Tom Wheelwright

Tom Wheelwright

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CPA and founder of WealthAbility; prolific creator on entity structuring, deductions/credits, audit defense and tax strategy to legally minimize taxes.

What The Top 0.01% Do With Taxes That You Don't
VideoMay 4, 2026

What The Top 0.01% Do With Taxes That You Don't

Tom Wheelwright, CPA and author, outlines how the ultra‑wealthy structure taxes, contrasting with typical entrepreneurs. He notes that the richest earn primarily through corporate profits, long‑term capital gains, and QBI‑eligible pass‑through income, which are taxed at 21‑20% versus up to 37%...

By Tom Wheelwright
How People Overpay Taxes Without Knowing It
VideoApr 25, 2026

How People Overpay Taxes Without Knowing It

The video warns that many entrepreneurs overpay taxes because they misunderstand how their business entities are taxed. An LLC, the speaker explains, has no default tax classification; owners must elect to be taxed as a partnership, S corporation, C corporation, or...

By Tom Wheelwright
This Happens If You Miss The S Corp Deadline
VideoApr 18, 2026

This Happens If You Miss The S Corp Deadline

The video warns S‑corporations that the filing deadline fell on March 15, a Sunday, pushing the final date to March 16. Missing this deadline triggers a steep penalty structure, emphasizing the urgency for timely compliance. A $255 penalty applies per shareholder for each...

By Tom Wheelwright
The Real Cost Of No Tax Strategy
VideoApr 10, 2026

The Real Cost Of No Tax Strategy

The video illustrates the financial penalty of ignoring tax planning for a $500,000 annual earner over two decades. Without a strategy, effective take‑home drops from $500k to $300k, reducing investment return from 10% to roughly 7%; after 20 years, the untaxed...

By Tom Wheelwright
How To Make Meal Deductions Audit Proof
VideoApr 10, 2026

How To Make Meal Deductions Audit Proof

The video explains how entrepreneurs and employees can substantiate meal‑related expenses to survive IRS scrutiny. It breaks down deduction rates—groceries while staying in a residence hotel or Airbnb are 50% deductible, event‑wide groceries are 100% deductible, and client meals remain at...

By Tom Wheelwright
Stop Overpaying Taxes Because Of Your CPA
VideoApr 9, 2026

Stop Overpaying Taxes Because Of Your CPA

The video argues that many professionals overpay taxes because their CPA treats a raise as a simple increase in taxable income, ignoring the impact of lost deductions and bracket creep. It illustrates that losing a 20% deduction can shift an individual...

By Tom Wheelwright
The Tax Trap Between $300K–$500K
VideoApr 8, 2026

The Tax Trap Between $300K–$500K

The video warns high‑earning professionals that once earnings reach the $300,000‑$500,000 band, they fall into a “tax trap” where both tax liabilities increase and valuable deductions begin to disappear. The centerpiece is the Qualified Business Income (QBI) deduction, a 20 % benefit...

By Tom Wheelwright