BetterWealth with Caleb Guilliams

The Most Overlooked End-of-Year Tax Moves for High Earners (6 Advanced Tax Strategies)

Nov 21, 2025
In this engaging discussion, Roger Roundy, CEO of Strategic Associates and an advanced tax strategist, shares insights on maximizing tax savings for high earners. He explains advanced strategies such as leveraging carry-forward losses for significant tax benefits and using Section 704B for income deferral. Roger also highlights the importance of charitable gifting techniques and explores the advantages of solar tax credits. The conversation emphasizes not just tax mitigation, but also the role of stewardship and responsible planning.
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ADVICE

Choose Above- Or Below-Line Strategies

  • Use above-the-line business strategies when you have business income to reduce AGI directly.
  • Use below-the-line personal deductions (like leveraged charitable gifting) when you need to keep AGI higher for banking.
ADVICE

Prioritize Tax Credits Over Deductions

  • Prefer tax credits over deductions when possible because credits reduce tax liability dollar-for-dollar.
  • Convert large deductions into credit-equivalent value by understanding your marginal tax rate.
ADVICE

Keep Taxable Income In A Practical Range

  • Consider keeping taxable income in a practical band (Roger suggests $75k–$200k) to contribute while avoiding huge tax bills.
  • Keep enough income shown for banking and life goals, don't aggressively seek zero income.
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