A Real Estate agent told me that we could try it for a while then sell in three years and not have to pay the higher capital gains, so that might be a nice trial but still I worry.

It can work but many investors experience trial and error.C class varies by market...from quiet, long-term residents in one market (or location) to high turnover, high touch residents in a different market (or location). 

If he is indeed interested, have him on for a trial period and treat him like you would anyone else in the business and not like your brother. 

A complete trial has to be finished within 30 days of the initial hearing.

I offered a trial period at a reduced rate while we both got to know each other more and while I got to know more about the business since I don't know anything about the back office workings of a real estate agent.

Just like with dieting, relationships, investments and everything else that requires no real knowledge, only opinions. :)

I've never posted on here and am not the most knowledgeable person when is comes to BRRR, but am hoping through trial and error to become a pro.

Although I have been studying my butt off, there is nothing like good old trial by fire, or learning first hand on from an experienced individual, so I welcome all feedback, advice and mentorship, thank you ahead of time. 

Do I just jump into the renovations on our first place and learn from trial and error or is there some "handyman school" I need to go to land one of these jobs.

So my partner and I are in the trial period for quickbooks and noticed that there are two versions, the desktop and online version.