I'm not a big fan of how May's Squirtle defeated Harley's Ariados, but I can see how, with A LOT of luck, it might be possible since Harley's Ariados seemed to be a one trick pony. Without webs, it wasn't all that great, kind of like Jackson's Meganium only not nearly as strong. I'm not scared of where this will lead yet because of the fact that May's Squirtle was horrifically demolished by Drew's Flygon, and I don't think that knowing Ice Beam would've saved it in that battle. I hope the writers are going for May's Squirtle having some versatility right off the bat while Ash's Squirtle has the power that May's Squirtle lacks. I also think that since Harley tries to take short cuts (i.e. trying to trick May into not being able to take part in the contest) that his pokemon might not really be all that strong for their evolutionary level. And if they are strong, then he doesn't know how to use them (maybe it's both). We'll have to see how things pan out. But May's trademark does seem to be lots and lots of luck.
Team Rocket will pay for their crimes.