Creator Science

#286: How To LEGALLY Pay Less In Taxes (And Invest It Instead) — Ankur Nagpal

12 snips
Dec 19, 2025
Ankur Nagpal, a serial entrepreneur and founder of Carry, shares his journey from selling Teachable for $250 million to mastering tax strategies for creators. He reveals how he turned tax complexities into accessible solutions. Ankur explains the benefits of Solo 401(k)s, outlines smart tax-saving strategies like direct indexing and tax loss harvesting, and discusses the advantages of S-Corps. He also emphasizes the importance of proactive tax planners and shares tips on maximizing contributions while securing your financial future.
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ANECDOTE

Pre-Sale Tax Planning Saved Millions

  • Ankur hired expensive lawyers and accountants months before selling Teachable and they restructured the acquisition to save him millions.
  • That experience radicalized him to learn tax law and productize tax-saving strategies for creators.
INSIGHT

Tax Savings Compound Like Returns

  • Saving on taxes and investing the savings into index funds compounds far more predictably than chasing high-risk bets.
  • Small annual tax savings multiplied over decades can turn into tens of millions of dollars.
ADVICE

Set Up A Solo 401(k) When Eligible

  • If you earn self-employment income, consider a solo 401(k) because it gives similar benefits as a corporate 401(k) but with more control.
  • Use the employee and employer contribution structure to roughly double retirement deductions versus a SEP IRA.
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