Database upgrade fails

I have a system that runs RT 3.8.7 with MySQL 4.1.22 and another system that runs RT 4.4.0 with MariaDB 5.5.56. I moved the database from the old system to the new one and granted the necessary permissions to the same user I had in the old database, however, I get the following error:

# make upgrade-database
...
Processing 3.9.3
Now populating database schema.
[14379] [Tue Nov  7 14:23:06 2017] [critical]: DBD::mysql::st execute failed: 
Can't DROP 'DelegatedBy'; check that column/key exists at /usr/local/rt/
core/rt-4.4.0/sbin/../lib/RT/Handle.pm line 552. (/usr/local/rt/core/rt-4.4.0/
sbin/../lib/RT.pm:390)
DBD::mysql::st execute failed: Can't DROP 'DelegatedBy'; check that 
column/key exists at /usr/local/rt/core/rt-4.4.0/sbin/../lib/RT/Handle.pm 
line 552.
make: *** [upgrade-database] Error 255

Where would I even start my investigation of this error?