My contemporaries have these cumbersome notebooks with all their passwords on them they carry from place to place and it's cringe worthy.
Presuming you mean literal notebooks, I used to cringe about that a lot more than I do these days. The old adage that physical security is the first and most important kind applies here. When is the last time you lost your wallet, as an example. Those notebooks can be very secure indeed if all they contain is passwords, even if they do get lost. I have a number of senior clients (for the most part) who keep just these kinds of logs, but they virtually never put the login id in them, just the password, and that's even if they have a couple to more than a couple of login ids they use. Finding a password notebook that's lost with a listing of services, not even the URLs for same, and passwords sans any login id information is not catastrophic. And it can't be hacked via any electronic means. But if you keep physical control of it, and don't allow shoulder surfing, it's pretty darned secure.
But, the reason I favor password managers is I want that information to be available to me, when I want it, on both the computer and my smartphone.
I cannot count the number of times, over the decades, when I've logged in to email on machines at friend's homes and even in internet cafes when such existed. I wouldn't hesitate to even log in to my credit card accounts that way, though I haven't in recent years, and for those accounts with 2FA on them I wouldn't worry much at all.
Much of what gets called hacking isn't hacking, it's just another crime of convenience. Having a password like 1234 on anything, and where a login would be easy to guess or already known (e.g., email, anyone who thinks their email address is private, particularly in their extended circle, is delusional) is just asking for someone, at some time, to log in to it that isn't you.
Historically, and currently, the problem is that people don't even take minimal precautions with passwords because they value ease of remembering them over all else. Heck, I'd be thrilled if most people reused a single password everywhere, provided it were something like Canola&Pepper837, that they never told a single soul that password, and that they change it (everywhere) if they're part of a breach.
The issue is really that far too many use truly worst practices that make it just so darned easy for anyone who knows them even slightly well (and even those who don't) to break in with almost zero effort.
If you throw in 2FA, it makes the password less important, but not unimportant.