Short-term rental (STR) ordinances are designed to create structure, fairness, and accountability in local markets. But passing an ordinance is only the beginning.
For many communities, the challenge is turning policy into consistent, measurable compliance, ensuring that rules are understood, followed, and applied fairly across all participants.
👉 Register for the upcoming webinar (all registrants receive the full recording): Link Here
Moving from Policy to Measurable ResultsThe Silent Drain on Tax Relief and Housing Programs
Local governments often face a familiar set of challenges after implementing STR regulations:
Limited visibility into active rental activity
Low or inconsistent registration rates
Difficulty communicating expectations to property owners
Resource constraints that make enforcement difficult to scale
These challenges are not simply enforcement issues. They are communication and outreach challenges.
Effective STR programs depend on clear, consistent engagement that helps property owners understand their responsibilities and participate in compliance.
Some communities are finding ways to close this gap.
The City of Naples, Florida has taken a more deliberate approach to STR outreach, focusing on improving communication, using better data to guide engagement, and refining strategies over time.
This approach supports a broader goal shared by many local governments: applying rules fairly, consistently, and transparently while improving overall compliance outcomes.
To explore these ideas in more detail, Deckard Technologies is hosting an upcoming live webinar featuring:
Bill Quinsey, Code Compliance Manager, City of Naples
Garrett Lundberg, Solutions Consultant, Deckard Technologies
This session will focus on practical, real-world insights, including:
Turning STR ordinances into measurable outcomes
Outreach strategies that improve compliance rates
Lessons learned from Naples’ program
Approaches other communities can apply
From Ordinance to Outcome: Optimizing Municipal STR Outreach
'📅 Wednesday, April 22, 2026
🕢 7:30 AM PT · 9:30 AM CT · 10:30 AM ET
📍 Live Webinar
All registrants will receive access to the full webinar recording, so you can attend live or watch on your own time.
This session is designed for:
Local government leaders
Code compliance teams
STR program administrators
Policymakers focused on improving program effectiveness
If your goal is to reduce uncertainty, improve compliance, and ensure fair application of STR regulations, this webinar will provide a practical, grounded perspective.
Join us to learn how thoughtful outreach can help transform STR programs from policy frameworks into effective, measurable outcomes.
👉 Save your seat and get access to the full recording even if you cannot attend live: https://info.deckard.com/str-out-reach-compliance-webinar-registration