OK, cheers Robbie,
Here' my plan of action let me know if this is any good:
1. Skirting screwed in
2. Fill holes, Knotting, Dry
3. Undercoat/Primer, Dry
4. Caulk, Dry
5. Undercoat on Caulk (so paint stickes to it better?)
6. Gloss skirting (avoid caulk)
7. Paint Blinding coat on wall...