Android has been looking better and better lately, especially with the latest generations of Samsung and Google phones.
I think that for you it might make sense for you to consider given that you have slowly invested in the Android ecosystem... it would be harder for those in a pure-Apple environment with limited or no exposure to Android. The Google and Samsung phones rival Apple's quality in the last few iterations of each -- some things on one device are better, some on another, yet something else on a third is better. I think it comes down to pure personal preference these days.
I still use both Apple and Android products every day, though more on the Android side for the last couple of years (discounting the desktop which is OS X). I like both and have ties into both ecosystems. There are times when I am jealous of an Apple product and others that I thank the stars I am not using Apple hardware. There is no one single answer there.
As for Android... no. Until Google makes it so that ALL models of phone are guaranteed updates for at least 3 years after the release of the device, AND that they get those updates on the day google release it I'm never going to get one. I don't care what whiz-bang new features it has.. the update situation is ridiculous.
I don't get the point of that demand... but I guess that is just me. Nearly all the major manufacturers are supporting their devices for a 2-3 year minimum, which for phones is often about the usable life of it before I am itching to upgrade anyway. And lately the software upgrades from both Google and Apple have been kind of lackluster -- not that they are not good but from an upgrade standpoint they haven't added a ton to older hardware IMO.
I've tried Android devices a couple of times and frankly they seem glued together as well.
Now Jay, from the ones that I know of you trying that is not exactly a fair comparison... el cheapo tablets compared to Apple's? I use both and I would say the high end Android's are definitely on par with Apple's production devices. Now, if you were looking for the middle end (even $500 devices) I would say you are better going with an older Apple verses the mid tier devices from most Android manufacturers, with a few exceptions.
I love my iPhone X. Huge screen and great camera in a housing about the same size as my iPhone 6. And Face ID is really faster than Touch ID as long as I'm actually facing the phone directly. And for my wife, who Touch ID never worked right for, it's even better.
I'm not a fan of the Face ID. Now granted I haven't lived with it for an extended time, and I would likely adjust, but I like being able to unlock the phone from pocket or without a direct look. Now, having said that, I think I would prefer Face ID in everyday use as compared to a Samsung fingerprint reader placement. I have no issue with the technology or the security - I think that part of it is great and quite a wonder that they have it working as well as it does... just a usability difference in how I personally use the phone I guess.
Adam