Lots of LT court and smaller civil complaints but I learned a lot in the process about myself and the system.  

To add insult to injury, I was charged an additional $1,000 for Flip System providing me this problematic deal.My disappointment continued with the lack of educational value provided by Flip System.

-Are you open to a bonus/penalty system, for the overall occupancy and financial performance of the property?

(Mistake #3, not monitoring it myself or being a more sophisticated system.).

High-speed internet, a desk, good coffee etc will be different than a family staying for a vacation. 

When we get into our next property and remodel I'm installing the system linked below.

Then you have wiped the slate clean on the loss carryforwards, that $200k of released loss carryforwards offsets ordinary income first - so you will actually get a great result.Then, in 2025, when you have no more pass loss carryforwards, consider making that real estate professional status aggregation election, and utilizing cost segregation on properties you acquired in a prior year.Of course all of this - get some real tax help, I'm just another guy on the internet here, and there should be a deeper dive on the circumstances than what you can get through a forum posts to ensure this all actually works properly in your situation.

They seem to be a startupy type company that's tackling PM in the some of the hotter tech areas (Seattle, Bay Area, San Diego).When I spoke with them their fee system was pretty transparent (5% monthly only while it's being rented).

Here are some areas where automation and tech adoption can make a difference: Customer Relationship Management (CRM): Use a robust CRM system to track interactions with potential buyers, sellers, tenants, and partners.

I think the biggest challenge is making sure you have systems and operations in place early on.