My experience with Digimon has been kind of mixed for me. I personally never got invested in to the series enough to be completely sucked in to it. My 1st initial reaction as a kid was that Digimon was a Pokemon rip-off and to a certain degree it is but I do appreciate the things that do make it unique.
I love the fact that the Digimon Anime series has always introduced a new cast of characters with every new incarnation. This definitely is something I wished for the Pokemon Anime. Instead having Ash as their go-to poster boy for every season they could've easily kept it fresh by making every new region experience the life of a new protagonist. I also do like the fact that Digimon is not afraid to take bigger risks in comparison to Pokemon. Such as having your Digimon turn in to a skeleton form or having a giant world consuming virus as your main antagonist.
So why didn't I get sucked in to it? Well firstly I think it came down to the animation. What I noticed about every Digimon series that I have seen up until this point was that the art style definitely looked great from a distance but once I see a fight take place it just looks kind of half assed to me. Hell most of the time when there is a fight there is barely anything to talk about because they spent almost an entire episode just digivolving over and over. I can even easily tell that most of the budget went in to the digivolution sequences instead of the actual battles. I never had these problems whenever I watched Pokemon.
The 1 Season that caught my interest the most was actually Season 3. That series seemed to have had my favorite designs. I love Guilmon, Renamon, and Impmon and their evolved forms. Ironically though most people I talked with who are or were Digimon fans say that Season 3 was their least favorite in the series.
I also used to own a Digimon video game on the PS1 because the commercial suckered me in to buying it. I think it was Digimon World 3. Unfortunately I never had the patience to beat it. It was ultimately a poor man's Pokemon game. You went around a region to collect 4 Badges from 4 Gym Leaders and you battled Legendary Digimon such as Pharoahmon and MasterTyrannomon plus a lot of annoying backtracking...
Finally I guess ultimately it was just much easier to get in to Pokemon for me and most kids back in the 90s. I can watch the Pokemon Anime and gain knowledge that I can carry over to the games. Also in terms of design Digimon as a whole seemed to have attracted mostly boys while Pokemon attracted both genders. This became apparent because Digimon often advertised the more badass looking designs such as Greymon, WarGreymon, Birdramon, etc that obviously were equipped with arm cannons, swords and guns and whatnot. Pokemon shot for both. Yes there were cool looking Pokemon like Charizard, Scyther, Mewtwo, and Tyranitar that caught attention of guys like me. But they're also feminine designs like Pikachu, Jigglypuff, Nintetails, Chansey/Blissy, Starmie, Butterfree that attracted girls. It was an overall good balance for long-term growth.
I know this post is a bit long but I just kind of wanted to get that outta my chest. I'm not trying to ruin Digimon for anybody. If you love Digimon more power to you. I wish I could've gotten in to it myself but it just never caught on with me.