If moving the date to the 15th were just for one month for her to get back on her feet, I would sign and addendum with her since you claim she is a stellar tenant. 

This one is definitely dated and will need work to get it rental-ready.Details so far:Purchase Price: $425KConfiguration: 3 × 1BR units (all vacant)Rehab Needs: Carpet removal, dated kitchens/baths, general cosmetic refresh, possible system upgrades (roof/heating/water heaters unknown).

ThanksCheck In Date: Oct 3, 2025Check Out Date: Oct 8, 2025Room Type: Julius | Deluxe | 2 QueensGuests: 2Nightly Rate:DateGuestsStatusRate (USD)Oct 3, 2025 2Confirmed 249.00Oct 4, 2025 2Confirmed 249.00Oct 5, 2025 2Confirmed 249.00Oct 6, 2025 2Confirmed 249.00Oct 7, 2025 2Confirmed 249.00Total 1,245.00 plus taxes and resort fees.

He said it had expired and they were month to month. 

Don't sweat the small stuff- if you don't like this PM, you can part ways right after you close on the property, but the lease stays until it expires.

Spend your extra hours inspecting properties -- currently listed, expired listings, and FSBOs.Identify abandoned properties in your local area.

When a tenant texts about maintenance, we respond by directing them back to the app—unless, of course, it’s an emergency.Ninety days prior to lease expiration, we send tenants a formal notice.

On market- high equity, cancelled/expired?

I believe I can remodel it(it's dated).

@Paul De Luca I appreciate the insight and the help.the agent is my agent and not the listing agent.I do review the financials, some of the rent rolls have expired and are only  on a 1 year term.