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Concept B — The "Brief" dock

Instead of living inside the transcript, orientation gets a collapsible right-hand dock: recap, pins, and goal stacked in one glanceable column that stays put while the chat scrolls. This is the "walk back to your desk and know where things stand" view.

Screen 1 · Session with the Brief dock open

Billing usage-plan migration

orq-os

You · 14:20

Where are we on the webhook retries?

Claude · fable-5 · 14:52

Idempotency keys are in: events hash on (event_id, attempt), replays short-circuit, and backoff lives in webhooks/retry.ts. 12 new tests green. Next I'll wire the proration flag behind the config gate.

Claude · fable-5 · 15:07

Proration flag added as BILLING_PRORATION_MODE=period_end with a default-off rollout gate. Staging still needs the Stripe test keys before we can run the end-to-end pass.

Message Orq…

1 Brief

2 Recap 2m ago · ↻

Done: tier schema merged, #412 merged, retries idempotent.
In flight: proration flag behind rollout gate.
Blocked: staging Stripe keys pending.

3 Pins 3

decision Proration runs at period end, not mid-cycle.Tue 16:12 · jump to message ↗

reference Ledger stays append-only; invoice events are the source of truth.Mon 11:48 · jump to message ↗

✓ Add retry coverage before enabling proration.done 14:52

4 Goal

🎯 Migrate billing to usage-based plans

3d 04:12:36

✓ Tier schema + migration

✓ Plan CRUD + admin UI

✓ Webhook idempotency

Proration rollout gate

Staging end-to-end pass

5 Keep working while idle

1 The dock toggles from the session header ("Brief ◧") and collapses to nothing — the chat gets the full width back.
2 Same recap engine as Concept A, but persistent and glanceable instead of scrolling away with the transcript.
3 Pins collected in one list with labels, done-states, and jump-to-message links — the session's decision log.
4 Goal card: objective, live elapsed timer, milestone checklist (agent updates these as it completes them).
5 "Keep working while idle" — Synara's autonomous goal continuation as an explicit, per-session opt-in toggle.