Well, we did it. Sort of.
Told our property manager (whose firm will also be our selling agent) that we were pretty sure we wanted to sell. Tenant had gone month-to-month, and he went to talk to them. Before he even mentioned us possibly selling, they said they intended to move out, but wanted to stay until June (school year).
Technically, that would work for us, but I'd rather have it sold so that when we know where we are moving yet, we have all that cash to buy a residence. Talked about seeing if they would be willing to allow some upgrades and work, in exchange for letting the stay until June. And in lieu of raising the rent for monthly rental.
I'll add here that CA recently passed a law that any "displaced" tenant gets a month's rent to help them find a new place. And our county decided to add another. So if we just decided not to let them stay, even though they have NO LEASE and we'd have given the required 60 day noticed, we'd have to give them thousands of dollars. (This just reenforces for me that it is time to leave the CA landording game.)
However, apparently the conversation about selling inspired the tenant to look elsewhere. They found a place (we were prety sure it was coming as someone called our PM to check the reference) and have given notice. This means they are out when we want them out, and we don't have to pay.
Contactor will walk the place on Monday to suggest some improvements and price some things we are considering. If we decide to do the work before listing, we will be ready to start the day the tenants leave (April 1).
It seems to be playing out well, though of course we still have the actual selling part to get through.