Understanding Boot in a 1031 Exchange: What to Review With Your Advisor
A partially failed 1031 exchange usually comes down to boot. Here's what the term means and what to clarify with your advisor before you close.
Capivise insights
Ideas for sharper advisor conversations.
Read practical guides for business sales, real estate exits, equity liquidity, windfalls, and other moments where the right advisor questions matter.
tax planning
1031 exchange
business sale
advisor-coordination
liquidity event
real estate
capital gains
equity compensation
estate planning
exit planning
Inheriting an IRA or 401(k): Topics to Clarify Before You Decide How to Take Distributions
What to clarify with a tax advisor before taking distributions from an inherited IRA or 401(k), since the rules vary by beneficiary type.
Municipal Bonds vs Taxable Bonds After a Liquidity Event: Topics to Review With Your Tax Advisor
After a liquidity event, municipal bonds aren't automatically the right fixed income choice. Topics to review with your tax and investment advisors.
Tax-Loss Harvesting After a Liquidity Event: Topics to Review With Your Tax Advisor
Tax-loss harvesting can offset gains after a liquidity event, but the wash sale rule complicates timing. Topics to raise with your tax advisor.
Purchase Price Allocation in a Business Sale: Topics to Review With Your Tax Advisor
How a business sale's purchase price gets allocated across IRS asset classes affects taxes. Topics to raise with your CPA before you sign.
Employee Stock Purchase Plan (ESPP) Dispositions: Topics to Review With Your Tax Advisor Before Selling
An ESPP sale can be a qualifying or disqualifying disposition, and the two produce very different tax bills. Topics worth reviewing before you sell.
Reverse 1031 Exchanges: Topics to Review With Your Advisors Before You Buy First
A reverse exchange flips the usual 1031 sequence, buying before selling. That structural difference raises questions worth reviewing with your advisors early.
Qualified Opportunity Zone Funds: Topics to Review With Your Tax Advisor Before Reinvesting Capital Gains
QOZ funds tie a specific set of tax rules to a specific timeline. Here's what's worth clarifying with your advisor before that 180-day window starts.
Net Unrealized Appreciation on Employer Stock in a 401(k): Topics to Review With Your Tax Advisor
A 401(k) holding employer stock has a lesser-known tax election attached to it. Here are the topics worth raising with a tax advisor before rolling the account over.