I have large capital gains in my portfolio in one stock
I have 60% of my NW in Apple with large capital gains. Any creative strategies that folks in similar situations are pursuing to manage taxes or steady income? Hesitant to sell because of the tax bill. Tc 500k
If you don’t want to sell check out Premca Extra. Kind of like a bank they pay interest on your stock and you maintain ownership without a tax event. I’ve used them for a few years with no issues on stocks I don’t want to sell. Though with so much NW in one position maybe sell and take the tax hit so you can diversify.
How does one park a stock. Is it like a brokerage where I have my stocks but brokerage controls it?
It’s setup as a Fund, not a brokerage that you trade. Like if you were to invest in a real estate or VC fund. Instead of cash though you put in your stock.
Shirt or long term capital gains?
Long
No way to decrease unless you sell other stocks at a loss for tax loss harvesting
Setup a CRUT and get a deduction and then take some money every year.
Zero-cost collar.
There is a chance the shares may get called which will put me in the same position from a tax side
Don't let it get called away. Always buy back the calls. This generates short-term losses, which can be used to offset your gains if you choose to sell some of your shares.
Listen to Jim Cramer philosophy don’t be pig. Take good profit out of that gain w/o worryingctaxes
Don't every fucking listen to jim cramer or any taking head. Jesus Christ....
Buy a loan to visit the wreck of titanic pay for interest from gains
Sell & repurchase
I didn't sell my previous company rsu for same reason then they tanked to half of the peak valuation. Paying tax would have been less painful. I have now started selling slowly as it is recovering.
Would you sell Apple if you did not need the money for next 3-5 years
Depends on how much that NW is. Leveraging or tax loss harvesting are some strategies