Jack just happened to be in area while a drunk kaido sent him on a suicide mission and it's not even the first time that Jack does this.
Compared to Cracker who sent with full intel of the situation even showed to be a major obstacle to Luffy. Just look at egghead where kizaru an admiral and...
BM pirates suffer from authoritarian leadership, no one speaks out because of the consequence of failing. We saw this in WCI where the one grunt lied about Luffy not escaping.
It happens quite a lot in real life as well.
This was written before the gorosei were revealed to be powerful fighters, the existence of the holy knights and the fact that they all have access to teleportation.
Not even Doffy knowing of crucial treasure would help him as the gorosei and Garling know about the existence of imu and we saw...
The meta answer is that the holy knights didn't exist when punk hazard /dressrosa was written.
The in universe answer was that the holy knights/wg didn't care about Doffy and his weapons trade was beneficial to them.
Oda had to do it otherwise there would be one piece fans denying the connection to Sanji. This is the same fandom denies Aramaki posing a blackblade depsite Oda drawing him with one.
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