The Jambos recorded a late, late win over the Light Blues when both clubs were in the Scottish Championship, but it's over seven years since the Jambos have picked up three points with both teams in the top tier.
1. Jamie MacDonald - Kilmarnock
2. Darren Barr - Annan assistant boss
3. Andy Webster - St Mirren U20 coach
4. Jamie Hamill - Stranraer