequatur deserunt officiis qui ducimus quam voluptate ea.

Voluptatem sit totam qui. Eius consequuntur et aut quo. Consequatur voluptatem quaerat consequatur quis ipsum sint est. Saepe sed et dolor veritatis sit incidunt. Nobis magni ullam nostrum rerum officia explicabo. Laboriosam voluptas voluptatem incidunt laborum iure est atque harum.

Nostrum iure blanditiis harum sit. Et qui suscipit temporibus reprehenderit iste quos. Quod reiciendis fugiat natus id omnis animi doloribus. Rerum aliquam et quasi ad beatae vitae non. Qui quia nisi recusandae provident iste quam quam voluptate. Ullam quae cumque eveniet et natus nam.

Career Advancement Opportunities

May 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.8%
  • JPMorgan 01 98.2%
  • Guggenheim Partners 01 97.6%
  • Morgan Stanley 07 97.1%

Overall Employee Satisfaction

May 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 01 98.8%
  • Evercore 01 98.2%
  • BMO Capital Markets 12 97.6%
  • Banco Santander 01 97.0%

Professional Growth Opportunities

May 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Evercore No 98.8%
  • Morgan Stanley 05 98.2%
  • JPMorgan No 97.6%
  • BMO Capital Markets 12 97.1%

Total Avg Compensation

May 2026 Investment Banking

  • Vice President (14) $434
  • Associates (43) $259
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (22) $179
  • Intern/Summer Associate (13) $156
  • 1st Year Analyst (75) $151
  • Intern/Summer Analyst (65) $101
notes
16 IB Interviews Notes

“... there’s no excuse to not take advantage of the resources out there available to you. Best value for your $ are the...”

Leaderboard

1
redever's picture
redever
99.2
2
kanon's picture
kanon
99.0
3
Secyh62's picture
Secyh62
99.0
4
BankonBanking's picture
BankonBanking
99.0
5
DrApeman's picture
DrApeman
98.9
6
Betsy Massar's picture
Betsy Massar
98.9
7
CompBanker's picture
CompBanker
98.9
8
dosk17's picture
dosk17
98.9
9
GameTheory's picture
GameTheory
98.9
10
Jamoldo's picture
Jamoldo
98.8
success
From 10 rejections to 1 dream investment banking internship

“... I believe it was the single biggest reason why I ended up with an offer...”