Friend of mine has owned a 4-unit brownstone in NYC for the last 20 years.

before you go down the rabbit hole to far as @Bruce Lynn mentioned see if the jurisdiction were the lots are located will even allow a surface operation within their zoning code or that lot size.. thats the first thing I would do.Being an old land man I have dealt with a ton of mineral and water rights.. there is a lot to those buggers..

Here's a breakdown to my best knowledge  Real Estate Investment Trusts are companies that own, operate, or finance income-producing real estate.

A friend of mine is looking for PMs in Cleveland. 

Mine are all in pretty good neighborhoods that are very walkable.

After reviewing the latest ordinances, reports, and city guidelines, here’s a summary of my findings as of 11/18/2024:Key FindingsPermit Types and Fees:Type 1 (Owner-Occupied): $300 for 3 years.Type 2 (Non-Owner-Occupied): $450 for 3 years.Density caps apply to Type 2 permits (12.5% of block face).Enforcement:3 violations in 3 years lead to permit revocation.Fines up to $500/day for violations.Hotel Occupancy Tax (HOT):City: 9%, County: 1.75%, State: 6%.Platforms like Airbnb and VRBO will remit directly to the city starting Feb 2025.Platform Obligations:STRs must have valid permits; unpermitted properties will be removed by platforms like Airbnb.Special Exceptions for Density Limits:Require approval by the Board of Adjustment (BOA).Zip Code BreakdownI focused on these 11 zip codes:Under San Antonio Rules:78205, 78204, 78215, 78210, 78212, 78245, 78258Independent Municipalities (Separate Rules):Alamo Heights (78209)Leon Valley (78238)Helotes (78023)Next Steps:Research density caps and zoning in specific zip codes.Dive into independent municipality rules for Alamo Heights, Leon Valley, and Helotes.Evaluate market maturity and income potential using tools like AirDNA.If anyone has experience operating STRs in San Antonio or these specific zip codes, I’d love to hear your insights, especially about density limits, enforcement trends, or community sentiment.Thanks in advance!

Quote from @Sarah Rosko: We manage several medium-term rentals as well and typically operate with a 30-day minimum stay.

If this isn't an attractive alternative to your business partner then you might consider changing the ownership structure or operating agreement as one of your options.

Operations- tenants refusals, either cull them before they get to you by requiring autopay as an example, document on their application why you refused them, make sure your facilities are maintained properly and no safety hazards exist, etcLLC.

I set up virtual accounts for each property that is linked to my main operating account.