As an invetsment-friendly agent (based out of Houston, TX), I’ve seen how the right professional will help you analyze cash flow, manage comforatble contractor bids, and even drive for dollars if you want a broader look at potential comps or deals in the neighborhood.

You can structure it as an LLC or joint venture, which offers clearer tax and liability benefits.Your son doesn’t need to be on the loan or title if he's a silent partner, and you can manage the mortgage, credit, and insurance.

I used Hostify and you can work it into the management system to figure and charge all of that for you.  

I'd recommend working with a good strong property manager that lives in that area that can check on them.

Their insurance has asked me to return the month's payment for the remaining days of their rental (Unfortunately, I did not have a cancellation agreement).I am unsure how to handle this situation, especially since I couldn't fill the majority of the rental dates and had to offer discounts for the days I did manage to book.

In the 65 units we manage we have both. 

I will manage the property through my assistant.

i've managed both OOS and in-person and both can be a pain but OOS is just harder for most new investors, period.

It’s awesome to see you channeling your sales and business skills into REI.Those strengths will definitely serve you well.Building a solid team—from lenders and agents to property managers and mentors—is key to long-term success.

I learned it was possible to buy investment properties and manage myself from a distance.