We also have a second STR that runs smoothly, so this one feels like more effort than it's worth right now.I don’t want to sell since it’s a great property in a good area and fits well in our long-term portfolio.

Quote from @Scott Tennell: For real estate investors who have worked with private money lenders, what strategies have you found most effective in structuring deals to ensure both parties are protected and the funding process runs smoothly? 

But now things are working more smoothly and after finalizing the accounting for last year, I have a better idea as to what kind of profit to expect.  

The process went smoothly, and I’m happy I got a tenant so fast, but the high supply of new builds in the area makes me nervous.

It sounds like Palm Desert is seasonal, so diversifying into another area could help smooth out those slower months.It really comes down to your risk tolerance and long-term goals.

It ended up okay, but it sure taught her to slow down and get comfortable digging deep into the due diligence.Here in San Diego, I’ve seen the seasoned investors always double-check with a well-regarded local title attorney..I’ve heard there are a few firms around downtown that specialize in smoothing out odball title issues..or a trusted property manager who knows what unique fees to expect.

I can say there are specific custodians we like to work with who are streamlined and smooth process and some who make the process a lot more labor intensive, and have had two investors using the same custodian and have one tell us we need to complete this form and the same custodian tell their other client that its a different form.

That kind of relationship will help things go smoothly, both in the planning phase and the handoff from when you buy to when your PM takes over.

As you progress, maintaining a clear line of communication with your team, especially your property manager, will allow you to stay ahead of maintenance issues and tenant needs, keeping your operations smooth and your tenants happy.If you haven't done so already, consider outlining your goals and investment criteria with a property manager early on.

Hoping it all goes smooth for you!