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

.), 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.

I applaud Josh for reaching out personally to address my concerns and I plan to continue working with D2D. 

Get pictures of every room, the electrical breaker box, water heater, furnace, each side of the house, the roof, the basement if there is one, inside and outside of the garage if there is one etc.If the seller doesn’t want you to come do a walk-through and take pictures due to concerns over COVID-19, then have the seller take pictures and send them to you.

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.

As I am not a spring chicken with my age..there are always concerns about "What happens if I die?"...

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.

I'm concerned with how to enforce any rules now that he's trying to skirt the lease.

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?

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.