
The Tax Cuts and Jobs Act introduced the Qualified Business Income (QBI) deduction under IRC §199A, creating powerful tax savings for qualifying trades and businesses. But what about rental real estate? This course explores one of the most nuanced areas in modern tax law—when and how rental activities qualify as a trade or business for purposes of the §199A deduction.Through detailed analysis of statutory language, court decisions, and IRS guidance (including Rev. Proc. 2019-38), participants will learn to assess whether rental activities rise to the level of a trade or business under IRC §162. We will break down the safe harbor rules, examine case law, and explore various scenarios including triple-net leases, single-property landlords, and self-rentals. This course offers practitioners the tools to perform due diligence, evaluate facts and circumstances, and properly document their conclusions.
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*Self-Study recording not available for NASBA CPE credit.
IRS Program #: 7Q3WU-T-00738-25
CTEC Course #: 6248-CE-00109

A.J. is an enrolled agent (EA) with over thirty years of experience encompassing various areas of taxation. Though his practice centers on Individual, Business, and Estate Tax preparation, A.J. specializes in IRS Audits, Appeals, Collections, Innocent Spouse, Independent Contractor vs. Employee Issues, and Civil Tax Fraud Representations. As diverse as his specializations, A.J.’s clientele, too, ranges from average workers to Fortune 500 executives.Based in Sioux City, Iowa, A.J. nevertheless brings his everyday “in the trenches” experience to seminars nationally and internationally to assist attendees with real issues affecting tax professionals. A.J. has spoken Basics + Beyond Income Tax Seminars and Webinars, NATP National Conference and Webinars, NAEA Webinars, NTI Resort Conferences, and Iowa State University Webinars and Annual Tax Seminars.A.J. started his tax career with a national CPA firm in San Diego, CA after proudly serving for five years in the United States Navy onboard the Guided Missile Destroyer USS Callaghan. During his time on the destroyer, A.J. and crew members were awarded the Navy Expeditionary Medal for their work in the Straits of Hormuz off the coast of Iran.Outside of his tax practice, he is a member of the Diocese of Sioux City Priests’ Pension & Welfare Board and the Investment Advisory Board for the Diocese. When not working, his time is spent in various activities, including traveling with his wife and their two children.
1 IRS CE/1 CTEC/1 NASBA CPE*
The Tax Cuts and Jobs Act introduced the Qualified Business Income (QBI) deduction under IRC §199A, creating powerful tax savings for qualifying trades and businesses. But what about rental real estate? This course explores one of the most nuanced areas in modern tax law—when and how rental activities qualify as a trade or business for purposes of the §199A deduction. Through detailed analysis of statutory language, court decisions, and IRS guidance (including Rev. Proc. 2019-38), participants will learn to assess whether rental activities rise to the level of a trade or business under IRC §162. We will break down the safe harbor rules, examine case law, and explore various scenarios including triple-net leases, single-property landlords, and self-rentals. This course offers practitioners the tools to perform due diligence, evaluate facts and circumstances, and properly document their conclusions.
2 IRS CE/2 CTEC/2 NASBA CPE*
With social media fueling the spread of (often incorrect) tax advice, clients increasingly bring “short-term rental loopholes” and other novel ideas to tax practitioners. Many tax pros find themselves unprepared to address the nuanced distinctions between rental income reported on Schedule E and business income reported on Schedule C. This webinar demystifies these issues by analyzing key court cases, relevant IRC provisions (especially section 469), and the concept of substantial services. It clarifies how to classify short-, mid-, and long-term rentals, how to determine material participation, and, most critically, how to identify when a rental activity crosses the line into an active trade or business.
3 Free NY & NJ CLE, CPE and IRS CE/NASBA CPE Credits
An overview of the tax consequences of choosing a business entity—explaining how structures like sole proprietorships, LLCs, S corporations, and C corporations impact liability, taxation, and long-term financial strategy.
2 IRS CE/2 CTEC/2 NASBA CPE
An overview of Section 1202 Qualified Small Business Stock (QSBS) rules, highlighting federal capital gains exclusions, eligibility requirements, and key updates under the One, Big, Beautiful Bill.
An overview of California’s SB 711 Conformity Expansion, explaining how the law aligns state tax provisions with federal changes and what it means for businesses and taxpayers.
2 IRS CE/2 CTEC/2 NASBA CPE
An overview of the 2025 updates to R&D tax credits, covering new IRS forms, revised compliance requirements, and emerging risks businesses need to understand before claiming the credit.
2 IRS CE Ethics/2 CTEC Ethics/2 NASBA CPE Ethics**
Join John Sheeley, EA and Tax Practice Pro for our annual FREE ethics program — a tradition designed to give back to the tax community every Giving Tuesday. This year’s program takes a fun, insightful journey through the ethical challenges of using artificial intelligence in modern tax practice, inspired by the classic “Bill & Ted” films.
No IRS or CTEC Credit. Only NASBA CPE (2)
A breakdown of the OBBBA workflow overhaul, explaining new pay stub requirements, updated tip and overtime tracking rules, and key changes to tax organizers and compliance processes.
NASBA CPE Field of Study: Business Management & Organization NO IRS/NO CTEC
An analysis of whether the solopreneur model remains viable for solo tax professionals, exploring entity structure, self-employment tax exposure, liability considerations, scalability, and long-term tax planning strategy.
1 IRS/1 CTEC/1 NASBA CPE
A practical overview of using AI for tax research, including benefits, limitations, compliance risks, and best practices for accuracy, documentation, and professional responsibility.
2 IRS CE/2 CTEC/2 NASBA CPE
A guide to strengthening your office security through strategic updates to your Written Information Security Plan (WISP), including risk assessments, data safeguards, employee training, and compliance best practices.