Prior to GPS, EGPWS and EFIS days, and I am dating myself here, Radar was the primary terrain avoidance system in addition to WX avoidance. Most radar systems could only give a sector scan from the nose radome of the A/C. Hence HDG up. Most older pilots were trained with this type of equipment
Like most ground radar, some radars on a few military aircraft have a 360 degree scanning radar and associated PPI. When tied to an INS they provide the option of North up, which in some case provides more SA and radar fixing capabilities.
When the GPS came out with moving maps, the avionics companies have both options. Learn to use both. Both have their good points.
I am guessing that DPEs here were Old Skool and feel that it is better SA.
At least this is my theory...