They've definitely gotten better at better matching the actor's movement's with the suit actors and vice versa. I'd say since Kamen Rider W with Terui/Kamen Rider Accel and with Shinkenger on the Sentai side (though one could argue that Gekiranger did a good job at matching the two as well), they've made good efforts to have the transition from out-of-suit action to in-suit action be as smooth as possible. Before this, a lot of the Rider action in the Heisei era consisted of the actor throwing one kick, trying to tackle the monster and failing, then transforming and kicking ass. With Sentai, it was a bit better because since you have to focus on 5-6 actors instead of 1 or 2, its a lot easier to have them pull off a few moves convincingly and not seem like they're skimping on the action.
But with, for example, Gentaro from Fourze, his still out of suit was very scrappy and street-like so it matched with Seiji Takaiwa's work in the Fourze suit (lots of headbutts). Whether its in the movies (like Eiji/Kamen Rider OOOs in Megamax and Ultimatum) or in the show, it depends on the abilities of the actors themselves. And its the job of the suit actor to portray that character as best as possible based on the onscreen image given by the main actors. And I feel like they're doing a better job at matching the two (not to say that the suit actors did a bad job in the past. Far from it, actually. Look at Den-O.) Looking at Gaim, Gaku is very athletic and they are slowly showcasing a bit of that as his fights progress. And the smart thing that they've done in the show is that both in and out of the suit, Kouta as a character is learning the ropes as each situation presents itself. So I predict that by the end of the show, he'll pull off some great fights on both fronts due to progression.
As for Ryusei and his Jeet Kune Do style, when I first saw Meteor fight using the style, while I thought it was awesome, I was very afraid as to how the actor would pull this off. At first, it was just a bunch of shots of the actor posing and screaming while doing a few kicks. But later on in the show, he managed to pull it off convincingly. He especially did the character and style more justice in the movies he appeared in. A lot of it has to do with Koichi Sakamoto's direction. Being an action director at the core, he knew exactly how to portray the style to the abilities of the actor, and maybe even a bit beyond that. Jeet Kune Do is a very tough style seeing as everyone compares it to how Bruce Lee implemented it. And it is very, VERY hard to pull it off like him. So anyone who tries to copy the style just looks unconvincing, especially if they are not trained in the art. So, props to Sakamoto and Ryo Yoshizawa for pulling it off splendidly in the Fourze and team up movies.
