I really wanted to be on a team from the beginning to learn the ropes and have people I could meet with in person.Now I am not sure if I want to stay with eXp and be a single agent ( I am confident in the training but who do I call for simple questions, or chat with about random real estate going ons, etc?)

I am not sure what that skill set is for you or anyone else reading this, but I am confident you have something to offer, and if we know what it is, we can start that conversation. 

Assuming you have a reasonable confidence that you can fill the unit again, it would be better for both parties.

This property gave me the confidence to invest anywhere in the country.

I am just getting started and have done one deal but would love to be able to feel more confident in my contract.

.)… that way I’m confident I won’t be stuck with a headache tenant.

From a seller's standpoint, as long as the seller gets a trouble-free sale and is confident he got market value for the property then I don't see any drawback in him selling it to you, so if you have a decent relationship with the guy it may not be a big issue to just talk to him about it and be completely clear about wanting to deal with those issues up front so everyone ends up happy in the long run.

Surrounding yourself with an experienced team will boost your confidence to move forward!

But there's a lot you can do to safeguard your confidence.

I am person to really sweat the numbers and I want to have confidence in my calculations if I do find a deal that looks promising.