You want to make sure they're involved early on in the process.Depending on the state you could also be liable for anything that happens to the squatters while on your property.

I appreciate the feelings involved with people going through something like this, but I would never as a landlord say that I could not ask them to leave.

Your question involves a legal issue, so you should seek legal advice. 

And flipping is more active and requires a lot more involvement.

I work for General Dynamics Electric Boat which has decades long contracts with the US government and the turnover rate is relatively high in the company so my thoughts are if I could choose a place that is within commute distance there and within the price range of the average employee that maybe that could be a great idea but I want to know if people think that is too much of an assumption and risk to make?

The first I'll tell you involves the family homestead in Peterborough NH, a big 1791 colonial farmhouse up on the hill that's been in the family for almost the entire time, though nobody has actually lived there full time in a few decades.

If the tenant violates the lease in other ways by how the treat the property issue them a notice to correct and if they don't correct the issue you COULD try to evict, BUT I would make sure the issue is VERY VERY clear cut because I have trouble believing a magistrate will allow an eviction for petty things or something that isn't 110% clear to everyone involved. 

Was a licensed engineer involved to design to repairs?

Consider House Hacking 2.0, which involves buying a small multi-family property with an FHA loan (3.5% down) and renting out the units.Good luck!

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.