One of the bonuses listed on the front page of the website stated: FREE tickets for you and a guest to my Three Day Training Boot Camp event taught personally by my team and I. 

The cost of plane tickets to fly back and forth to check in usually doesn't pencil out.  

If you know how old the roof and other big ticket items are you can calculate how long until they need to be replaced and set that money aside each month.

If things go sideways, you will have bought yourself a oneway ticket to a bunkbed next to Bernie Madoff!

I'd like to add sweat equity myself and have the contractors do the big ticket items.  

Maybe there won't be any big ticket repairs right away, but eventually they will come...a roof will wipe out 3 years of CF if your CF is only $125/month...You said you will self-manage the units "for now".

It handles everything from the listing and screening to maintenance tickets and rent collection.

However, the house is 15 years old, and the HVAC/Roof/big ticket items are nearing the end of their lifecycle.

First two reps say I can kick them out immediately and they escalate the ticket to "someone who can help me do that".

You would likely need to be prepared to show the home is up to code on big-ticket items like electrical, HVAC, etc.