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Callan Family Office

Callan Family Office’s 4Q 2026 Tax Letter: The Tax Strategy Is Not New. Starting With the Exit Is.

Tax-aware long-short investing may represent a meaningful advancement in investment technology. Modern portfolio construction, large-scale computing, and continuous tax management can produce investment and tax results that would have been much more difficult to achieve even a decade ago.

Technology, however, does not repeal the rules governing tax losses, and sophistication does not transform deferral into elimination. Those parts are not different this time. What can be different is the way the strategy is designed, advised, and ultimately exited.

Instead of starting with a projected loss and discovering the exit years later, start with the exit and work backward. Determine what is likely to remain if the strategy succeeds, identify the realistic paths for addressing that exposure and then decide how much front-end loss actually makes sense. The process requires advisors who understand enough about both the tax law and the investment structure to see how decisions on one side change the choices available on the other.

In our latest quarterly tax letter, we again help you navigate these forces with foresight.

Please reach out to your relationship team to discuss how these themes are incorporated into your portfolio.

For our latest insights, please read our 4Q Tax Letter.