E375: Why Tax Alpha Could Matter More Than Investment Returns

E375: Why Tax Alpha Could Matter More Than Investment Returns

From How I Invest with David Weisburd by David Weisburd

May 22, 2026 · 47 min · Episode 375

About this episode

The episode discusses the importance of tax alpha for taxable investors and how it may surpass traditional investment returns.

What if the biggest source of alpha for taxable investors isn’t stock picking—but minimizing friction inside the portfolio itself? In this episode, I sit down with Brent Sullivan, independent tax analyst and author of one of the leading research platforms on tax-aware investing, to discuss why tax alpha has become one of the fastest-growing themes in wealth management. Brent explains how long-short tax-loss harvesting strategies evolved from niche institutional products into mainstream planning tools, why tracking error is often misunderstood, and how sophisticated investors think about balancing risk, leverage, and after-tax returns. We also explore trader funds, operational risk, and why tax management may matter more than active management for many investors.

People in this episode

Host: David Weisburd

Guest: Brent Sullivan

Topics covered

  • tax alpha
  • investment returns
  • tax-loss harvesting
  • wealth management
  • risk management
  • after-tax returns

Keywords

  • tax alpha
  • investment returns
  • tax-loss harvesting
  • wealth management
  • risk
  • leverage
  • after-tax returns

Mentioned in this episode

Organizations: tax-aware investing

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