Tenants prefer detached housing over attached housing and stay longer. 

You can then "gift" them the alcohol for staying with you.

Would love to have [insert name] stay in the future!”.

Setting up direct bookings is a great way to save on fees, but you’re right—it requires extra effort to ensure everything runs smoothly.For vetting guests, start by asking a few questions when they inquire, like the purpose of their stay, how many people will be there, and if they’ve stayed in short-term rentals before.

I have tenants that stay many years.

What if the person staying at your place signed a contract but their 1st payment check bounced.

He likely needs to stay where he is, save up money for a downpayment on his own, and buy when HE is ready.He's not ready. 

While I have found MTR tenants who stay a year, most start month to month and just happen to extend. 

I think it would be better just to stay on good terms and let him know you will contact him when you are ready to sell.

But you have to ask proactively, and be mindful of how long you stay in forbearance to avoid long-term credit issues.🔹 Insurance Challenges – Even when insurance pays, it rarely covers the actual cost to completely rebuild.