Do not think you can just start an investment company with 15k (that is reserves only on one property).Work for the next couple of years while you all learn and use your skills to help build the foundation of a future company and leverage your relationship with the alumni to see some of his properties and learn.

I cant find anything concrete on Box.com integration on their website but assuming any of these cloud document storage companies would work?

Expect to spend a considerable amount of your time speaking to people.Expect to work dozens of hours/week with little to no immediate result.Expect most of your early interest from potential clients to come from your sphere of influence.Expect to go 3-6 months without getting paid (unless you do rentals which usually pay faster)Expect to be bombarded with distractions - mainly, people/companies marketing to you so that you choose their system for quick and easy buyer or seller leads.

First my units are  managed by a local company that charge me between 8% and 10% monthly.

I pay HOA dues directlt to the management company.

When I google that company, I don't really get a company website, but rather books, Facebook groups, etc.  

As my portfolio grew, I became laser-focused on the work in front of me.My wife and I own Cozy Co-Host LLC, a short-term rental management company based in Atlantic City, NJ.

I am looking to start shopping for landlord insurance for a 3 bedroom house in MT and would love to hear if anyone has some recommendations for insurance companies to start getting quotes from.

As my portfolio grew, I became laser-focused on the work in front of me.My wife and I own Cozy Co-Host LLC, a short-term rental management company based in Atlantic City, NJ.

It just makes life easier - they shop a variety of insurers and are more easily able to compare apples to apples because they know how the various companies present coverages.