Ah, I didn't know they brought Farmall back.
My dad grew up on a farm in rural PA and they had a Farmall H. He went off to Penn State and got a degree in Dairy Science, and then to the University of Wisconsin where he got his master's and PhD. He really took to the research and teaching of dairy science and is well known in the field today, but his dad sold the farm once he knew he wasn't coming back.
Tractor color loyalty is a thing, though, so the whole time I was growing up we had Simplicity lawn tractors, and I've continued that tradition. I have a Simplicity Legacy, the largest model they make, which was also sold as the Agco 2025H and the Massey Ferguson 2925H, and is more of a "Garden tractor" than a SCUT like the 1025R - The front end loader and 3 point hitch are optional, and the FELs are not particularly common whereas the majority of 1025Rs I see have them.
I actually was turned on to the 1025R by a post on a Simplicity forum. Simplicity was really going downhill the last 20 years, after being sold several times. A Legacy XL from 2004 is practically identical to one from 2021, whereas Deere clearly kept improving during that timeframe. At the time the post was made, the 1025R was actually $1K cheaper than the Legacy, and the poster regretted their purchase of the Legacy after their dealings with trying to get the loader for their new tractor - The loader was made by a third party who apparently did not have their act together.
The 1025R appears to have FAR easier attachment switching, with the auto-connect mower decks, front quick hitch, etc. It's really hard to beat the Simplicity's mowing quality though, with its free-floating deck riding on rollers that can do great ballpark stripes in the process. I only stripe my lawn a few times a year, usually alternating which lot line I start on for a nice diamond pattern after the 2nd mow, but what I'm more concerned about is potential scalping with the Deere since the deck isn't free-floating. Maybe even more concerning is the amount of money I would spend on attachments since they're so easy to switch out! I can easily see myself ending up with mower, FEL, snowblower, MCU, broom, grapple, sprayer and spreader and a new garage to store it all in.
TBH, the 1 series would probably look big for what I'd be doing with it. I mean, it's a glorified lawn mower. I was just at the dealer the other day poking around at what they had, and the 2 series looked too big to me. I'm already gonna have to do a lot of tree trimming to be able to fit the ROPS where I normally go, even folded down. The taller I go, the worse that'll be. It does seem like the folks with the 2038R are VERY happy with it though, although the vast majority of 1025R owners are very happy with theirs too, and those who aren't tend to bump up to a 2 series.