The reason they've enjoyed 0 vacancy is because they are undercharging because, well he had a 150k mortgage paid off a few years ago! 

So I did what we millennials do best and googled my way to an answer.I found out Home Possible loans are available for duplexes for first time home buyers.

We currently live in Hawaii although will eventually move back to Montana where my in-laws are and we can enjoy a lower cost of living.

Are there any management companies that specialize in short term rentals (google wasn't much help)?

Dial for dollars until you encounter a local lender that can spell the words "delayed financing exception" without the use of google or a spell checker.https://www.fanniemae.com/content/guide/selling/b2/1.2/03.html#Delayed.20Financing.20Exception 

@Matthew Miller if you Google Steve Ferguson realtor longview tx that's his number tell him I sent you he is my leading choose right now but we will see.

Stay focused on your goal, don't take no for an answer, and enjoy the journey!

Additionally, I’m enjoyable to work with and be around, I believe this would be a pretty fun experIence.

It has helped us to achieve financial goals that we had otherwise not been able to meet.In my free time I enjoy biking, hiking, fishing, camping, and pretty much anything else outdoors.I look forward to meeting bigger pockets members, and thanks for providing such an amazing resource for real estate investors!

I think many entrepreneurs are looking to work hard for a short period and then enjoy the fruits leaving the work to others.