During the peak season you have to make your money when the slow season is so much less.I do have events where the prices are expected to be high due to supply and demand.I do see some of the dynamic pricing days as being rediculous and your going to miss out on the early bookers looking for a fair price.

Quote from @Andy Sabisch: Will it help you sell more or get more money? 

Learning that the slower I move, the more money I lose.

Selling it now vs renting, will give your dad more money and he won't have to worry about renters or cap gains. 

But consumers sued them all too many times and for too much money.

I have no social sphere or contacts family or friends in Oregon (I don’t know anyone besides my fiancée).Goals: continue to have flexible schedule while enjoying what I do (selling real estate) and making good money.

If the deal goes south and you have next to zero money in the deal, selling a short sale or walking isn't as risky for you since you aren't losing much.

We try to save money by occasionally doing our own work, we only have a handful of properties.

You should fire them right away and talk to an attorney to prevent the loss, but I wouldn't expect much and it could be a waste since a company that does this will not have the money to do anything.When you have just one unit and you are looking for PM companies, your options are the bottom of the barrel because it's not a good use of the big one's time.

Does it make money?