The first time I loaded film was on a plastic reels in the 8th grade.
The next time was steel reels in college - and no one told me how to do it, so I tried pushing the film in. Needless to say, it didn't turn out very well. By the way, it was in a photojournalism course, and the instructor just assumed we'd know how to load the reels even though he knew most of us had only ever taken our film to a drug store.
When I finally got the hang of steel, I personally found it easier. I can now load steel faster than I can load plastic.
Having to bend, or cup, the film is how it is designed to work with steel reels. Perhaps a slightly steeper curve than plastic, but once you get the hang of either one (and the pros and cons of each), it comes down to preference. I do agree with your comment about seeming to have to bend the film - I had to learn that for myself too. After I learned how to do it I searched for how-to videos and articles for confirmation. Few actually mention that you have to do this. I've no problem with having to do that, but do find it annoying that such small but important details are relatively rare in instructions.
The Hewes reels practically load themselves. More expensive, but worth it to me. They make it much easier.