I contacted him and will be switching carriers/agents shortly, the coverage is better, and the savings is nothing to sneeze at. 

Around here, you'd probably usually cash flow better with a duplex-- but do the math for these particular deals and buy the property that will make you the most money.

I also think Ogden is about to see a good influx, there are a few ski resort and the city is getting better and better...

Is a fund or syndication a better set up?

Are there institutions with better terms like longer payoff period, interest only, no minimum draw, or something else I'm not thinking of? 

A kot of better options for less if not a fraction of the money TBH. 

With the power of assuming a loan, we have a tremendously better chance to cover this payment in the future, and maybe even take home some actual cashflow!

I was wondering if joining  a wholesale company is worth it to get access to the best deals. I always wanted to be my own boss and I felt it would be unfair if I joined a wholesale company and eventually started my ow...

Ideally a debt to income ratio of 40%+/- or better is optimal and work history should be stable.

Your cash flow is limited there so hopefully the property is in good shape.You would likely be better to use a HELOC to take to invest in a quadplex or two-family if you wanted to go multi because you won't see a property at 2.875% ever again most likely.