One challenge we encountered was managing the renovation timeline to meet market demand.

Any ideas or tips on how to get the ball rolling.

Yes, it's possible to use a 1031 exchange to roll the proceeds from selling your first rental property into a BRRRR (Buy, Rehab, Rent, Refinance, Repeat) deal, but there are a few important things to consider.

Flips are tough, and the first one is always a huge learning curve.

Are you put in a course and Facebook group or is there real one-on-one attention?  

The business is hard enough without difficult laws.I would sell a property if I had a better opportunity to roll the equity into, or if I saw some type of shift in the market that I did not like.

One issue is the challenge of qualifying, as conventional loans will have DTI requirements, income requirements, loan size limits, and loan amount limits that investors looking to scale a portfolio run into as soon as the financial freedom snowball starts rolling.

The painter thinks it would not be a good idea to repaint only the lower ones. 

I think most of these replies are correct, but it really boils down to one thing: unrealistic expectations of what is possible/likely. 

Hopefully a CPA can chime in here, as they would be the only ones qualified to weigh in confidently.