DiscoverThoughts On Money [TOM]Write Off the Sunset: Planning Around the OBBBA
Write Off the Sunset: Planning Around the OBBBA

Write Off the Sunset: Planning Around the OBBBA

Update: 2025-07-25
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This week's blogpost - https://bahnsen.co/4m3JlJo


Navigating the New Tax Landscape with Matt Gregory


In this episode of the Thoughts and Money Podcast, host Trevor Cummings welcomes Matt Gregory, Director of Financial Planning at The Bahnsen Group, for his first appearance on the show. They explore the details and implications of a new tax bill—dubbed the One Big Beautiful Bill Act (O-B-B-B-A)—covering topics like charitable giving strategies, state and local tax (SALT) deductions, and Social Security taxation. The discussion also delves into above-the-line and below-the-line deductions, credits, and planning opportunities for different client profiles. Additionally, they discuss the impact of tips, overtime, and introduce new tax-deferred savings accounts for children. The episode underscores the importance of strategic planning and leveraging available software tools to optimize tax outcomes.


00:00 Welcome to the Thoughts and Money Podcast


00:18 Introducing Matt Gregory: From Broadway to Financial Planning


01:09 Understanding the New Tax Bill


02:28 Above the Line vs. Below the Line Deductions


07:11 Charitable Giving Strategies


17:14 State and Local Tax Deductions (SALT)


19:45 Scrutinizing the New Tax Bill


20:28 Social Security Tax Changes


22:50 Tax Implications for Tips and Overtime


25:57 Automobile Loan Interest Deductions


28:01 New Savings Vehicle for Kids


28:50 Estate Exemption and Planning


33:34 Market Reactions and Predictions


36:27 Practical Tax Planning Tips


39:47 Conclusion and Contact Information


Links mentioned in this episode:


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Write Off the Sunset: Planning Around the OBBBA

Write Off the Sunset: Planning Around the OBBBA

Trevor Cummings