I'm mainly thinking of the one-two punches in #22-23 & 24-26, where we got some of Daiki's back story, learned about his inner demons and then saw him get taken down a few pegs when a Sentai villain swipes his weapon and goes hog-wild. It seemed like at that point the character might go from his earlier, more reckless and somewhat morally dubious self where he's not a bad guy (but he'll still shoot at Tsukasa and Yuusuke and heaven help them if they don't dodge) into something a little more conventionally heroic, and maybe even give us some of the answers we've been waiting to hear.
Instead we have Daiki at probably his all-time most head-scratching. In #26 & 27, he intentionally opposes Tsukasa to get his hands on Apollo Geist's Perfecter, which is already not a very smart idea as it is ("Yes, I'll just walk up to one of the most dangerous Rider villains in existence and take it! Treasure Hunting wooooooooo!") You gotta love how quickly he runs once he realizes he's up against an enemy who actually uses his shield like a shield. To be fair, he still proves in the end that he's a good guy by bringing in another Kurata Tetsuo for that moment every fan still gushes over. Also, Daiki drops some serious X-Rider continuity in these episodes, so he's all right by me.