Honestly, I don't think it's been easier in the days of university mainframes. Today, it takes minutes to download, run, and brick new OSes in a VM; you have terabytes of free and easily searchable documentation and code samples at your fingertips; hardware is cheaper than ever; etc. It's pretty great.
My best advice would be, don't overthink it. Take one random thing apart, see how it works, and see if you can break it. Try digging into the inner workings of memory virtualization, or write a "hello world" bootsector in assembly, or figure out how syscalls happen and write your own that does something silly, or design a simple program that injects something into an ELF binary without using any higher-level tools. Or, perhaps, just browse random 2- an 3-section manpages and experiment with what you find.
Couldn't agree more. Take one random thing apart. It won't feel like learning, but that's what it's like. You will not wake one morning and be done, because there's always one more thing to learn.. and that's good!
My best advice would be, don't overthink it. Take one random thing apart, see how it works, and see if you can break it. Try digging into the inner workings of memory virtualization, or write a "hello world" bootsector in assembly, or figure out how syscalls happen and write your own that does something silly, or design a simple program that injects something into an ELF binary without using any higher-level tools. Or, perhaps, just browse random 2- an 3-section manpages and experiment with what you find.