When I was taking Aikido, there was a day when the sensei was going through all of our techniques and showed how the uke (initiator of the attack, receiver of the technique) could turn things around on the tori . (receiver of the attack, initiator of the technique) It seemed like there were a half dozen ways each that a technique could go seriously wrong, and that many of them didn't require much skill, only determin…
This is slightly tangential since you specified a conspirator on the inside, but how easy is it to break a homegrown encryption algorithm if you don't have the source code? I assume there are tools (what are they?) that will break a simple caesar cipher if you have more than a sentence or so of plain text to work with. But if you strung together 2-3 broken algorithms and your attacker doesn't know which ones, is it s…
To have really capable people work on breaking your crypto for free, you have to be an insider. You become an insider by breaking other people's crypto. You can publish a break in an insider's crypto even if you are unknown. After you publish a few such papers, you become an insider and can publish your own crypto other people will spend their time trying to break.
People can learn the state of the art and develop an alternative to the common (NIST) choices which are no worse, but also no better. Some of those are blessed as "national pride ciphers" (GOST, Camellia, SEED, etc.).