Maybe it's just me but the only roadblocks I experience involve the latest tech. Can't login to some sites because it takes 3 different hoops and 2FA to get in, while in 1999, you only needed the password.
In the past, calling your local phone company for issues with your line (or any company in general, say your utility co, any local store, etc) would get you instantly to a human. Heck, even phoning your local Kmart would get you a manager or other employee.
Today, it goes to some weird automated system, some of the worst being voice controlled vs. touch tone driven, and if you manage to win that game, you end up with some overseas person who not only barely speaks English coherently, but often is stuck to a script so if you have an issue they don't have in their script they just give up or end up in a feedback loop of 'have you tried turning it off and on again?' Asking for a higher-up isn't possible and often gets them angry. How is this an improvement from before again?
In the long run we can't entirely blame companies. Americans want cheap service and products. Stockholders want dividends. But Americans are not willing to work at the same wage as overseas call centers can provide. Now AI means companies don't have to pay anyone at all. Customers get screwed on service. Bu that's okay (in the reckoning of the company) because…where can they go?
Don't get me started on any modern car vs my old LTD. Not happening. Ain't no way I'm owning any modern vehicle. I've been a passenger in some and I can't fathom how anyone lives with the amount of screens, touch-interfaces, beeps, boops, and nags they sound off with. Good lord...Just turn a key and put into Drive and I'm off! Then there is the one example of a form of skeuomorphism that I think is utterly ridiculous. They took out the mechanical gauges and replaced them with another LCD display that displays the SAME FREAKING GAUGES only they're skeuomorphic fakes. This is the one case of skeuomorphism where it solves no problem and looks about as neat as you'd expect. Doing the same thing but with a screen.
Then there's the item known as the 'infotainment system'. Basically what the 1988 Buick Reatta failed at: A touchscreen that replaces your radio, climate controls and buries most things that once worked fine with buttons and muscle memory behind menus and touch UI. As if things aren't distracting enough they force this on everyone, and there's not a car or truck made today without one, so that's another example of the illusion of choice. At least when Buick tried it, the customer revolt made them reverse course and the Reatta and Riviera lost the touch screen a couple of years later. Nobody wanted it. Today? they just force you to accept it and nobody has a say. At least before, like with New Coke, the company had to listen or risk bankruptcy. Today, it seems they find ways to force unwanted tech and change on folks and ensure that everyone does it so you can't find somewhere else to go.
How modern is modern?
My 1997 Honda Accord, my 2009 Ford Flex and my 2013 Nissan Sentra all have analogue gauges. While the Flex has a 2009 era Microsoft SYNC system, you don't have to use it at all. I have knobs and buttons that control the radio. My other two cars don't have any entertainment systems, except for the in dash radio and CD players. My Flex has a 6-disc CD changer but I have yet to use it.
There's only been one screen in my cars and I had to add it manually with a suction cup iPad holder or cupholder and my 1st gen iPad Mini (using Google Maps). 90% of the time my iPad is sitting on my desk inside the house and I drive around with an empty holder.
Start any of my cars, put them in drive and go.
Maybe your complaint is more about high-end, less than 3 year old cars?
Modern operating systems. Can't disable updates, and if you can (well, you can on macOS) it will constantly nag you. Can't disable any notification about 'startup items' so if you have apps that update in the background you get a list of those you have to dismiss each reboot. Totally idiot proofed so you can't login as admin without restrictions. Can't install 'unapproved' apps. Can't downgrade. Again, this was not an issue in the past. I could downgrade my Pentium systems all the way to DOS if I so wanted. But on a modern Mac? Can't even put Mountain Lion on.
I am typing this message, like all my previous messages, on a 2009 Mac Pro running Sonoma. I can do pretty much what you say can't be done. I've just used Google a lot to figure things out.
Society is trending to a scary place. Ever experienced an AI-powered drive through yet? Don't worry, it's coming. It's as bad as it is on various YouTube and TikTok shorts. Many 20 oz coolers are replacing the glass doors with LCD screens. Ads are beginning to play in gas station bathrooms through mirrors, or on gas pumps. You see ads if you plug your EV into a fast charger. Totally something out of a Black Mirror episode. What is this a solution for again?
OK. First. 99% of the time I go inside to order. My experience with just humans behind the speaker have been that they routinely manage to screw my order up. I also hate being in a long line of cars. Going inside is faster.
In a lot of places they now have kiosks to order. I go directly to those. Why? Because it's black and white what my order is. There is no mishearing, no fumbling of buttons, no screwing up my order. If my order is screwed up it's because I hit a wrong button myself. This is particularly beneficial at KFC, because historically KFC has screwed me consistently.
Maybe AI will do a better job than the humans behind the counter/speaker.
20oz coolers. Not seeing those at Walmart - where I'd be most likely to use them. Just got a SB Frap in a bottle this morning from one of those at Walmart. Glass door. If you're talking CVS/Walgreens, I have seen that. I don't get my drinks there. Ripoff pricing.
Already seen ads on gas pumps. I ignore them because I'm focusing on the price gauge when filling up. I've paid $20 for gas since the late 1980s when I started driving. That is ALL I will ever give a gas station pump - $20. But you have to watch because the price gauge goes fast. I tend to stop around $19.90 so the gas station doesn't get a penny over $20.
Gas station bathrooms? Seriously? I go at home. And in a pinch, at work. All the places I am are no more than 20 mins from home. I can wait and not have to deal with gas station bathrooms.
I do not own an EV.
Never seen a Black Mirror episode.
PS. Back to restaurants. I once ordered a large coffee at McDonalds around 1995. I got a medium. When I complained, the employee told me that what I had was a large. You see, according to him, McD had medium, large and extra large as coffee sizes. Never mind the board RIGHT BEHIND HIM said 'small, medium and large!'. And I've had much, much, much worse human screw ups of my orders over the years. No AI involved! So, yeah. My trust in HUMANS taking my order is pretty much non-existant.
I think you have more faith in your fellow man than I do.