There is a reason that these retention bonuses are in multiple segments. I suspect that the first one is planned, and the second one is a plan B just incase they can't disable Endeavor on time. I think it's pretty obvious that by this time next year, Endeavor will be completely broken apart, and all the CRJ-900's will be flying for other regionals.
Endeavor has too many things wrong with it to stay afloat. Airlines have lifespans, and Endeavor has stage 4 cancer.