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The Ultimate Guide to Advising on Short-Term Rentals: Zoning Conflicts, Tenant Protections, LLC Formation, Tax Exposure, and Regulatory Defense

Short-Term Rental Legal Essentials: Navigate liability, LLC formation, tax strategies, zoning compliance, and tenant protection conflicts across jurisdictions.

2025-08-15 13:00:00

Program Details

2025-08-15 13:00:00

Program Details

2025-08-15 13:00:00

Over 1,000+ webinars

2025-08-15 13:00:00

Course Overview

Navigating Short-Term Rental Legal Complexities

2025-08-15 13:00:00

Participants will learn to advise clients on liability exposure, entity formation, tax strategies, and regulatory compliance for short-term rentals. These skills enable practitioners to address zoning conflicts, lease enforcement, and tenant protection intersections.

Format

CLE Credit

3h CLE Credits

Level

Intermediate

Length

3

Key topics that will be covered

01
Liability Risks
Premises liability, Fair Housing Act considerations, and ADA compliance for short-term rentals.
02
HOA Compliance
Understanding covenant restrictions, lease prohibitions, and rental arbitrage implications.
03
Entity Formation
LLC structures, operating agreements, and avoiding accidental partnership formation.
04
Tax Strategies
QBI deductions, cost segregation, Section 179, and bonus depreciation opportunities.
05
Rent Stabilization
Primary residency requirements prohibit short-term rentals in rent-regulated apartments.
06
Lease Enforcement
Drafting provisions for self-help, indemnification, and incurable violation clauses.

Program schedule

clock 1:00 pm - 2:00 pm EST

Legal Risks in Short-Term Rentals and Compliance

This session examines the enforceability of short-term rental agreements formed through platforms like Airbnb and VRBO, including how courts analyze online contract formation. Participants will explore HOA and condominium restrictions, municipal zoning compliance, and liability exposure for property owners and managers under landlord-tenant law, Fair Housing Act, and ADA considerations.

Dov A. TreimanDov A. Treiman
Solomon ChouichaSolomon Chouicha
Carolyn Z. RualoCarolyn Z. Rualo
Gregory M. TaubeGregory M. Taube
Glenn D. WrightGlenn D. Wright
clock 2:10 pm - 3:10 pm EST

LLCs, Tax Benefits, and Operational Strategies for Hosts

This session covers entity formation strategies for short-term rental operators, comparing LLCs, S corporations, and sole proprietorships while emphasizing liability protection and tax efficiency. Attendees will learn about key tax advantages including the Qualified Business Income deduction, cost segregation, Section 179 expensing, and bonus depreciation strategies available to active short-term rental hosts.

Dov A. TreimanDov A. Treiman
Solomon ChouichaSolomon Chouicha
Carolyn Z. RualoCarolyn Z. Rualo
Gregory M. TaubeGregory M. Taube
Glenn D. WrightGlenn D. Wright
clock 3:20 pm - 4:20 pm EST

Rent Stabilization, Tenant Protections, and Regulatory Enforcement

This session addresses the inherent conflict between short-term rentals and rent stabilization requirements, particularly the primary residency mandate that prohibits Airbnb use in regulated units. Practitioners will examine lease drafting strategies to prevent unauthorized short-term rentals, enforcement mechanisms from the landlord perspective, and recent housing court trends involving STR misuse and tenant protection claims.

Dov A. TreimanDov A. Treiman
Solomon ChouichaSolomon Chouicha
Carolyn Z. RualoCarolyn Z. Rualo
Gregory M. TaubeGregory M. Taube
Glenn D. WrightGlenn D. Wright
Dov A. Treiman

Dov A. Treiman

Adam Leitman Bailey, P.C.

Solomon Chouicha

Solomon Chouicha

Adam Leitman Bailey

Carolyn Z. Rualo

Carolyn Z. Rualo

Adam Leitman Bailey

Gregory M. Taube

Gregory M. Taube

Nelson Mullins Riley & Scarborough

Glenn D. Wright

Glenn D. Wright

Wright Law Firm NYC

Dov A. Treiman

Dov A. Treiman

Adam Leitman Bailey, P.C.

Dov A. Treiman is a Partner at Adam Leitman Bailey, P.C., where he co-manages the firm’s Landlord-Tenant Civil Litigation Practice and stands among the most respected authorities in the New York landlord-tenant bar. A partner at the firm since 2006, Mr. Treiman brings a rare combination of strengths to his practice: the analytical rigor of a scholar who has written more than 80 volumes on landlord-tenant law, paired with the practical skill of a litigator whose drafting of appellate briefs, legal documents, and motions has meaningfully enhanced the firm’s ability to secure favorable outcomes for its clients. His scholarship is not merely academic — it is the reference material relied upon daily by the New York City courts and by leading practitioners throughout the state.

Education & Credentials

Mr. Treiman earned his Juris Doctor from St. John's University School of Law and his Bachelor's Degree from the State University of New York at Stony Brook. He has also received certificates from the Hebrew University in Jerusalem and, "With Distinction," from Princeton Theological Seminary. A lifelong student of language, Mr. Treiman has studied fourteen languages and is strongly conversant in several — a foundation that informs his precision in legal drafting and his unusual command of the interpretive nuance so often at the heart of landlord-tenant disputes.

Recognition & Leadership

Mr. Treiman's contributions to the profession have earned him some of the most enduring forms of recognition available to a practicing attorney. He has been featured in Who's Who in American Business, Who's Who in American Law, and Who's Who in America; has been designated "Superb" by AVVO; and has been repeatedly recognized as a Super Lawyer. Perhaps the most telling measure of his standing, however, is that the State of New York commissioned him to produce special chambers editions of several of his works for use by each of the state's 51 Housing Judges — a distinction that places his scholarship at the core of how New York's housing courts function. He has also been retained by LexisNexis to author Practical Advice on Residential Landlord-Tenant Proceedings in New York, and his writings are regularly cited as authority in judicial decisions and by other legal commentators.

Professional Involvement

Mr. Treiman is a highly sought-after lecturer on landlord-tenant law and has been retained by most of the major providers of Continuing Legal Education in New York State. He serves as Chair of the Board of Advisors of the Apartment Law Insider and previously served as the principal consultant to The New York Times on landlord-tenant matters. He is the Founding Editor of Landlord Tenant Monthly and a prolific contributor to publications including the New York Law Journal and the Landlord-Tenant Practice Reporter. His editorial portfolio includes The Housing Court Reporter (24 volumes), Treiman's Commentaries (3 volumes), Treiman's New York Landlord Tenant Statutes Annotated (3 volumes), Treiman's Rent Stabilization Code Annotated (3 volumes), Treiman's Trial Manual, Treiman's Encyclopedia and Dictionary (2 volumes), Treiman's Leading Cases (2 volumes), The Loft Board Reporter (18 volumes), The New York City Administrative Law Reporter (3 volumes), and Landlord Tenant Appellate Reporter (7 volumes), among others. Of these, The Housing Court Reporter stands as the standard reference — used by all New York City courts and by quality practitioners throughout the field to search more than 50,000 cases for applicable precedent.

Experience

Before devoting his principal professional time to the scholarship that has come to define his career, Mr. Treiman spent fifteen years in private practice — foundational experience that continues to inform the practical, court-tested sensibility evident in his writing and litigation work. Since joining Adam Leitman Bailey, P.C. as a partner in 2006, he has built a practice that combines high-stakes landlord-tenant civil litigation with the authorship and ongoing maintenance of the reference works on which the New York bar depends. Mr. Treiman is a principal author of most of the standard form leases and related documents in use throughout the New York City area, and he has developed customized versions of many of these documents to meet the specific needs of the firm's clients. In addition to his legal scholarship, he has authored several books on non-legal topics, both fiction and non-fiction — reflecting the breadth of intellectual curiosity he brings to every aspect of his work. He works closely alongside his husband, firm administrator Tom Treiman, on numerous firm projects.
Solomon Chouicha

Solomon Chouicha

Adam Leitman Bailey

Solomon is a real estate attorney practicing landlord-tenant litigation and State Supreme Court Litigation, with experience representing union members, retirees, and indigent clients in various housing and disability matters.

Education & Credentials

BBA from Baruch College; Juris Doctor from the University of Iowa.

Experience

Associate at Gutman Mintz Baker & Sonnenfeldt, LLP specializing in landlord-tenant matters; worked for District Council 37's Municipal Employees Legal Services representing union members and retirees in Housing Court; worked for Legal Services of the Hudson Valley representing indigent clients in landlord-tenant, Social Security Disability appeals, and Veterans' disability cases; two years as a paralegal at the Brooklyn District Attorney's Office.
Carolyn Z. Rualo

Carolyn Z. Rualo

Adam Leitman Bailey

Carolyn Z. Rualo is a Partner in the firm’s Landlord-Tenant and Rent Regulatory Due Diligence and Transactional Risk Assessment of Multi-Family Dwellings Groups, representing a wide spectrum of New York City landowners and tenants with expertise in complex rent regulations.

Education & Credentials

Graduate of Villanova University, College of Commerce & Finance, member of the Gamma Phi Honors Society; Juris Doctor from Brooklyn Law School.

Recognition & Leadership

Named repeatedly as a Super Lawyers Rising Star; featured as one of Super Lawyers Top 50 Women Attorneys in the New York metropolitan area; named as one of New York Law Journal's 'New York Trailblazers'; nominated by Chambers Women in Law Awards: USA 2018 for 'Future Leader – Gender Diversity (Private Practice)' category.

Professional Involvement

Admitted to practice law in New York and New Jersey.

Experience

Partner at Adam Leitman Bailey, P.C. since 2007, now in her 16th year; over ten years of practice before the Housing Courts of the City of New York and the Supreme Court of the State of New York; represents commercial and residential landlords and tenants before state courts, NYC Civil Courts, HCR, and HPD; specializes in investigating rent regulatory non-compliance issues; reviews multi-property portfolios within narrow due diligence periods.
Gregory M. Taube

Gregory M. Taube

Nelson Mullins Riley & Scarborough

Gregory M. Taube is a partner at Nelson Mullins in Atlanta, Georgia, with over two decades of experience representing clients in complex commercial disputes involving real estate, finance, and contract law.

Education & Credentials

J.D., summa cum laude, from the University of Alabama School of Law.

Recognition & Leadership

Named in The Best Lawyers in America® for Bankruptcy and Insolvency Law (2020–2025); recognized authority in bankruptcy and creditors' rights.

Professional Involvement

Served in leadership roles with the American and Atlanta Bar Associations; featured in CLE programs and industry seminars on title insurance, foreclosure procedures, and real estate development law; admitted to practice in Georgia and Alabama.

Experience

Over two decades representing clients in complex commercial disputes; real estate litigation practice includes representing franchisors, landlords, and property owners in disputes stemming from purchase and sale agreements, leases, and franchise contracts; advises on creditor rights including mortgage lending, foreclosure defense, repossession, and distressed asset recovery; represented clients in state, federal, and bankruptcy courts across multiple jurisdictions.
Glenn D. Wright

Glenn D. Wright

Wright Law Firm NYC

Glenn is an experienced commercial real estate attorney who routinely represents prospective landlords or tenants in commercial leases, including retail, office, industrial, and billboard leases. Much of his practice involves Americans with Disabilities Law (ADA) litigation, and he also handles transactions involving purchasing and selling businesses and commercial real estate.

Experience

Maintains his practice inside One Grand Central Place, across from Grand Central Station, in a legal suite with nearly twenty other attorneys and support staff.
Dov A. Treiman

Dov A. Treiman

Adam Leitman Bailey, P.C.

Dov A. Treiman is a Partner at Adam Leitman Bailey, P.C., where he co-manages the firm’s Landlord-Tenant Civil Litigation Practice and stands among the most respected authorities in the New York landlord-tenant bar. A partner at the firm since 2006, Mr. Treiman brings a rare combination of strengths to his practice: the analytical rigor of a scholar who has written more than 80 volumes on landlord-tenant law, paired with the practical skill of a litigator whose drafting of appellate briefs, legal documents, and motions has meaningfully enhanced the firm’s ability to secure favorable outcomes for its clients. His scholarship is not merely academic — it is the reference material relied upon daily by the New York City courts and by leading practitioners throughout the state.

Education & Credentials

Mr. Treiman earned his Juris Doctor from St. John's University School of Law and his Bachelor's Degree from the State University of New York at Stony Brook. He has also received certificates from the Hebrew University in Jerusalem and, "With Distinction," from Princeton Theological Seminary. A lifelong student of language, Mr. Treiman has studied fourteen languages and is strongly conversant in several — a foundation that informs his precision in legal drafting and his unusual command of the interpretive nuance so often at the heart of landlord-tenant disputes.

Recognition & Leadership

Mr. Treiman's contributions to the profession have earned him some of the most enduring forms of recognition available to a practicing attorney. He has been featured in Who's Who in American Business, Who's Who in American Law, and Who's Who in America; has been designated "Superb" by AVVO; and has been repeatedly recognized as a Super Lawyer. Perhaps the most telling measure of his standing, however, is that the State of New York commissioned him to produce special chambers editions of several of his works for use by each of the state's 51 Housing Judges — a distinction that places his scholarship at the core of how New York's housing courts function. He has also been retained by LexisNexis to author Practical Advice on Residential Landlord-Tenant Proceedings in New York, and his writings are regularly cited as authority in judicial decisions and by other legal commentators.

Professional Involvement

Mr. Treiman is a highly sought-after lecturer on landlord-tenant law and has been retained by most of the major providers of Continuing Legal Education in New York State. He serves as Chair of the Board of Advisors of the Apartment Law Insider and previously served as the principal consultant to The New York Times on landlord-tenant matters. He is the Founding Editor of Landlord Tenant Monthly and a prolific contributor to publications including the New York Law Journal and the Landlord-Tenant Practice Reporter. His editorial portfolio includes The Housing Court Reporter (24 volumes), Treiman's Commentaries (3 volumes), Treiman's New York Landlord Tenant Statutes Annotated (3 volumes), Treiman's Rent Stabilization Code Annotated (3 volumes), Treiman's Trial Manual, Treiman's Encyclopedia and Dictionary (2 volumes), Treiman's Leading Cases (2 volumes), The Loft Board Reporter (18 volumes), The New York City Administrative Law Reporter (3 volumes), and Landlord Tenant Appellate Reporter (7 volumes), among others. Of these, The Housing Court Reporter stands as the standard reference — used by all New York City courts and by quality practitioners throughout the field to search more than 50,000 cases for applicable precedent.

Experience

Before devoting his principal professional time to the scholarship that has come to define his career, Mr. Treiman spent fifteen years in private practice — foundational experience that continues to inform the practical, court-tested sensibility evident in his writing and litigation work. Since joining Adam Leitman Bailey, P.C. as a partner in 2006, he has built a practice that combines high-stakes landlord-tenant civil litigation with the authorship and ongoing maintenance of the reference works on which the New York bar depends. Mr. Treiman is a principal author of most of the standard form leases and related documents in use throughout the New York City area, and he has developed customized versions of many of these documents to meet the specific needs of the firm's clients. In addition to his legal scholarship, he has authored several books on non-legal topics, both fiction and non-fiction — reflecting the breadth of intellectual curiosity he brings to every aspect of his work. He works closely alongside his husband, firm administrator Tom Treiman, on numerous firm projects.
Solomon Chouicha

Solomon Chouicha

Adam Leitman Bailey

Solomon is a real estate attorney practicing landlord-tenant litigation and State Supreme Court Litigation, with experience representing union members, retirees, and indigent clients in various housing and disability matters.

Education & Credentials

BBA from Baruch College; Juris Doctor from the University of Iowa.

Experience

Associate at Gutman Mintz Baker & Sonnenfeldt, LLP specializing in landlord-tenant matters; worked for District Council 37's Municipal Employees Legal Services representing union members and retirees in Housing Court; worked for Legal Services of the Hudson Valley representing indigent clients in landlord-tenant, Social Security Disability appeals, and Veterans' disability cases; two years as a paralegal at the Brooklyn District Attorney's Office.
Carolyn Z. Rualo

Carolyn Z. Rualo

Adam Leitman Bailey

Carolyn Z. Rualo is a Partner in the firm’s Landlord-Tenant and Rent Regulatory Due Diligence and Transactional Risk Assessment of Multi-Family Dwellings Groups, representing a wide spectrum of New York City landowners and tenants with expertise in complex rent regulations.

Education & Credentials

Graduate of Villanova University, College of Commerce & Finance, member of the Gamma Phi Honors Society; Juris Doctor from Brooklyn Law School.

Recognition & Leadership

Named repeatedly as a Super Lawyers Rising Star; featured as one of Super Lawyers Top 50 Women Attorneys in the New York metropolitan area; named as one of New York Law Journal's 'New York Trailblazers'; nominated by Chambers Women in Law Awards: USA 2018 for 'Future Leader – Gender Diversity (Private Practice)' category.

Professional Involvement

Admitted to practice law in New York and New Jersey.

Experience

Partner at Adam Leitman Bailey, P.C. since 2007, now in her 16th year; over ten years of practice before the Housing Courts of the City of New York and the Supreme Court of the State of New York; represents commercial and residential landlords and tenants before state courts, NYC Civil Courts, HCR, and HPD; specializes in investigating rent regulatory non-compliance issues; reviews multi-property portfolios within narrow due diligence periods.
Gregory M. Taube

Gregory M. Taube

Nelson Mullins Riley & Scarborough

Gregory M. Taube is a partner at Nelson Mullins in Atlanta, Georgia, with over two decades of experience representing clients in complex commercial disputes involving real estate, finance, and contract law.

Education & Credentials

J.D., summa cum laude, from the University of Alabama School of Law.

Recognition & Leadership

Named in The Best Lawyers in America® for Bankruptcy and Insolvency Law (2020–2025); recognized authority in bankruptcy and creditors' rights.

Professional Involvement

Served in leadership roles with the American and Atlanta Bar Associations; featured in CLE programs and industry seminars on title insurance, foreclosure procedures, and real estate development law; admitted to practice in Georgia and Alabama.

Experience

Over two decades representing clients in complex commercial disputes; real estate litigation practice includes representing franchisors, landlords, and property owners in disputes stemming from purchase and sale agreements, leases, and franchise contracts; advises on creditor rights including mortgage lending, foreclosure defense, repossession, and distressed asset recovery; represented clients in state, federal, and bankruptcy courts across multiple jurisdictions.
Glenn D. Wright

Glenn D. Wright

Wright Law Firm NYC

Glenn is an experienced commercial real estate attorney who routinely represents prospective landlords or tenants in commercial leases, including retail, office, industrial, and billboard leases. Much of his practice involves Americans with Disabilities Law (ADA) litigation, and he also handles transactions involving purchasing and selling businesses and commercial real estate.

Experience

Maintains his practice inside One Grand Central Place, across from Grand Central Station, in a legal suite with nearly twenty other attorneys and support staff.

Credits by state

AK3.0
AL3.0
AR3.0
AZ3.0
CA3.0
CO3.0
CT3.0
DC3.0
DE3.0
FL3.0
GA3.0
HI3.0
IA3.0
ID3.0
IL3.0
IN3.0
KS3.0
KY3.0
LA3.0
MA3.0
MD3.0
ME3.0
MI3.0
MN3.0
MO3.6
MS3.0
MT3.0
NC3.0
ND3.0
NE3.0
NH180.0
NJ3.6
NM3.0
NV3.0
NY3.5
OH3.0
OK3.5
OR3.0
PA3.0
RI3.5
SC3.0
SD3.0
TN3.0
TX3.0
UT3.0
VA3.0
VT3.0
WA3.0
WI3.5
WV3.6
WY3.0

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MCLE Credits

Alabama
Pending
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Approved
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Approved
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Approved
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Approved
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Pending
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Approved
Delaware
Pending
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No Required
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Approved
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Pending
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No Required
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Approved
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Pending
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Approved
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Pending
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Pending
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Pending
New Hampshire
Approved
New Jersey
Approved
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Approved
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Approved
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Pending
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Approved
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Approved
Pennsylvania
Approved
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Pending
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Approved
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Not Eligible
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Approved
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Pending
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Approved
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Pending

Alabama

Requirements

The Alabama State Bar MCLE Commission requires attorneys to complete 12 credits, including 1 ethics, by December 31 of each year. All credits must be reported by February 15 of the following year. A maximum of 12 credits, including 1 ethics credit, may be carried over for 1 year only.  

Formats

  • Attorneys can earn unlimited “live” credit through live seminars, live webcasts, and co-sponsored locations with MyLAWCLE-Alabama approved programs
  • Attorneys are limited to 6 credits per compliance period of “online” programs through MyLAwCLE On-Demand programs