Can any of you share your experience with forming an S-Corp (or even an LLC) for option trading? The reasons I'm considering it (and Trader Tax Status):
1. I'm no longer working (by choice since the summer). I'm devoting several hours a day to researching trends and companies, upcoming earnings, planning trades, and writing options, and managing or closing positions.
2. I could benefit from retirement savings and better health insurance benefits than my partner has access to. My intent would be to make this my full time job with a mid-six-figures cash account, and ideally make it a profitable business.
3. I'm trading quite a lot, and holding most positions for only a couple of days, but up to 11 days in the rare trade. 125 option trade commissions paid in 2026. Additional trades are expiring without commission, but I could close those intentionally for pennies if it helped to qualify for TTS.
4. I'm concerned about the tax consequences of generating \~$1k a day in gains and nervous about tax time.
5. I'm also likely unable to qualify for TTS as an individual as we hold longer-term investments and money market funds in taxable accounts as well. I'd plan on keeping long investments to personal accounts.
I know these are questions for a CPA/tax attorney, but I wanted to see if others have had positive or negative experiences here before I go and spend money on a plan that ends in complexity, payroll, and additional CPA/legal expense.