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PodcastThe AlbatrossOctober 20, 2026

Box spreads could be taxed like ordinary income - NYU Prof. Daniel Hemel

Section 1258 and potential Treasury regulation could strip Box spread ETFs' capital-gains tax advantage, converting gains to ordinary income.

  • Box spread mechanics: A box spread combines four options (long/short call, long/short put) to synthetically replicate a risk-free Treasury-like return without ordinary interest income.
  • ETF wrapper advantage: By using options on liquid ETFs (SPY, QQQ) and 'heartbeat trades' to offload gain legs, Box spread ETFs like BOXX avoid recognizing gains inside the fund, so shareholders get long-term capital gains (20%+3.8% NIIT) instead of ordinary income (37%+3.8%) on sale.

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Themes, sentiment and reasons are AI-written paraphrases, checked so they never quote an episode. They may contain errors. Not investment advice. Episodes remain the property of their creators.