Thanks @Eamonn McElroy - Tony Nitti's articles and podcast appearances are what got me interested in this subject in the first place! He is a terrific resource.
Yes, it is certainly inadvisable to fully DIY this sort of thing, you are totally correct - I'm only trying to have a well-informed opinion so that when I sit down with my tax strategist (I'm still looking for a tax strategist :) I can say "here are my goals, and here is what I believe so far about achieving them - let's make that plan better, together".
Only once that plan is well-considered by an expert (heck, maybe even two!) and well understood by me, will I put the plan into practice.
Thanks for confirming my understanding in my previous post - I find that understanding so... strange, because the 500 hours that pass the test for materially participating in "LP + Rental" grouping is precisely the same 500 hour that pass the test for materially participating in "Rental" alone.
In your post just above you mention "you have to meet a higher threshold..." and I've seen similar language in other postings. The "higher threshold..." part got me confused because 500 hours in managing the rental is... no higher than 500 hours in managing the rental - it is the same threshold level, and it is met with the same hours spent!
Anyways, you are right, my next step here is getting 1-on-1 with an expert - once I do, I'll be sure to share what I learn back here on the fantastic resource that is BiggerPockets!