Playbook of the Wealthy
Four CPAs can take the same set of numbers and hand you four different tax returns. That's not a knock on accountants — it's how tangled the tax code has become. And this year, Dave and Heather caught a stack of expensive mistakes on returns that clients and other preparers had already called "finished."In this Playbook of the Wealthy episode, financial advisors Dave Grant of Retirement Matters and Heather Townsend of Townsend Financial run through everything they saw in this tax season — the under-withholding, the mutual funds quietly throwing off capital gains, the backdoor Roth that got taxed twice, the S-Corp set up with no salary, the W-2 that never made it onto the return — and then, more importantly, exactly how to avoid each one next year. Plus a "What Would You Do?" mailbag on withholding after a raise, refund envy at the office, and what to do when a too-big refund makes you nervous.▶ Listen on Apple, Spotify, or visit https://playbookotw.com [https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqa19PemdNekRoN2NtbzRRemV2R2ZyNEFsR1FyUXxBQ3Jtc0tsV3UzajVKRXNmdEhRbVhxdEQ4T0xBYnp3TjdVNzQ4MFVkX2xpZWlxUURCRTNINTJ3VUF1anV5dWxtREkxLXJiUmFMRHU3MWdpSFljNU5IOTdBejlMWUJsMzhHNVl4RzJWbFlUZ3VqRlpLQWFZNEdRSQ&q=https%3A%2F%2Fplaybookotw.com%2F&v=GXNL0ed2IpI]★ WHAT YOU'LL LEARN ★▸ Why "I adjusted my W-4" almost never fixes an under-withholding problem on its own▸ The capital gains distributions line on your return — and the one portfolio swap (mutual fund to ETF) that can nearly erase it▸ Why an out-of-state 529 plan can quietly cost you a state tax deduction you were owed▸ The S-Corp mistake that costs owners thousands: a salary-vs-distribution split that never got set up▸ Why piecemeal, drip-fed paperwork wrecks a tax return — and the checklist habit that fixes it▸ How a missing W-2 or a forgotten high-yield-savings 1099 turns into an IRS matching notice▸ The backdoor Roth error that makes a non-taxable $14,000 suddenly taxable — and why it traces back to Form 8606▸ Why business owners can't do real tax planning without clean books — you're taxed on profit, not gross▸ The fall tax review every complex household should be doing, and why most investment advisors skip it▸ When to actually switch CPAs — summer, not the December scramble★ CHAPTERS ★00:00 [https://www.youtube.com/watch?v=GXNL0ed2IpI] Cold open: the mistakes we caught this tax season01:09 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=69s] Welcome — a tax season recap01:25 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=85s] Into the mistakes we saw02:33 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=153s] Mistake: clients badly under-withheld03:45 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=225s] Mistake: investments throwing off capital gains distributions04:31 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=271s] Mistake: out-of-state 529 plans and the missed state deduction05:16 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=316s] Mistake: an S-Corp set up with no salary split06:10 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=370s] Mistake: disorganized, piecemeal paperwork07:08 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=428s] Mistake: missing tax documents — a whole W-2, a forgotten 109907:51 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=471s] Mistake: the backdoor Roth reported as taxable (Form 8606)08:46 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=526s] Mistake: incomplete or incorrect business books09:16 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=556s] Mistake: HSA contributions the CPA never knew about09:29 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=569s] Mistake: projections thrown off by late switches and new tax law10:27 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=627s] This isn't about slamming anyone — catching mistakes is the job11:06 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=666s] Fixes for next year: the fall tax review13:34 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=814s] The capital gains line you can almost erase with one portfolio tweak14:23 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=863s] The older couple whose tax bill got cut in half16:31 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=991s] Review business income every quarter19:05 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1145s] Build your own tax-document checklist20:16 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1216s] Inside the Townsend household's 2026 tax folder21:41 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1301s] Business owners: keep your books clean year-round22:53 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1373s] When to actually switch CPAs (hint: not December)23:47 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1427s] K-1s, curveballs, and when to just extend25:58 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1558s] The bow: reflect on your tax season26:33 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1593s] A quick ask — and YouTube's new "hype" button27:03 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1623s] What Would You Do?27:08 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1628s] Q1: I adjusted my withholding for a raise and still owe — why?29:34 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1774s] Q2: Why do my coworkers get refunds and I don't?31:41 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1901s] Q3: I'm getting a huge refund and it scares me — should I get a second opinion?33:01 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1981s] Highlights33:05 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=1985s] Highlights: Heather's lifting progress and the creatine debate35:25 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=2125s] Highlights: Dave on the summer slowdown and a new designation36:23 [https://www.youtube.com/watch?v=GXNL0ed2IpI&t=2183s] Wrap up
72 episodios
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