From what I can tell so far, the house could burn to the ground and the fireplace would remain standing in the ashes.

Real estate is a team sport, and there is no way any investor can do it all on their own, unless they want to burn out.Don't consider moving up, you are already at that point.  

I had a window guy I USE to trust..he burned me on my last job and I'm glad that happened to me because I probably would of recommended him to you before that happened. 

Between work, my house, fixing up the rental property, family, and other priorities, I tend to burn the candle at both ends.

You have two homes that are rented at 1,000 and 1,050 a month with 2 year leases.No mortgages on either home.Both houses were purchased and renovatedOne Is worth 135k wIth about 30k equity.One Is worth 130k wIth about 50k equity.Do you sit fat and happy with these two?

It's difficult here to differentiate between giving good advice and advocating mentorship programs, workshops or courses to advance your one on one activity and thus speed up the learning curve and timeline to reaching and stretching your goals.I personally have gone the journey from DIY wholesaling, flipping, seller-financing SFR and international Short Term Vacation Rental management and then arrived at commercial multifamily and self-storage real estate syndication due to the fact that it offers the maximum scalability, economy of numbers and at some point truly leads to passive, residual income and thus to time freedom and choice.Send me a colleague request to kick the tires, set up a call and get a few burning questions answered in real time, one on one. 

I went to go look at a flip once in a "transitioning" neighborhood.... didn't take long for a crazy guy to come approach my realtor and explain in great length and detail how he'd burn the building down if we bought it.

My buddy had 8 units locally but got burned out because he tried to do everything himself from the management to repairs.

Wait for the right pitch...a fat pitch.

It's 2 story. 1 side (1 unit) is burned and the other isn't (some water damage where fire dept hacked through wall).