Take him to the theatre
From Fallen London Wiki
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From: Visit your acquaintance, the Regretful Soldier
Something light and amusing. Just the sort of thing to cheer a mournful fellow up.
Unlocked with 
Spending Secrets 4
Locked with 
Counting the Days 6
Success
Curtains of faded red velvet
The Regretful Soldier barely looks at the stage. He sighs, he fidgets with coins, he looks at his pocket watch. It's not halfway through the first act when he asks you, "Do you think we could still get our money back?"
Counting the Days is increasing… (+5 CP)
A Pocketful of Loose Change is increasing… (+1 CP)
Acquaintance: the Regretful Soldier is increasing… (+1 CP, up to level 9)
