Tax season is back, and while it’s no one’s favorite time of year, getting ahead of it can save you a ton of stress (and money). We’re breaking down tax planning tips, retirement contributions, and the sneaky mistakes that could cost you.

Plus, some unexpected tax trivia — turns out, pro athletes and farmers have some wild tax rules. And because we can’t talk numbers all the time, we’re debating the ultimate question: bar soap or body wash? Grab a coffee, get comfy, and let’s tackle this tax season together.

Key moments:

(03:33) A midyear tax check helps avoid surprise bills from bonuses, side gigs, or investments (15:07) Roth IRA mistakes happen when you ignore next year’s tax situation — think ahead (21:37) Smart estate planning keeps more wealth with your heirs or charities, not the IRS (26:02) Home office deductions have strict rules — don’t push your luck with the IRS (34:24) Maxing out retirement accounts is great for taxes and asset protection, especially for physicians (34:57) Tax loss harvesting can lower your bill, so don’t miss market downturn opportunities (42:24) A tax extension can help student loan borrowers keep flexibility for income recertification

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Live from Tax Season: What’s Working, What’s Not, and What to Fix