Consider how you can reach the Roof
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From: Ambition: Light Fingers – Preparing an Expedition to the Roof
Action Cost: 0
You're going to need a zeppelin, that much is certain. But where can you get one?
Locked with 
A Zeppelin
Success
A choice presents itself
[...] New Newgate keeps its zeppelins penned in Wolfstack Dock [...] quite the caper to not merely steal one [...]
[...] have the good sense to stash the Market Beast in the blasted wastes of Bugsby's Marsh [...] it would certainly be cheaper.
