@innerdude , alright, just a few focused thoughts for you:
* Make sure that
the players have a very open, very focused meta-conversation about what Errand they're interested in tackling for the evening. If handling this in character makes it obtuse and bogs play, then just no. Handle it in meta-chat and then let that focus follow-through to Info Gathering where scenes framed will build out the dynamics of that coming Errand; Plan, Detail, target, Payoff, etc.
They, and you, need to look at this like collectively generating a Kicker which will infuse subsequent play with opening conditions, meaning, and possible trajectories
*
Introduce Lady's Favors (Devil's Bargain equivalents for those following along)
as often as possible. Use them to threaten people (Contact, Friend, Paramour) and stuff the PC(s) care about offscreen. Use them to start a problem with a Setting of Faction Clock offscreen and outside of the current Errand. Use them to introduce a Rival into the Errand.
*
Don't neglect your Downtime Action responsibilities with Setting and Faction. Be both provocative in the fiction that they should generate, but simultaneously (as importantly),
generate a compelling game layer for players to engage with. There should be meaty decision-points to mull and either act upon or pass. The choice to interfere with or ignore Faction Clocks needs to be a hearty component of play which will generate compelling fictional trajectories and strategic throughline.
*
Use your Risky and Desperate Consequences to introduce multiple situation-state and gamestate changes that players can choose to Resist down or roll with. Desperate turns into 1 x Risky Consequence (Resist down to Controlled) and 1 x Controlled Consequence or 3 x Controlled Consequences while Risky turns into 2 x Controlled Consequences. Don't use this all the time, but sprinkle it in enough to present a layered, complex, provocative decision-point when you can come up with a pair of good ones that observe your principles.
That is it from me. Enjoy your game and report back!