My only experience with Windows Me was an old E-machines PC my mother used to use pre-2008 while I was away on military duty. During a break between tours, I built her a completely new PC running Vista. Why did I choose that? Well, Windows 7 was still in post-development at the time and wouldn't be released until much later that year. Windows Me was crashing almost daily on my mother and she was wringing her hands about tossing it out of the window. Windows XP was getting on age at that point and I wanted to future-proof my mother as much as possible. I also knew about peoples' issues with less-than-adequate hardware and how much bitching they did, so I planned ahead.
Intel Core 2 Duo 2.56GHz
NVIDIA GeForce 8400GS
640GB SATA HDD
Windows Vista Home Premium
It was my first PC using SATA hard drives, but the board also had an IDE port, so I was able to connect the hard drive out of the WinMe system directly in order to keep her files and re-install the few old games (she still uses an old DOS-based SOLITAIRE game that now uses DOSBox).
So for me, I stepped from Windows 3.1/DOS to Windows 95 to Windows 98, then skipped everything to hit Windows XP directly. Moved from there to Vista, then to 7, then used 8.1 for over a year at a job (and yes, I liked it too) before finally pioneering the Windows 10 upgrades in 2015.
And before anybody hates on me for using Vista, that Core2 system worked flawlessly until 2016, where outdated Google Chrome and IE web conflicts forced my hand and I changed out my mother's PC to something similar, but with a bit more oomph.
Intel Core 2 Quad 3.0GHz (Q9650)
8GB DDR3-1600 (the MB manual claims it only supports 4GB, but it obviously works because Windows is happy with all 8GB)
NVIDIA GeForce GT1030
240GB SanDisk SATA SSD (SATA2 speed limits reads to ~260MB/s)
1TB SATA HDD
Windows 10 Home 64-bit
Should last her many years from now. But anyway, the reason I haven't tried Windows Me or Windows 2000 on my older retro builds is literally because I don't have a copy of either. I only have 95, 98, XP, .... hell, I don't even have my DVD of Vista anymore - or at least I can't find it, because I'd love to have a retro gaming system in the Core2 series running Vista.