I'm currently struggling to find a specific area of commercial real estate I want to focus on and would like to devote my time on that specific subject, while still absorbing information about the other aspects of commercial real estate.Would be great if you guys would be able to help me out and point me in the right direction!

I want to house hack this property but the issue I keep running into is that the current tenants are under contract until next year.I’m open to renting my current place until the tenants lease expire but I’m running into trouble on the financing aspect of this.

You Could refinance that loan into a 15 year mortgage, or if interest rates become more favorable, you could change that aspect of the loan from a 3.5 to say a 3.0.

Well, I suppose there are aspects your can estimate from afar and others I wouldn't without viewing (or having somebody view) the property.Specifically for the rehab, if this is an out-of-state investment, having somebody you know and trust in the area would certainly be beneficial. 

To successfully operate parks at scale requires understanding all the unique aspects, having the experience necessary to create a strategy that works, and building a team and processes to execute. 

I also enjoy learning the demographics of the deal area (age range, job type and vacancy, collar type, tourism aspect, logistics, growth rate).

It's lower risk and gives you a great idea of how a lot of the aspects of investing works.

You may want to ask yourself some questions: Has he been a great partner in other aspects of your lives?

You'll probably get more responses in one of the forums more geared towards financing, to be honest - this is more about the financing and less about the short-term rental aspect.  

However, in the very limited circumstances too complicated to go into here, the payroll aspect of the S corporation may allow a high income earner to pay himself enough to decrease his taxes via (1) payment into a retirement account and or (2) qualify for the 20% write-off for unincorporated businesses.