Talking Taxes With a Tax Professional: What's New in 2026 and How to Navigate Filing Season

Talking Taxes With a Tax Professional: What's New in 2026 and How to Navigate Filing Season

A tax expert breaks down what's new for the 2026 tax filing season and how to decide between a CPA and DIY software. What do you actually need to know about filing your 2025 taxes? When is it actually worth hiring a CPA instead of going it alone? Hosts Sean Pyles, CFP®, and Elizabeth Ayoola sit down with Tom O'Saben, and enrolled agent and director of tax content for the National Association of Tax Professionals, to explore what changed under the One Big Beautiful Bill Act. They discuss new rules around tips, overtime pay, car loan interest deductions, and an expanded SALT deduction that could shift the math on whether itemizing makes sense for you. They also dig into how major life changes like getting married, starting a business, or moving to a new state can create unexpected tax complications — and how to make sure nothing falls through the cracks. Plus: the common myths and costly mistakes that show up every year, options if you end up with a surprise tax bill, and what dealing with the IRS directly looks like now that the agency has cut more than a quarter of its staff. Federal Income Tax Calculator and Refund Estimator 2025-2026 https://www.nerdwallet.com/taxes/calculators/tax-calculator Best Tax Software of 2026 https://www.nerdwallet.com/taxes/learn/best-tax-software IRS Free File: What It Is, How It Works https://www.nerdwallet.com/taxes/learn/irs-free-file-tax-preparation-help Want us to review your budget? Fill out this form — completely anonymously if you want — and we might feature your budget in a future segment! https://docs.google.com/forms/d/e/1FAIpQLScK53yAufsc4v5UpghhVfxtk2MoyooHzlSIRBnRxUPl3hKBig/viewform?usp=header To send the Nerds your money questions, call or text the Nerd hotline at 901-730-6373 or email podcast@nerdwallet.com. Like what you hear? Please leave us a review and tell a friend. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(649)

How Get Rich Slowly's Founder Retired at 40. Plus, What Higher Bond Yields Mean for Savers

How Get Rich Slowly's Founder Retired at 40. Plus, What Higher Bond Yields Mean for Savers

Learn how Get Rich Slowly creator JD Roth paid off $35,000 in debt and retired at 40. Then, learn what rising bond yields mean for savers and investors. Hosts Sean Pyles, CFP®, and Elizabeth Ayoola t...

3 Sep 40min

Does a Pension Mean You're Set for Retirement? How to Know If You're Really on Track

Does a Pension Mean You're Set for Retirement? How to Know If You're Really on Track

Learn how to measure your retirement progress when you have a pension and figure out how much more you really need to save. How do you know if your pension actually has you covered for retirement —...

31 Aug 36min

Putting the "7% Rule" to the Test on a Real Mortgage. Plus, an Economist on Stubborn Food Prices

Putting the "7% Rule" to the Test on a Real Mortgage. Plus, an Economist on Stubborn Food Prices

Learn whether the "7% rule" for prioritizing debt payoff over investing applies to your mortgage. Plus: why your grocery bill keeps climbing. Hosts Sean Pyles, CFP®, and Elizabeth Ayoola talk with Ma...

27 Aug 37min

How Homebuying Differs for LGBTQ+ People — and Tips for Any Buyer in a Tough Market

How Homebuying Differs for LGBTQ+ People — and Tips for Any Buyer in a Tough Market

Learn how LGBTQ+ homebuyers navigate unique challenges and how anyone can compete in today's expensive housing market. What makes homebuying uniquely challenging for LGBTQ+ people — and could being q...

24 Aug 44min

CFP vs. CPA vs. CFA: The Only One Most People Need

CFP vs. CPA vs. CFA: The Only One Most People Need

Which financial pro do you need: a CFP, CPA or CFA? Plus, an economist explains why "good" economic data doesn't always feel that way. Hosts Sean Pyles, CFP®, and Elizabeth Ayoola sit down live, in-s...

20 Aug 48min

How to Balance Competing Financial Priorities When Everything Feels Urgent

How to Balance Competing Financial Priorities When Everything Feels Urgent

Learn how to save for a home, pursue FIRE, and quiet money anxiety when every goal feels urgent at once. What does it really take to balance saving for a first home, building toward early retirement,...

17 Aug 39min

Going Back to Work Later in Life and Why the Housing Market Feels So Stuck

Going Back to Work Later in Life and Why the Housing Market Feels So Stuck

Learn why a 69-year-old retiree is returning to work and why homeowners are staying put in a stuck housing market. What happens when your nest egg doesn't grow fast enough to support your retirement?...

13 Aug 41min

Where Are They Now? Five Smart Money Listeners on Job Loss, Debt, FIRE, and Life Moves

Where Are They Now? Five Smart Money Listeners on Job Loss, Debt, FIRE, and Life Moves

Learn how five Smart Money listeners changed their money situations after talking with us about tackling job loss, debt, FIRE, and life moves. What really happens after the episode ends? Hosts Sean P...

10 Aug 28min

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