Three broker im working with seems confident he can get it done but it has me a little worried. 

But if you're confident in what you know, go for it!

I'm confident my current CPA understands the basics of owning property but have you guys found there are CPAs out there that have a deeper knowledge of rental properties and therefore help significantly when it come time to file your return?

If u can manage to shadow a successful investor on a deal offering ur leg work as sweat equity... imagine how much information and confidence You will gain.

@Jess Carr when you are represented by the Seller's Broker it becomes a Dual Agency where they have to look out for the best interest of both clients while maintaining confidence for each side.

You don't want to bet against the market, and if you are signing a new employment contract and you are confident you will be residing in your new home for a few years then you should probably buy.

This I am less certain in the short term than I am for the rent appreciation but in the long term I am very confident it will exceed 2% and feel that at 3% this would still be significantly below historical average for the cities that I listed.buy n hold is a long term play. 

Your answer does give confidence so thank you.

I feel confident on how owner financing works, but what I’m trying to have in a row before anything is officially done is a few different things.     

That way when the time comes, I’ll likely know a great deal when I see it so I can move on it confidently!