In my couple of posts so far I've mentioned that I come from the tropical/reef aquaria side of things. It's safe to say that I tend to think big with my hobbies, and I enjoy designing and building aquarium equipment as much as I enjoy the aquariums themselves.
A couple of years ago I bought a house that had not been lived in or kept up for 7 years. Not exactly tip top. It's been a long road just getting things back to par, let alone making improvements. This summer I plan to go after the yard, including the in-ground liner pool that is currently such an eyesore that I avoid looking at it whenever possible. Picture below, but this was before I owned the place. It's even worse now. I'm toldby my neighbor that there were several dead deer in it at one point.
I have no interest in a sparkly blue, inert swimming pool. I do, however, have interest in retaining the resale value should I ever sell it, so one of the challenges I'll be facing is leaving the pool itself 100% intact so a simple liner change will be all that is needed to convert back to a standard pool So this summer I plan to, among many other things, empty the pool, drop in an EPDM liner, build my filtration, and set up any flow systems. Even if I do not have filtration complete, I'd like to have a few fish in it by year's end. I think the risk of overcrowding is fairly low

My ultimate goal here is to have a partially planted swimming pond with a number of more colorful north american species that can survive winter Iowa temperatures and play reasonably well together. I've been planning out the layout for some time, but haven't had a good resource for figuring out what I should keep in it. I am very thankful to have found this forum and organization.
In the meantime, I've already got a 1500 gallon indoor liner pond built in the sunroom (to the right of the pool in the below picture) with just a couple small koi in it, so if I do identify what I'd like to keep, picking them up before the big pond is completely done definitely isn't out of line. I'm nowhere near that point, though.
Here is the mess: Am I nuts?

The pool is 18'x36', 4' at shallow end, 10' at deep. Drawn out in sketchup it measures just over 30,000 gallons. More plans to come, of course. Most things are sitting idly in my head and haven't made it to paper yet. The entire yard, all retaining walls, at least half of a tennis court, many grown trees, much of the sea of concrete surrounding the pool, etc will fall victim to a skidsteer and chainsaw this summer. I've got a lot of work cut out for me.
Does anyone foresee any obstacles that I may not have taken into account? Any thoughts, on anything at all? As I said, ALL thoughts very much appreciated.
If you managed to read all that, I very much appreciate your time!