How Direct Indexing Can Help Offset Taxes on a Future Financial Windfall

Executive summary:

  • The sale of a business, property or large stock position can generate a financial windfall that may trigger a large tax liability
  • A Direct Indexing strategy can help manage these tax burdens, either over a set timeframe or with an annual tax budget
  • Advisors may benefit from happy clients who could provide a referral

Some of your high net-worth clients may be planning to sell a business, property or large stock position in the future. These transactions typically generate a significant capital gains tax liability that needs to be planned for years in advance. Unfortunately, we’ve found that many clients don’t let their advisors know until they’re only a few years out from their chosen retirement date. And that means many advisors probably don’t have a plan in place.

This gap could provide an opportunity for you to introduce Direct Indexing. With Direct Indexing, you can help your clients prepare for these life-changing transactions and minimize capital gains taxes by selectively harvesting losses to offset those gains, and implementing tax-efficient trading strategies.

A Direct Indexing strategy can potentially earn a return similar to a chosen benchmark – while simultaneously harvesting losses that can be stockpiled to offset the future capital gain. This can help the investor manage their tax liabilities and potentially reduce the taxes due on the future financial windfall. Starting this process ahead of the event gives the client (and you) plenty of time to adapt and adjust over time as the markets move—and as the investor's situation evolves.

The first step is to identify the potential for your client to realize a windfall. You can incorporate questions into the client discovery process:

  1. Are you anticipating any large financial events in the future, such as selling a property or a business?
  2. Are you involved in any financial transactions, like the sale of a family business, receiving a large legal settlement or insurance payout, that could lead to a significant cash inflow?
  3. Do you expect any financial milestones, such as selling real estate or vesting company stock, that could impact your financial planning?
  4. Are you planning to retire or make another significant life change in the near future, and if so, what changes to your financial situation do you foresee as a result?