Double closings without disclosing what you are doing is not legal in CA,(maybe I'm wrong) a majority of wholesalers out here will assign contracts using their LLC and/ or assignee, for that you can use any title company you want. 

These can bounce causing you a major issue.Have a zero tolerance policy on rent collections.

It seems like IF the majority of my income came from flips, I would easily be a "dealer," but if I only have done 1 flip, could that flip income be counted as an investor since flipping isn't the bulk of the business I do, or income I earn?

Just my opinion, but it will be difficult to invest here in Va Bch and Chesapeake unless you have cash and don't mind major renovations as it's a tough market with many investors competing.   

There has been a major plumbing issue in my condo, since I bought it in early 2015.

Coming in with the capital you hold majority leverage, but having them find the needed workers (preferably contractors he currently works with) is going to be extremely time consuming. 

I’ve been a little addicted to the idea ever since and if I keep up my current pace and don’t have any major setbacks, retirement within 10 years is very possible.

Also, I don't want to do any major remodeling work. 

Think about it:  are the majority of solid tenant/prospect actually wanting to move during the holidays? 

But to be honest with you, If you do not learn some construction skills, your progress will be a lot slower as contractors will be raking in the majority of your profits.Get a pro account on this site so you can access the PRO only blogs and avoid all the goofy stuff that can confuse you sometimes.Take NO advice from salesmen such as realtors/brokers.