Diane Kennedy, CPA

Strategic Tax Consultant, Bestselling Author, Founder of USTaxAid & KennedyTax.Tax
Diane Kennedy, CPA, is a leading expert in tax strategy for entrepreneurs and real-estate investors. She is the founder of USTaxAid and KennedyTax.Tax, where she helps business owners reduce taxes, strengthen structure, and turn complex tax rules into clear, actionable steps.

A bestselling author, Diane wrote Loopholes of the Rich and more than a dozen additional books on business and real-estate tax planning. She has been featured on CNN, Bloomberg TV, and in Forbes, The Wall Street Journal, and CNBC. She also received the State of Nevada Small Business Owner of the Year award and previously co-hosted Wealth Talk Radio, bringing practical financial education to a national audience.

Diane teaches weekly Tax Strategy Labs, where she answers live questions and works through real-world tax scenarios, and she advises private clients through a strategy-driven, implementation-focused consulting practice. She holds a BS in Accounting from the University of Nevada, Reno, where she has also taught.

She was invited to the White House for a roundtable on how small businesses and local charities can partner to support entrepreneurial community initiatives.

  • There are no suggestions because the search field is empty.
solopreneur working on their home office

7 min read

The Home Office Deduction Isn't an Audit Flag, Bad Records Are

This article explains when the home office deduction is legitimate, how to weigh the simplified method against actual expenses, and why proper...

Solopreneur sits at his desk at night considering his quarterly taxes

10 min read

Quarterly Taxes Aren't Optional: How to Know What You Should Actually Be Paying

Self-employed and S-Corp owners often assume a refund means they're in the clear, but underpayment penalties can still apply. This article breaks down how...

solo business owner unpacking office equipment

10 min read

What Therapists Need to Know About the One Big Beautiful Bill: QBI, 100% Bonus Depreciation & Hiring Workers

This article breaks down what the One Big Beautiful Bill means for therapists in private practice, including the now-permanent QBI deduction, the return...

Solo business owner happy about business

10 min read

Part 3: The Business-of-One Operating System: Tools You Need to Run Profitably

Businesses-of-one operate on a completely different model than traditional small businesses, which means they need a different set of tools to run...

Solopreneur checking financials

7 min read

Part 2: The $10,000 Tax Problem: Why Solopreneurs Overpay (and the S Corp Fix)

Businesses-of-one face a costly blind spot: overpaying on taxes simply because of how their entity is structured. Operating as a sole proprietor or...

Solo business owner working from home

7 min read

Part 1: What Is a Business-of-One? The Definitive Guide for Solo Entrepreneurs, Freelancers & Independent Contractors

Businesses-of-one are reshaping the American economy, with solo operators now representing the majority of U.S. small businesses. Freelancers,...

Best Tax Breaks for Content Creators in 2026

10 min read

The Best Tax Breaks for Content Creators Under the One Big Beautiful Bill

Content creators can reduce their tax burden by taking advantage of restored 100% bonus depreciation, properly tracking business expenses, and...

real estate agent showing a house with tools

7 min read

The Best AI Tools for Real Estate Agents in 2026 — Valuation, Transactions & the Back-Office Most Agents Ignore

This guide explores AI tools that help real estate agents price homes more accurately, streamline transactions, and optimize back-office finances. It also...

Best AI Tools for Real Estate Agents in 2026 | Marketing & CRMs

8 min read

The Best AI Tools for Real Estate Agents in 2026 — Marketing, CRMs & Client Management

This guide explores the leading AI tools helping real estate agents streamline marketing, automate lead nurturing, and improve client management. It also...

Best AI Tools for Real Estate Agents in 2026 | Build Your AI Stack

8 min read

The Best AI Tools for Real Estate Agents in 2026: How to Build Your Stack + Winning More Leads

Real estate AI has evolved beyond listing descriptions and chatbots. The best AI stack combines front-office tools that generate leads with back-office...

One Big Beautiful Bill and Real Estate: Bonus Depreciation, Opportunity Zones & the QBI Deduction Explained

7 min read

One Big Beautiful Bill and Real Estate: Bonus Depreciation, Opportunity Zones & the QBI Deduction Explained

The One Big Beautiful Bill restores 100% bonus depreciation, updates Opportunity Zones, and makes the QBI deduction permanent. The biggest opportunity...

Confident real estate broker stood in front of a duplex

6 min read

Should a Real Estate Professional Elect S Corporation Status?

Real Estate Professional (REP) status and S Corporation elections are two distinct tax strategies that solve different tax problems. Understanding how...

Solopreneur doing paperwork at their kitchen table

4 min read

Earned Income And IRAs: Why Some Solopreneurs Can't Contribute, Even When They're Making Money

Many solopreneurs assume any income qualifies them for IRA contributions, but retirement plan rules are more nuanced. Understanding the difference between...

Freelancer reviewing receipts at their kitchen table

3 min read

Tax Myth vs. Reality: “I’ll Deal With Taxes at the End of the Year”

Freelancers and solopreneurs often wait until tax season to think about taxes, which can lead to expensive surprises. Building simple financial systems...

Author doing taxes in their study

3 min read

Wait… I Thought a $7,000 Tax Deduction Saved Me $7,000 in Taxes?

A tax deduction reduces taxable income, not your tax bill dollar-for-dollar. The article explains why write-offs are not “free,” how deductions differ...

Got a tax question?

Got a tax question? 

Group 1000002431-2