About TaxSure
A tax decision-support engine with attorney judgment at the center, not a traditional tax practice with a chatbot bolted on.
Josh Lowenthal
I'm a tax and M&A attorney. I represent buyers through acquisitions, structure the tax side of deals for other attorneys' clients, and step in when a transaction has real tax stakes that a generalist shouldn't be expected to catch alone. TaxSure is that same judgment, packaged as a fixed-fee, two-meeting engagement.
Before practicing law, I worked at a regional public accounting firm on middle-market M&A and tax controversy, then at a Big 4 accounting firm, then in an international law firm's estate planning and probate litigation group in Metro Detroit. I hold a JD and an LLM in Taxation from Washington University in St. Louis School of Law, and a BA in Political Science and Psychology from the University of Michigan. I'm admitted to practice in Michigan and Alabama, and I've been named a Super Lawyers Rising Star in Business & Corporate Law every year from 2023 through 2025. I represent clients nationally through the Law Office of Joshua A. Lowenthal, PLC, a virtual law firm.
When I'm not working a deal, I'm home with my wife and our two boys, training for the next marathon (running the Dopey Challenge as part of the Walt Disney World Marathon Weekend), or planning my next backpacking trip (most recently the Pemi Loop in New Hampshire).
Background
- Regional public accounting firm: middle-market M&A and tax controversy
- Big 4 public accounting firm
- International law firm, estate planning and probate litigation group, Metro Detroit
- Founded the Law Office of Joshua A. Lowenthal, PLC
Education & Admission
- LLM in Taxation, Washington University in St. Louis School of Law
- JD, Washington University in St. Louis School of Law
- BA, Political Science and Psychology, University of Michigan
- Admitted to practice in Michigan (2017) and Alabama (2023)
- Super Lawyers Rising Star, Business & Corporate Law (2023, 2024, 2025)
Media & Publications
Speaking Engagements
- "Tax Law 101," Alabama CLE (3 AL CLE credits): profits interests as an alternative to stock options, QSBS structuring for tax-free exits, entity selection strategies, and F reorganizations for acquisitions
- "Entity Selection and Taxes: Structuring Your Business for Maximum Savings," Alabama CLE (1 AL CLE credit, recorded October 15, 2025)
- Presenter, "The American Rescue Plan Act of 2021": Indiana Legal Services and Prosperity Indiana (April 28, 2021)
Press & Features
- Interviewed on Indiana Public Radio WFYI's "All IN": Child Tax Credit and Unemployment Exclusion updates (May 6, 2021)
- Quoted in Forbes Advisor, "Taxes on Stocks: What Capital Gains Tax Do You Owe?" (March 5, 2021)
- Detroit Jewish News, "Next Dor: Meet Josh Lowenthal, an Attorney Offering Virtual Legal Services" (August 2022)
- Bylined author, Bloomberg Tax, "Buying a Used EV? IRS Clarifies How You Can Get a Tax Credit" (December 2022)
Podcast & Video Appearances
- Deal-Ready Podcast, "DR 2.2: Josh Lowenthal, Lawyer for Small Businesses" (Amplify Consulting Services)
- Ryan Ray, "Why Your CPA Isn't Enough: The Difference Between Tax Compliance and Tax Strategy"
- Ryan Ray, "Josh Lowenthal on Tax Issues SMB Acquisitions"
- Ryan Ray, "Tax Attorney Josh Lowenthal"
- Emmer Law, "The Intersection of Divorce and Estate Planning: A Chat with Attorney Josh Lowenthal" (Part 1)
