I quit my job to sail around the world... Now what?

[Ryan Cleary]

Over the past 3 years, my girlfriend and I have acquired 4 rental properties.  We then quit our jobs, bought a 40' catamaran, and have been sailing around the world since this April of this year.  The only problem is that we are still in our 20s and still have the hunger to grow our portfolio.  We don't depend on our rental income to live.  We have a small amount of money saved that we keep separate for our sailing adventure and we will stop sailing when that runs out.

We have one property where we can potentially cash-out around $55,000 using a non-qm product, however this will reduce the cash-flow of this property(not that big of a deal).  We would love to purchase another property but are just concerned with the possibility to make it happen (regarding underwriting) without having income.  

I would love to see if anyone has some creativity in this situation.  Thanks!

[Marcus Auerbach]

Your concerns are valid - probably not going to happen. There are some hail-Mary type long shot creative ways, but I don't see that happening remotely. Good thing is you have time on your side. Once you are done sailing you can start thinking about what you want to do next. I think it is best to work for a business and learn while making money. As you grow your skills, you will grow your income and - your investments.

Life is a big sandbox and we get to play in it. I consider myself lucky that I had a corporate career that afforded me to travel 4 continents, live on two, ran and later build a business for a big cooperation. Nights and weekends went into growing my rental portfolio and eventually it was time to quit and "retire" on passive income. Problem was I am not really cut out for retirement and sitting around all day is not that great. What work is doing for me personally is that I can learn and grow, while spending time with interesting people. In fact, who I spend my time and energy with every day is one of my biggest considerations, its one of the things that makes life either great or really bad. 

Getting licensed was a side project, but led me to building a brokerage business training young agents and now a YouTube channel were my next adventures. And who knows what's next? But I want it to be interesting, challenging and profitable - so I can continue to buy more real estate!