Sounds like a fun situation.

It's all fun!

It's been fun :)As far as buying a home vs the investment properties, here's my personal recommendation!

Anywhere from East Falls to the far edges of Manayunk will give you an affordable place to live (and have fun) as a young professional and still be able to ride into work or take the train when the weather gets bad.

The closer you can get to the ski resorts, the better, or in the heart of downtown.Have fun!

It was FUN..

Look at the managers for both sectors; look at the amount of work that you will be doing- pick the option that allows you to learn as much as possible and develop your skills as a real estate professional (the job/manager that is fun might not be the best for you to grow). 

Its no big deal.Enjoy the experience and have fun.

so that I can travel, work for fun or part time, and most importantly have money to support my family if something were to happen to me.

Sure everyone says they 'want' more money, but the wealthy actively find ways to make or save more money, while the middle class is perfectly content going to work 9-5 so long as they have enough cash left over to have a little fun on the weekend.