I looted the outpost once and upon return pillagers are spawning easily but never a captain so I cannot re-obtain the Bad Omen effect that I desire.
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Thank you for your report. This issue is now being tracked at MCPE-60560.

The same is happening to me on android on mcpe version
1.16.10
The same is happening to me but on PS4. I have a raid farm but ever since the 1.15 update there have not been spawning. I do not know the problem here.