I'm finding the hard part is more finding properties that are in a good location and also don't have restrictions on short term renters (either hoa or local regulations).I've reached out to owners with the same basic offer (increase rent, cover repairs up to a certain amount) and most people are hesitant to even discuss it, so i think it's a sheer numbers game and being ready to buy a property when one shows up that matches my criteria

I am a 25 year old South Denver native and have worked as a carpenter for my fathers residential remodeling company on and off for the last 10 years (throughout High School and College), since graduating college I have become increasingly interested in the business side of residential homes and have therefore been a licensed Realtor for 18 months now.

Due to the increased wear and tear from more occupants, is it reasonable to ask for more rent, such as 2800 or 3000?

Has anyone seen success from online advertising, or do  physical yellow letters increase the perceived legitimacy of one's investing operation to a prospective buyer?

Our plan is to get in, rehab the property, increase rents, decrease expenses and of course increase the NOI of the property. 

You can give a flat amount, or pay the difference between this months bill and last mo ths bill (you are assuming any increase is due to you) or divide his months bill by 30 days, and pay for the days you were there (if you do work for 2 days you pay 2/30 of his bill)

You can offer then less then the loan default value, and as time passes, their motivation increases.

@John Underwood, I couldn't agree more, with everything you've stated.I purposefully set my rates higher on AirBNB, so as not to attract visitors from that site unless I need to.

The numbers seem to make sense to me, but the unknown insurance increases and difficultly I'll have in eventually selling it gives me some nerves.  

Your PM needs to have an excellent reputation and ability to get quality tenants and retain quality tenants, raising rents (nuisance increases yearly).Some people on BP have reached out to me and are on their 2nd or 3rd PM after 1 or 2 years of ownership.