Inform your LTR tenants about these rules and let them know they can report any excessive disturbances directly to you.Communication: Keep an open line of communication with your long-term tenants, so they feel comfortable voicing any concerns early on.Outdoor Amenities: If there's a shared yard or patio, think about dividing these spaces further to give both STR guests and LTR tenants their own zones.Protecting Your STR from Bedbugs:Mattress Encasements: Invest in high-quality, bedbug-proof mattress and pillow encasements.

My wife does tell me about what I can say concerning the things I've learn and to be sure to not call it advice.

Tenant risk is lease term remaining, sales/billings from the location, overall financial health of the tenant (i.e. solo practitioner with this one center as their sole source of income and declining billings, will not likely keep the property well maintained, and when they move out, you will have work to do), need for this use and/or competitive urgent cares in area, etc. 

My property manager is getting old and is having health issues.

If major issues or concerns are discovered, provide detailed information to the seller and either negotiate a discounted price or consider walking away from the deal.Due diligence is the backbone of successful real estate transactions.

However, once you move out and rent both units, forming an LLC might be worth looking into for liability protection.2️⃣ Zoning concerns?

Quote from @Alan Roth: I'm already concerned.

.), existing site conditions (high ground water, site topography, existing soil types and soil environmental concerns, etc.), the location, depth, and capacity of utilities to service the site - including public utilities (sanitary, storm and water services), franchised utilities (power, gas, cable), capacity of the local streets to accommodate additional traffic from your development...Be sure to find out if there are any specific local ordinances you need to satisfy (possible tree & wetland surveys, together with any necessary tree & landscape or wetland mitigation plans) and whether there are any concerns from municipal departments (e.g. hydrant locations from the fire department, storm inlet and retention requirements, as well as asphalt / concrete road requirements from the engineer), entrance requirements from the road commission (left turn and passing lanes at the site entrance), etc.Once you get past all this you can finally prepare a preliminary site plan and enter the political arena to get preliminary site plan approval, and to address any concessions the board and neighbors want from you to overcome their objections to your development.

This would allow me to raise the rent for the main house a bit over market but I'm concerned usage could get out of control and making my cashflow take an unpredictable hit.Does anyone see other options here that may work better than the two above?

If you are concerned about your sales income stability moving forward, just make sure your reserves stay big enough to let you sleep at night.