For private driveways or sidewalks to a private entrance, my lease makes the tenant responsible for snow removal.

Say two entrances and kitchen already.  

She is selling with the assistance of her son.Her home is SFH that can convert to a multifamily with ease - fully finished basement with bed, bath, and full kitchen; egress, separate entrance, etc...The deal has too much risk for our appetite, considering the high taxes and low down payment we have. 

Really depends on #units and building layout.EXAMPLE: If you have townhouse-style units, each with own private entrance and street parking, with no common areas - let the tenants handle.2-4 unit properties, you can usually negotiate with one of the tenants to handle.5+ gets tricky...

What you need are a few pilot projects, he can do subcontractor work for you and earn your respect, that's the entrance fee for beeing considered a partner in the future.Be VERY cafreful who you partner with.

I had a similar property in Sacramento, SFH with an ARV in the $800ks, and we added a 700 sq ft ADU with a separate entrance on top of the existing garage.

Each unit has separate entrances.2) I’ll be transferring utilities which I currently pay for.

Surveyed, platted, roads, entrances, underground electric, fiber optics.

Surveyed, platted, roads, entrances, underground electric, fiber optics.

I don’t know of any contractors who would do more than hang plastic sheeting over open entrances, maybe on a good day they might block a heating vent if you’re lucky.after I’ve had all the demo and drywall done, I have a cleaning lady I know come in to clean every surface, ceiling to floor.