Career Break Question:

First things first, with little savings to speak of or a winning lottery ticket in my pocket, in order to finance the bulk of the trip, it was clear that I would have to put my one asset to work, rent out my house.
I contacted a real estate agent friend of mine who educated me on the rental market. Then armed with that information, I slept on it for weeks. I mulled over it and chewed on it and debated the possibility of being able to travel long term. It took me about 4 months to get the courage to take this step forward.
In anticipation of making the leap, I also began to be more mindful of how I spent my money and seriously cut back on unnecessary expenditures, so I could pay down debt instead.