Spend less to make more and look at 2-4 unit multifamily homes - more doors more income.If you have any questions feel free to reach out running the numbers is easy and it might be exactly wha you need to make the next move.  

It definitely is cumbersome and I could spend the time to “re-tool” it but I’m too busy hunting for deals and managing rehabs!

They are a wealthy family and I don't think they were bad folks or anything but they wanted to spend a lot of money bringing it up to snuff.

but if you're only doing this to help catalyze your investment path somehow... it's probably not going to help that much.the best way to build a network is just to spend time with other investors. 

Instead of spending a few thousand to remove the tree, you should be able to pour root killer in the line once or twice a year to ensure no further build-up.

Other buyers/tenants.I don't think i need to spend time explaining 5 6 and 7 as they're not super important.

More than 1/2 of that is HOA issues, so if you don’t have them you should be spending 15 -30 minutes a year with a bookkeeper, a few hours without. 

I recently separated from the military and pursued a career as an Avionics Electrician, I love what I do but want my time back so I can spend it with my family.

It's for me and my kids really, but it has a history of being productive on Airbnb and isn't a huge spend vs. return.

Based on my own experience, when I found myself spending thousands on rentals for construction projects, I eventually bought a Bobcat and it paid off within two years.