251 - Unlocking Tax Secrets: Empowering Entrepreneurs to Take Control with WealthAbility's Tom Wheelwright

6 Sept 2024 · 24 min
Listening With Leaders

6 Sept 2024 · 24 min

0:00

In this episode of Listening with Leaders, host Doug Noll interviews Tom Wheelwright, founder and CEO of WealthAbility, a firm dedicated to helping entrepreneurs reduce their tax burden. Wheelwright shares his extensive background as a CPA, former Ernst & Young professional, and former adjunct professor, emphasizing his mission to "raise capital from the government" for entrepreneurs. He explains tax law as a system of government incentives and frames effective tax planning around three core questions: how you earn money, how you use it, and what happens to it after death. Wheelwright stresses the importance of asking "how do I make it deductible?" rather than simply asking if something is deductible, positioning the advisor as a facilitator of client choice. He describes WealthAbility’s franchise model that equips CPA firms with training, systems, and a communication‑focused curriculum, allowing them to serve both early‑stage and mature entrepreneurs. The conversation also covers the role of technology and AI in automating tax return preparation and delivering strategic advisory services, with a software platform slated for release within a year. Wheelwright discusses his long‑standing collaboration with Robert Kiyosaki, which inspired his bestselling book Tax‑Free Wealth. Personal anecdotes reveal his childhood speech disability and how overcoming it shaped his communication style. Throughout, both hosts highlight the parallel between effective listening, asking good questions, and empowering clients to own their tax outcomes.

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