This bug was fixed in the package dkms - 2.6.1-4ubuntu4
---------------
dkms (2.6.1-4ubuntu4) eoan; urgency=medium
* Do not invoke dkms_autoinstaller from /etc/kernel/header_postinst.d/dkms
with redirection to /dev/null (LP: #1827697), this caused debconf dialog
to not be shown.
-- Julian Andres Klode <juli...@ubuntu.com> Fri, 17 May 2019 12:56:47
+0200
** Changed in: dkms (Ubuntu Eoan)
Status: Fix Committed => Fix Released
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https://bugs.launchpad.net/bugs/1827697
Title:
Enroll key whiptail prompt blocks kernel header package upgrades
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