Overview

October 21
10AM PT, 1PM ET

Register

Short-term rentals (STRs) are reshaping communities across the country, bringing both economic opportunity and regulatory uncertainty. As popular platforms fuel demand, many local governments are struggling to keep pace with rapid growth, shifting neighborhood dynamics and evolving compliance needs.

In this live webinar, industry experts from Neumo will share a practical framework for understanding and managing the STR landscape. Drawing from real-world municipal experience, they’ll explore what’s working, what’s not and how communities of all sizes can move forward with confidence.

We’ll dive into: 

  • The rise of STRs and their local impact — from housing and noise complaints to cultural shifts 
  • Regulatory approaches, including bans, permitting and model ordinances 
  • Key tools for effective STR compliance and enforcement 
  • Leveraging technology for ongoing monitoring and revenue collection 
  • Examples from peer communities and case studies that show results

Whether you're writing your first ordinance or refining an existing program, this session will deliver real-world insights and strategies to help your community balance innovation with accountability. We hope to see you there! 

Speakers

George Gretsas headshot

George Gretsas

VP, Client Executive, Neumo

George Gretsas is a highly experienced public administrator and former elected official with a career spanning over 30 years working with governments in numerous states, including Florida, New York, and New Jersey. His leadership roles have involved serving as the City Manager of Fort Lauderdale, FL (a coastal city with over 13 million visitors per year), Homestead, FL (a gateway to 2 national parks in Miami-Dade County and the Florida Keys), as well as White Plains, NY (a New York City suburb). Currently, George is Client Executive Vice President at Neumo, a government technology company that partners with thousands of governments world-wide to provide innovative solutions. He holds a Juris Doctor degree from New York Law School in Manhattan and a Bachelor of Arts degree from Fordham University in the Bronx. George grew up in small town America in the Borough of Park Ridge, NJ, a community of 2.6 square miles and 8,600 residents, where he was elected to 3 terms on the School Board there.

Brennan Middleton headshot

Brennan Middleton

VP, Growth, Neumo

Brennan Middleton is a seasoned business executive in the GovTech space, specializing in developing software solutions that elevate administrative operations and revenue recovery. He stands as a national expert in the GovTech and STR (Short-Term Rental) sectors, with a track record that underscores his deep understanding of technology integration within government frameworks. Currently serving as a Vice President of Growth at Neumo, a government technology company, Brennan brings over 15 years of experience in marketing, business development, and digital transformation to the table. He plays a crucial role in aiding local governments in optimizing operations and boosting revenue. He has a Bachelor of Arts degree from Tulane University in Business Finance, Management, and Marketing. Although his roots trace back to Baton Rouge, Louisiana, he now proudly calls Haymarket, VA home.

Harry Black headshot

Harry Black — Moderator

Senior Fellow, Center for Digital Government

Harry is a seasoned executive with extensive leadership experience in both the public and private sectors. He has served as city manager, Chief administrative officer, chief financial officer, program manager, and chief procurement officer, consistently driving organizational transformation through best practices and outcome-based strategies. A pioneer in performance management, Black has developed and implemented data-driven programs that enhance transparency, accountability, and service delivery. His integrated approach incorporates data analytics, lean techniques, smart technologies, and citistat programs to optimize government performance. In public financial management, Black has led major municipal finance efforts, overseeing more than $5 billion in bond transactions, including general obligation bonds, revenue bonds, and short-term banknotes. He has successfully represented multiple municipalities before rating agencies, securing bond rating and outlook upgrades. His leadership has helped cities resolve structural budget deficits, strengthen reserves, and implement healthcare and pension reforms. Black has also played a critical role in capital program development and execution. As program manager of a $500 million federal design and construction initiative, he oversaw the development of academic, medical, recreational, and vocational training facilities across the U.S., including Alaska, Hawaii, and Puerto Rico. He has introduced innovative debt financing solutions, enabling cities to expand infrastructure investments, including road improvements, fleet upgrades, new schools, and community facilities. An accomplished author and speaker, Black has published works on economic development, pension and healthcare reform, and performance management. He has delivered presentations on police-community relations, infrastructure development, public procurement, and long-term financial planning. Black holds a BS in Public Administration from Virginia State University, an MA in Public Administration from the University of Virginia, and a Doctor of Humane Letters from Virginia State University.

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