I think you are severely underestimating how hard that B&E's are. We would not just be broadcasting that we are a good thief, we would be also saying that we have a lot of experience and confidence as well. Think about your 14 year old self. Now think about how hard it would be for you to break into 4 different houses, with security, people, and dogs inside them to fight you off, and succeed within the time span of a week. Sit and think about that. Now look at your local gang recruiter and sit and think what that would reveal about this short obviously young girl who basically just walked up to me and asked to join my gang.
I would be A). Suspicious you are a spy for another gang. B). Suspicious you have some sort of super power. C). Suspicious that you did it alone to begin with. Along with a lot of other things
None of those things are what we want him to be. We do not want to reveal too many of the skills we have. Keeping them to ourself and only giving it when we need to is the best option for us right now.
I think you are severely overestimating how hard B&Es is. The biggest thing is confidence to actually go and do it and not waste time. My plans require a total of 2 skills to be good at, Acting and Punching, and Punching is only a back up.
Middle Class, we literally just walk in when no-one is there. Lockpicking helps make it easier, but we could have totally just broke the lock or a window or something. And lockpicking ain't that hard a skill.
Lower-well, we pretend to be someone's friend and steal shit. That shit happens a ton, less-reputable friends stealing from their more well-to-do friends houses. All it takes is some extra acting skill to solve the fact that we AREN'T their friend, but hey. Tons of real-life examples of people pulling off much more complicated bluffs.
Well, just some dogs. Easy to solve, just drug them. And the only reason we are doing that instead of killing them is because I didn't feel like killing dogs. This ALSO happens a ton, often times just by dog-hating neighbors who aren't even wanting to break in, just want to kill a dog by giving them some poisoned meat. The hardest part here is getting some dog-sedatives.
Second Richest, this is the most impressive of the break ins, and isn't THAT impressive considering the various other scams and hustles people pull on a semi-regular basis. If our bluff fails, then we just prove we can physically over-power 4 people we caught by surprise. Pretty impressive, but still not "Hot Damn!"
All doing all 4 is showing is that we ARE ambitious. We want to be a part, we want to impress, and we will work hard and not slack off.
As far as the gang knows, we aren't 14. We tried to pretend to be around 24, and even if our disguise might have been a tad lack-luster our acting should have been MORE than sufficient to sell it. We are just a short young looking lady, those exist.
Edit: I feel the need to emphasize this point. Our acting is so good that we have the chance to fool people who KNOW we are 14. We are a HELL of a good actor, and it isn't unreasonable at all that we are simply short and young looking. Midgits are a thing after all, and if we took care of ourselves with make-up (which they probably did notice we were wearing, low Disguise Skill), we can easily appear rather young.
We will be showing off next to none of our skills. The acting required is rather small and mostly only requires being quick on our mental feet, the lockpicking is stuff someone could pick up over a weak (even normal people), and the kungfu is impressive but not unbelieveable for someone who rather enjoys kungfu since none of our targets will be all that tough or numerous.