I have added new electric service, all new plumbing, an additional bathroom, remodeled Kitchen all the way down to the studs, new carpet on the second floor, and new LVP on the first floor.

I would try to tie those experiences and skill sets to your REI path.  

Hindsight and a few decades of experience has taught me that with a good lawyer I would have been in the clear completely.

There are certain things that require experience that DIYers just can't get right or spend way too much time trying to do.

This plan also offers many integrations (at an additional cost) depending on what your needs may be.

It also gave me the chance to experiment with short-term rentals before transitioning to a long-term hold, reinforcing my strategy for growing a real estate portfolio.

@Emily Gowen so as you pointed out you would not have to do a 1031 exchange on your current home to avoid the capital gains tax and coupled with what Dave Foster pointed out I think, speaking from experience you would have a high likelihood of success. 

Quote from @Marc Zak: Anyone have experience on the issue of getting insurance on a property held in an LLC?

In my experience, tenants that remain in place for 5+ years are almost always behind market rates.

It is cheaper, in general, to sub out like you say but if you have no experience sequencing the work and talking to subs you may be scarring them off.