It’s a lot to keep track of, especially when researching multiple markets.Would greatly appreciate any advice/insights from experienced investors who've navigated these challenges :- How do you approach understanding and evaluating short-term rental regulations when considering a new market?

Pleased to accept the recommendations of those more experienced than I and I thank you for your advice!

Partnering with an experienced motel operator is a smart idea—it can help bridge the operational knowledge gap and mitigate risks.When evaluating motels, focus on metrics like occupancy rates, average daily rate (ADR), and revenue per available room (RevPAR).

It’s an awesome group with lots of experienced investors who are happy to share advice.

I am experiencing similar issues with time of year being the main culprit.

We review yearly with our CPA who files the necessary forms.By law, IRAs require a custodian.

AirBNB and VRBO don't transfer accounts and reviews.

Lately I am seeing many investors (new and experienced) feel the hit of the market conditions.

Quote from @Stuart Udis: ....But I set the goal of acquiring 50 doors in the next 3 years using the BRRRR method and will then be financially free...isn't that a scalable business :)We see the above type comments from not so experienced investors or business owners all the time being posted on BP.  

Consider bringing in an experienced property manager, contractor, or mentor to guide you through the process.