Scott Estill

BAR ADMISSIONS: Illinois and Colorado and United States Tax Court

LEGAL EXPERIENCE:

January 1995 to present Scott M. Estill, P.C.
July 2003 to May 2016 Estill & Long, LLC

January 1998 to March 2020 Judge- Jefferson County Liquor Licensing Commission

May 1991 to January 1995 United States Department of Treasury General Attorney (Tax)

May 1989 to May 1991 Judicial Clerk- Hon. Lawrence D. Inglis

December 1988 to May 1989 Judicial Clerk- Hon. Robert McLaren Illinois Appellate Court (Second Judicial District)

EDUCATION: The John Marshall Law School, Chicago, Illinois

- J.D., June 1988, with High Honors
- Academic Standing: Top 3% (5/214)
- Member, the John Marshall Law Review

University of Illinois, Urbana, Illinois
- B.A., May 1983, Political Science

June 9, 2026

Former IRS Attorney Reveals 7 Real Estate Tax Traps Destroying Investor Wealth

Tax Traps. Most real estate investors often get crushed not by bad deals, but by poor tax decisions they weren't even aware of. This video features a former IRS senior trial attorney who shares insights on how common tax pitfalls, such as incorrect entity choices or inadequate documentation, can lead to significant financial losses during a tax audit. Understanding proper tax planning and tax strategies is crucial for business owners to avoid IRS red flags and protect their wealth. In this episode of The Tax Strategy Playbook, host David Wiener (Mr. Cash Flow) sits down with Scott Estill — a former IRS Senior Trial Attorney turned nationally recognized tax attorney, speaker, and author — to expose 7 real estate tax traps quietly destroying real estate investor wealth in 2026.

Guest: Scott Estill

Listen to the Episode