I've changed my opinion about this episode.
Previously I said that it was okay, but it turns out that the more I think about it, the more I realize how many problems I have with it. I usually avoid nitpicking, especially if the problems are minor, but this time quite the opposite.
What I didn't like?
Characterization of all the characters; CMC felt as if they became their old selves once again, too obsessed with getting their cutie marks to think about the consequences of their actions. I find their decision about leaving the house not only stupid and dangerous, but also selfish, because they were well aware that they shouldn't look for a wanted criminal and that Braeburn and AJ would be very worried after discovering that they disappeared. I'm also disappointed with Braeburn's role in this episode, because he was pretty much useless. I would understand this if he was at least funny, but no. And we never find out what happened to his leg! I'm also surprised that Applejack let him take care of them once again later and didn't keep an eye on them herself.
Forced and unnecessary humor. I didn't laugh even once, even though the episode desperately tried to make me laugh.
Troubleshoes... He had potential, but in the end I wanted to slap him for never doing anything to change his life! He didn't even try to defend himself when they arrested him. I find it rather unbelievable that all this time no one tried to help him and that he allowed himself to base his whole life on one failure.
I find it surprisingly mean spirited for a show like MLP that ponies would treat Troubleshoes like that and just laugh at him.
Who would call a kid Troubleshoes anyway?!
I really think that after the last CMC episode (Bloom and Gloom) they should have finally get their cutie marks and start a new chapter in life. The episodes about them trying to get them are more and more repetitive and make them look like little kids, while they obviously grown a little and are more mature than at the beginning of the series. They learn their lessons to forget them a few episodes later.
Of course, there're some things I liked, for example:
The general concept of a misunderstood cutie mark. It's actually a little scary, considering how much cutie marks affect their lifes.
Wet mane Applejack.
Braeburn; I'm not a big fan of his character, but it was still nice to see him again, even if he didn't really do much.
Sweetie Belle slowly improving her magic skills.
Animation and the atmosphere of the rainy night.
Colt Troubleshoes was very cute.
For once CMC got punished for their actions. I think that this episode handled it better than Somepony to Watch Over Me.
Braeburn's facial expressions.
Applecat