Why does tax time feel so overwhelming, and what can be done throughout the year to avoid those stressful moments in April?
In this episode, Jamie Hopkins and Kate Duffy are joined by Michael W. Valenti, CPA, CFP®, CEPA®, MAcc, Tax Director at Bryn Mawr Trust Advisors, to break down why taxes feel emotional and how proactive planning can ease that burden. They explore common causes of under-withholding, challenges for high earners, small business owners, and retirees, and how simple adjustments can reduce surprises.
The conversation also covers bonus income, equity compensation, crypto reporting, and when it makes sense to work with a CPA.
Key takeaways:
00:00 – Hello and Welcome
00:33 – Talking About Taxes
01:14 – Taxes Are Stressful
02:57 – DIYers: What to Consider
07:15 – Two High-Income Earners
11:18 – When to Work with a Professional
14:01 – Expected Mistakes in Upcoming Years
19:14 – Planning Opportunities: Self-Employment and Retirement
21:36 – HSAs and FSAs
27:14 – Roth vs. Traditional
29:24 – Lightning Round
31:36 – Conclusion
Begin your journey
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