Hi Mark,
It sounds like you're taking a thoughtful approach to this request. Starting off with a one-month booking through Airbnb is a prudent choice. It allows both you and the guest to assess how well the arrangement works without committing to a long-term lease right away. Given that he's new to the area and still settling into his job, this flexibility can be beneficial for both parties.
Requesting a rental application for a longer stay is also a wise move. It not only gives you more insight into your potential long-term guest but also sets a professional tone, emphasizing that you take your role as a host seriously.
Keeping all reservations through Airbnb, especially for extended stays, is key. The platform’s insurance and support mechanisms are invaluable, providing a safety net that private agreements don't offer. This is particularly important when dealing with guests who are essentially becoming temporary tenants.
If he hasn't responded yet, he might be weighing his options or considering the financial implications, given the difference between your rate and typical rents in the area. A gentle follow-up in a few days might prompt a response and help clarify his position. Overall, your strategy seems solid—balancing flexibility with caution.
I hope this helps.
All the best,
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