How Families Reduce College Costs Without Sacrificing Retirement | Terry Wheeler on Tax Strategies

28 May 2026 · 24 min
23:41

In this podcast episode, Shellee Howard, founder and CEO of College Ready, interviews wealth strategist and tax attorney Terry Wheeler about how high‑income families can fund college without draining retirement savings. Wheeler shares his personal motivation—raising five children, three of them triplets—and explains how his 30‑year tax‑planning career led him to discover hidden tax‑saving opportunities that can generate hundreds of thousands of dollars for college. The conversation covers a range of tactics: optimizing FAFSA and CSS profiles, leveraging scholarships, employing children in family businesses, using the Augusta rule to rent a home tax‑free, cost‑segregation on short‑term rentals, income‑shifting strategies, and early‑stage tools like 529 plans and gifting. They discuss benchmarks for different child ages, the importance of starting planning around age 14, and how to balance education expenses with retirement goals by creating tax‑free retirement dollars. The episode ends with a clear call‑to‑action—parents can schedule a complimentary discovery call with Wheeler’s firm (Strategic Wealth Legal) to receive a free issue‑spotting analysis and personalized strategy.

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