Looks like you've got a solid baseline of opinions. I've done a couple different things with tenants (them doing work, them paying me for work, them hiring contractors, etc). What I've seen to be most successful is to get a quote for the work that I want done that also meets the tenants goals. Bring that to the tenant and either explain how what they're wanting isn't as simple as they want so I am not willing (this keeps the relationship strong so they don't feel totally ignored) OR outline that I am willing to improve but I want to make sure the repair is done with licensed/warrantied/insured workers. If the improvements were $2,500 and they were paying for $1,000 I'd make sure that was paid before I began work.
Paperwork wise make sure you cover these things:
- is rent discounted while work is complete?
- is rent increasing or decreasing when work is complete?
- I've heard some states will consider tenant improvements to be equitable interest... Oklahoma isn't that way so I can't really speak to it but I'd cover your bases on that
- timeline, delays, etc.
- tenant must be out of the way of contractors (we had a contractor who couldn't get the work done because her kids and dogs were constantly in his way)
If I think of anything else I'll add to the post!