The battle box is 11 pts: Stryker, a charger, a lancer, and an ironclad.
The nice thing about wanting to play Pirates from a beginner's POV is there are very few decisions to make, so I already have a 35 pt list in mind:
Commander Coleman Stryker
pts
4 Charger
6 Lancer
4 Sentinel
7 Ironclad
4 Press Gangers (Leader and 5 Grunts)
5 Sea Dog Crew (Leader and 5 Grunts)
2 Mr. Walls Sea Dog Crew Quartermaster
2 Bosun Grogspar
2 Doc Killingsworth
2 First Mate Hawk
2 Lord Rockbottom
1 Reinholdt, Gobber Speculator
The sentinel's shield guard is too useful with so many pirate solos that need protecting, and except for Reinholdt it's the battle box + the Pirate "minimum working set," and Reinholdt just looks like the best way to spend a point.
The army has serious gaping holes, I know, but they're gonna have to wait for a 50 pt army. The question is, from that list, are there 4 pts I can pick to have a reasonable 15 pt army? I'd buy and paint those first.