Here is  the biggest question - I expect withholding  $1.00 of the security deposit is going to cause friction.

Once you know what specifically is stopping you, you can address it directly—whether that means learning more, asking specific questions, or just taking a smaller step forward.Sometimes the biggest hurdle is just narrowing down that fear and facing it head-on.

In fact being current on payments is the biggest challenge to getting a short sale approved. 

I understand the concept how you have described your services above but the home was not "rent ready" or had the number of rooms advertised and that is the biggest issue here.Our contract was about a year ago and the reason why I am responding now is for two reasons 1) to warn other buyers and 2) because a potential buyer of yours actually reached out to me and suggested that I post my story on this platform.Keep on responding Katee.

This helps support a strong credit profile and a favorable credit score.One downside is the possible impact on your debt-to-income ratio should you seek to replace an auto, major appliance, etc. requiring a new loan just after applying a "chunk" to your mortgage.Deposit accounts, mattresses, extra monthly principal amounts, etc. each have their own unique advantages.

This is the biggest decision of my life and I don't know what to do!

Quote from @Mike Johnson: Hi everyone, I was curious what might be some of the biggest problems to you run into while managing your properties?

The biggest pain in the butt is also the best for increasing bookings and that is the hot tub.

Starting to consider whether to convert one of my LTRs to an STR. I'm already familiar with some of the basics of how the markets differ, but I'd be curious to hear what some of you have experienced in regard to any ...

You haven't even asked about your BIGGEST challenge - finding "trustworthy" contractors.- Most contractors will cut corners, or worse, once they figure out they won't be watched closely:( Your job will also go to the bottom of their priority list.Monitoring progress is relatively easy: hire that same inspector to go by weekly or before any payments to take a VIDEO of:1) What was done2) Quality of workmanshipOne other thing you didn't ask about, payments to contractors.- They all want 50% down or as much as they can squeeze out of you.