Yes, as an agent I am trained to keep in contact with potential clients. 

Being in school so intensely for so long means you probably don't have any specific RE experience to bring to the table, so you're going to have to fake it while you make it (as they used to say:-)Learn some RE skills.

It is conveniently located next to a state university and the train to Boston is in walking distance.​

They wanted a good school district for their one kid and in rental application they quote there would not be any reason not to pay the rent. 

Hello Austin, I recently joined the Air Force and am writing this from my tech school (I don’t yet know what area or market I’ll be stationed near). 

., near Park View middle school or parts closer to Edgewood than Providence).As far as self managing vs. using a property management company, I don't really know your situation - e.g., how far away you are, how much time you have to devote to the property, managing service calls, going there if necessary, ability to do your own work, etc.So that's something you'll really need to decide for yourself - though I would say as a new person, you should expect that you'll be there a bit more than you "imagine" you will be (at least that was my experience when I was new 15+ yrs ago).If you do decide to hire it out, I can recommend a couple of local companies.

It didn’t hurt that the city of Portage has a strong local job market and a great school district.

Hi David - is this school debt or personal debt? 

Buy and hold is all I've tried and was successful in Elk Grove, I think because it was a nice area (good school district) and got a lot of appreciation (without expecting it).

People coming from out of state(mainly New York, Connecticut, and Massachusetts) are targeting the Jupiter school districts and seem to be willing to pay way over asking because prices down here are still much cheaper than up North The quality of living is seen as higher down here as well.