Downtime rolls:

Leveling
Second Wind +1 (Athletics DC 0) (1d20+7)[27]
Max HP +9 (Athletics DC 5) (1d20+7)[18]
Action Surge (Athletics DC 10) (1d20+7)[13]

Finances (Comfortable lifestyle)
Underground fighting ring (Athletics DC 20) (1d20+7)[16]
Picking up shifts at the docks (Athletics DC 20) (1d20+7)[14]
Freelance security work for merchants (Athletics DC 20) (1d20+7)[13]

Relationships
Thuma (where did you learn to do that??) (Insight DC 10) (1d20+2)[6]
Verglas (I'm just Shad, never really had a home...) (Deception DC 10) (1d20-1)[6]
Jenny (I'm sorry I left w/o word, I'm Charity Humboldt, and you should forget about me) (Persuasion DC 10) (1d20-1)[17]