At first I was hesitant about making the commitment towards joining the club but I did because I saw the value and I love the people.

Creative ApproachesIf the organization is hesitant about a sale, consider proposing creative terms:Seller Financing: The non-profit could retain an income stream from the property by financing the purchase.Partnership or Lease-Purchase Agreement: Offer to lease the property with an option to buy, giving them time to evaluate the relationship.Donation or Support: Consider including a donation or offering support for their mission as part of the deal.

However, I’ve been hesitant due to challenges like remote management, high interest rates, and low cash flow.

For instance, mismatched names, employment details, or salary figures should warrant further scrutiny.Urgency to Move In: Applicants who are unusually pushy about quick move-in dates may be attempting to bypass thorough checks.Reluctance to Provide References: Hesitation or refusal to provide contactable references from previous landlords or employers is a cause for concern.Cash Offers for Faster Move-In: Proposals to pay a significant amount up front, especially in cash, to expedite the moving process can sometimes indicate an attempt to avoid scrutiny.Unverifiable Identity: Difficulty in verifying the applicant’s identity through standard identification documents can indicate potential fraud.Tips to Mitigate Rental Application Fraud:Enhance Verification Processes: Implement stringent verification processes for employment, previous rental history, and identity.

If not, I would be hesitant. 

The hesitation often comes down to cost, perceived limitations, and lack of education about the benefits.

I would hesitate to tell you to burn bridges, and to break deals off.

I would hesitate to say 1-2 years to rotate out but closer to 5 years, and ideally I'd try to get the downpayment higher to at least 10%.I understand your areas though-- they're expensive.

The key is ensuring you work more hours than anyone else on the property, including your property manager.Keep a detailed log of your hours spent on the property—managing listings, coordinating cleanings, marketing, and even initial decorating/setup all count.Some CPAs are conservative and hesitant to qualify STRs as active, particularly when property managers are involved.

Even a great deal can turn sour if the area isn’t aligned with your goals.What’s been your biggest hesitation about getting started?