From 89da216416b39b70d87da7a423b02f177cfdef8b Mon Sep 17 00:00:00 2001 From: Craig Jennings Date: Mon, 18 May 2026 02:32:30 -0400 Subject: chore(inbox): cross-machine handoff from work re: mid-session log discipline --- ...om-work-recurring-wrap-time-discipline-miss.org | 30 ++++++++++++++++++++++ 1 file changed, 30 insertions(+) create mode 100644 inbox/2026-05-18-0227-from-work-recurring-wrap-time-discipline-miss.org (limited to 'inbox') diff --git a/inbox/2026-05-18-0227-from-work-recurring-wrap-time-discipline-miss.org b/inbox/2026-05-18-0227-from-work-recurring-wrap-time-discipline-miss.org new file mode 100644 index 0000000..ab777f1 --- /dev/null +++ b/inbox/2026-05-18-0227-from-work-recurring-wrap-time-discipline-miss.org @@ -0,0 +1,30 @@ +#+TITLE: * Recurring Wrap-Time Discipline Miss: session-context.org n +#+SOURCE: from work +#+DATE: 2026-05-18 02:27:44 -0400 + +* Recurring Wrap-Time Discipline Miss: session-context.org not maintained mid-session + +The wrap-it-up workflow and protocols.org both call for writing to .ai/session-context.org during the session at progress points (decisions reached, phase completions, substantive findings, before long tool batches, before destructive ops), with a safety net of every 5 user turns. Empirically across at least the last 4 work-project sessions, this discipline keeps slipping. The file gets created (or not) at wrap time and the Summary + Session Log get reconstructed retrospectively from conversation context. + +Affected sessions where the session log itself flagged the miss: +- work/.ai/sessions/2026-05-15-18-10-deepsat-pr-reviews-and-slack-mcp-rule.org +- work/.ai/sessions/2026-05-15-22-56-sofweek-prep-flights-and-slack-dms.org +- work/.ai/sessions/2026-05-17-22-07-tampa-triage-socom-feedback-tuesday-prep.org + +Pattern: the in-flight nature of session work pulls focus away from "stop and write to the file." The rule exists in protocols.org but is not enforced or surfaced. The reconstruction at wrap time produces honest records, but the underlying purpose (crash recovery) is unprotected. + +Process-improvement candidates worth considering: + +1. Wrap-up refuses to proceed without a non-trivial session-context.org at wrap time. Forcing function instead of soft rule. The file has to exist with substantive Session Log content before the rename step runs. Pushes the discipline upstream from wrap to mid-session. + +2. Stop-event hook nudge. A hook fired on certain triggers (long tool batch returns, agent dispatch, before destructive ops) prints a reminder to update session-context.org. Mechanical reminders compete for attention but are harder to ignore than a passive protocol rule. + +3. Accept retrospective reconstruction as default. The wrap-time reconstruction produces honest, substantive records. The only loss case is mid-session crash. An honest cost-benefit might say: keep the rule for high-stakes sessions, accept reconstruction for low-stakes ones, drop the "discipline miss" framing. + +4. Harder named checkpoints. Replace soft "narrate as you go" triggers (judgment-heavy) with three named mandatory ones: after Phase A startup completes, after first user-initiated workflow completes, before any tool-batch over N calls fires. Fewer judgment calls, easier to enforce. + +The rule files this would touch: +- claude-templates/.ai/protocols.org section "Session Context File — Record + Recovery Anchor" +- claude-templates/.ai/workflows/wrap-it-up.org Exit Criteria + Step 1 + +Sent from work-project wrap-time 2026-05-18 02:31 EDT (Tampa). -- cgit v1.2.3