Even if it takes longer to pay off, having a steady, reliable tenant might actually be less stressful than managing an STR.FYI - consider starting with a regular rental but structuring it as a 6-12 month lease.

Can you imagine taking a couple days off work, looking for a new place, paying for new applications, putting down deposits, renting a moving truck, finding friends to help you move, paying to clean your old place, and so on to “Save” $300/yr? 

Those other probs have now gone away plus I'm making a lot more dough from my regular work/day job these days.

It took about 15k to clean, paint and band-aid the property to the point where we could fire sale it.

I have regular drip but am buying Ks so they have both options. 

I would recommend to look into something more powerful for business/corporate usage.Section C is not my expertise, but I would recommend to follow  the law and have strong security policy such as minimum password requirements and regular changes.To end this on a positive note, Cybersecurity is slowly moving to the forefront of business thinking and it's taken more seriously now than 10, 20 years ago.

To stay ahead of any issues, we offer coordination of gutter cleaning and furnace tune-up every fall and spring clean-up every spring. 4) Own the outcome—This is the philosophy we live by.

If the kitchen was not cleaned properly, it certainly should have been. 

I can get regular financing, but was attempting to keep myself liquid for the renos. 

Typically  issues are raised when the exterior is not kept up with / parking on grass / garbage in neighborhoods where everyone takes pretty good care of their homes.If you keep it clean and run a tight ship, you should be okay most of the time.