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Capital Gains & 1099B Taxation

Capital gains are common for our client base & may result from:

  • Equity compensation, vested shares, RSUs, etc.
  • Sale of a primary residence or rental property
  • Liquidation of stock portfolio or inherited assets
  • Sale of business interest or sale of entire company

For these types of situations, we are frequently approached with the following questions:

  • How much tax should I set aside for this proposed situation (planning)? 
  • Are there any tax-saving strategies for me available for me to limit my capital gains?
  • Can I use tax-loss harvesting techniques to optimize my tax obligation? 
  • Can you assist with filing my annual tax return? 
  • Should I make estimated tax payments, and if so, how much?
  • How are state taxes computed? 
  • Are there better tax outcomes if I wait? 
  • If I am selling a rental property, how is depreciation recapture accounted for?
  • If I am selling inherited assets, what is my “cost basis?”
  • Can I construct a plan for more than one year of equity vesting, exercises, and sales?

These (and more) are all common scenarios that we compute for the clients.

Contact us at hello@dimovtax.com if you would like to get started with an analysis, tax return, or to book a consultation to discuss strategy.

Need some help? Please fill out the form below and one of our specialists will get back to you immediately.


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