Ep 237: Ask the Professor: Legal Tax Hacks Your CPA Isn’t Talking About episode artwork

EPISODE · Oct 10, 2025 · 35 MIN

Ep 237: Ask the Professor: Legal Tax Hacks Your CPA Isn’t Talking About

from The Weekly Wealth Podcast

💡 Episode SummaryIn this week’s Ask the Professor edition of The Weekly Wealth Podcast, host David Chudyk, CFP®, sits down with financial educator and colleague Justin Chastain (“The Professor”) to unpack key tax planning concepts that impact retirement, Social Security, and business owners.Justin—who teaches future CFP® professionals through Dalton Education—shares his trademark mix of deep insight and humor while explaining how proactive tax strategies can create real, lasting wealth.🧩 Topics Covered1️⃣ Social Security TaxationHow benefits can be taxed at 0%, 50%, or 85%Why income thresholds haven’t changed since 1984How to plan around working income and Social Security to minimize surprise tax bills2️⃣ Retirement Accounts & WithdrawalsThe difference between Traditional IRAs (tax-deferred) and Roth IRAs (tax-free growth)Understanding Required Minimum Distributions (RMDs)When Roth conversions make sense and how to manage tax brackets efficiently3️⃣ Marginal vs. Effective Tax RatesWhat your next dollar really gets taxed atHow to use bracket management to stay tax-efficientReal examples showing why “being in the 32% bracket” doesn’t mean you’re paying 32% overall4️⃣ Tax-Loss and Tax-Gain HarvestingUsing market volatility to your advantageHow to offset gains and manage investment income efficientlyStrategies for gifting appreciated stock or donating directly to charities to avoid unnecessary taxes5️⃣ Legacy & Estate PlanningWhy charitable giving can reduce both estate taxes and current tax burdensQualified Charitable Distributions (QCDs) explainedHow retirees can use RMDs or life insurance to leave a legacy without overpaying Uncle Sam6️⃣ Business Owner Tax TipsTurning legitimate expenses into deductionsBuilding employee benefits and retirement plans to attract and retain top talentUsing goodwill and benefits as part of your company’s long-term value🎧 Notable Quotes“Money is just a tool to help us live better lives—nothing more, nothing less.” — David Chudyk“Ask your financial advisor: ‘Is tax planning part of your strategy?’ If not, find one who makes it a priority.” — Justin Chastain“It’s not about buying the next hot stock—it’s about knowing where your money is taking you.” — David Chudyk🗓 Bonus SegmentDavid closes the episode by reminding listeners to collaborate — just as he and Justin do. Partnerships can accelerate your personal and financial growth, whether in business or your financial life.🔗 Connect with Us📩 Contact Justin: [email protected]📩 Contact David: [email protected]🌐 Learn more or book your free 10-Minute Vision Call: weeklywealthpodcast.com/vision📱 Follow The Weekly Wealth PodcastInstagram: @WeeklyWealthPodcastYouTube: Weekly Wealth Podcast ChannelFacebook: Weekly Wealth Podcast Community⚠️ DisclaimerThis episode is for educational purposes only and should not be construed as specific tax or investment advice. Always consult with your own financial advisor or CPA before implementing any strategies discussed

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Ep 237: Ask the Professor: Legal Tax Hacks Your CPA Isn’t Talking About

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