kite_rider
Recycles dryer sheets
- Joined
- Apr 4, 2013
- Messages
- 127
The last decade has been great for US Equities (especially Tech which is where I tend to invest) and I've been fortunate enough to rack up a lot of unrealized gains. I feel like I'm far too overweight in a few stocks that have run up the most and am looking for the best strategy to protect some of these gains as I wind down my position over the next few years.
Ideally, I'd like be able to sell of just enough appreciated equity to keep taxes low and maybe on day get one of those coveted ACA subsidies! Right now, any additional LTCG sale will be taxed at > 30% (18.9% LTCG, 9% state, + higher rate for other income and phase out of deductions and credits). I'm thinking that I'll get a lower tax rate in the future by spreading out the selling; I just don't want to lose those unrealized gains in the meantime...
So I'm considering buying puts and perhaps leap options for these stocks. Of course if the stock goes down and I exercise the put I'll have the same big tax liability in a future year, so maybe this isn't a good idea? Similar question with a LEAP option, maybe the cost of the option is higher than the additional tax I would be paying right now anyway, so I wouldn't be saving anything over just selling the stock today.
Sorry for the long post, but would love to hear anyone's thoughts or suggestions on this idea.
Ideally, I'd like be able to sell of just enough appreciated equity to keep taxes low and maybe on day get one of those coveted ACA subsidies! Right now, any additional LTCG sale will be taxed at > 30% (18.9% LTCG, 9% state, + higher rate for other income and phase out of deductions and credits). I'm thinking that I'll get a lower tax rate in the future by spreading out the selling; I just don't want to lose those unrealized gains in the meantime...
So I'm considering buying puts and perhaps leap options for these stocks. Of course if the stock goes down and I exercise the put I'll have the same big tax liability in a future year, so maybe this isn't a good idea? Similar question with a LEAP option, maybe the cost of the option is higher than the additional tax I would be paying right now anyway, so I wouldn't be saving anything over just selling the stock today.
Sorry for the long post, but would love to hear anyone's thoughts or suggestions on this idea.