From what we have experienced, since we manage a couple of properties for short term rentals, is that the 3+ bedroom condos are the hot ticket items.

Agree that it won't help the seller get top dollar but if the motivation is truly to liquidate asap that info will help drum up interest from buyers.You won't hear that story in a hot market like Denver unfortunately!

Should I replace siding on a house while tenants are occupying the unit?

I would increase your CapEx and Maintenance expenses (I use 10% each for older, lower valued properties), but I err on the conservative side. 

@Filipe Pereira Thank you so much, I will look into that.Also on a side note from your other posts about potential heavy expensed utilities such as HVAC units, water heaters, dishwashers, etc., although having cash on reserve for repairs is crucial,  I would suggest purchasing a home warranty for your properties, to have a little piece of mind. 

Currently, the rental unit is empty so I just shut off the furnace and the water heater to conserve oil, and frankly because there's no need for hot water and heat (currently not freezing).  

Yes, it's different - the banks are a lot more difficult to work with, at least on the small-time side of things, but we also have a similar private money market and hard money lenders.

I would really love to relocate permantley and just flip houses but I am to committed here with a job and a side business already  (maybe in a few years).Thanks in advance

On a side note, I do have an SFR NOT in the Cleveland area and I do have the tenants put it in their own name and pay it.  

The only risk is if the company goes bankrupt (which in case I would then start self-managing), and the only costs I'll have to cover are potential structural damages (which would most likely be covered by insurance).Another plus side of having invested all cash, is that I will have potential access to lines of credit both for home equity (up to 70% of home equity), AND for future guaranteed rents (up to 60% of total 10 year rent roll).Already planning on the next property using the same strategy, but this time with traditional financing (looking for 100% mortgage).