The first CPA I worked for told me that tax preparers who are unconfident would print every page generated by the tax software, to make a return look bigger even though it was bloated with unnecesaey supplemental sheets that provided little to no value.

I currently have 2 single family rentals but am looking to delve in to fix and flipping as a way to supplement or hopefully replace my W2 income. 

Your only option will be to get a job to supplement your rental income.What if you purchased properties in a city with 8% rent growth while inflation averages 5%?

Read books and listen to podcasts to supplement your knowledge and to use for better questions, more detailed, and then when you pair that with meetups and your motivation, you are on a great trajectory.

Thanks but not sure what you mean: I had contractors quote all the work and the insurance company agreed to pay the entire amount (with an allowance for "supplemental requests for hidden damage"), except the deductible. 

I show people how to use permanent life insurance to supplement retirement with tax-free income.

You'll pay a premium for their other stuff to supplement your core materials, but that's fine.

To have 10 paid off properties by the time I retire to supplement my retirement that would net me 10k/month and live happily ever after.

We do include their tax rate on their return with supplement information but it only becomes a true topic of discussion during our quarterly calls with certain clients.

Then you could use the rental payments to supplement your regular income.