In the earlier days it wasn't easier at all. it's only after years of nerfs and patches that made it easier for people to clear stuff. back in the day getting through things like divine might and some fo the bigger cop fights was a pretty big achievement cos they were real difficult to do.
another thing that made xi great for many people was the sense of reward and accomplishment that came with getting stuff done. in modern mmos everything is pretty much throw away junk the awesome weapon you get today will be crap tomorrow and in a way there's no sense of accomplishment / satisfaction in obtaining such loot or gear in modern mmos.
in ffxi though, clearing cop and getting a rajas or tamas ring was something players felt proud of for a very long time. it was the same for clearing big things like divine might and even your home nations campaign. and that sense of accomplishment / pride in getting things done doesn't really exist in modern mmos.
everything in modern mmos is throw away junk. even dreadwrym stuff from final coil. and I think that's partly why many players don't bother trying the newer harder contents cos the rewards are disposable junk that don't justify the difficulty so then players wait till the content is nerfed... it's a endless circle. where if the rewards had a longer lifespan then I think more players would be willing to try the content at its hardest.
then there's the community communites in XI felt a lot better and closer than XIV. In XI nearly you needed your friends and ls members for a lot of stuff and as such did a lot of stuff together. in newer mmos it's been built around solo play so much that I believe group play and close communities are falling apart. you don't need friends for stuff you can just jump in the duty finder and go, and that destroys a lot of the camaraderie I think. certainly seem lots of groups of players fall apart recently. once close knit fcs falling apart and being sold etc etc etc. the level of community just isn't the same as it once was