The chart below shows the additional cost for a base rate for situations including investment property.

To people that are used to living in houses built in the 70's and later, not having a bathroom on the top floor may be a deal breaker, but if this is a popular part of town, particularly if it tends to feature older houses (1920-50's), then the people looking in that area will likely not mind as much.Now, if every property around you has multiple bathrooms on each floor, and yours is the outlier, then that could be an issue, and you will need to price rents accordingly, but overall, you can't please everyone, including your friends.

There are many avenues to exhaust including here, your local REIA and your state multi housing association prior to engaging a paid coach.

I recently started Sabino Properties, where I offer “boots on the ground” services in Dothan, AL and the Wiregrass to help remote landlords self manage their own properties.

For the painting, you can deduct it along with other furnishings and decorations that you've included in the STR to make it ready and available for tenants.

You really don’t want to sell in under a month or you’re facing regular income tax plus self-employment tax instead of capital gains tax or zero tax if you move in. 

I second www.realestateexpress.comIf you are self-motivated and independent, like you sound like, it is definitely achievable.

This was a question I asked when I my interest was peaked year ago.A great book I would reccomend, available on audible you can listen to...The Book on Investing in Real Estate with No (and low) Money Down.It will lay out many of the strategies that beginners and even successful investors utilize to invest in real estate.A popular strategy of many of investors involves investing with OPM (Other Peoples Money), myself included.

Also, there's a process which will cost money to put a mobile home on top of the lot including movings costs, hook ups, set-up fees, etc. 

I also have a Rolodex of reputable industry contacts including, closing attorneys, general contractors, inspectors, etc.I would love to set up a time to meet and chat about your goals and develop a plan of action!