diff --git a/postgresql/cutover/preflight.sh b/postgresql/cutover/preflight.sh
index d78539c..d62a9a9 100644
--- a/postgresql/cutover/preflight.sh
+++ b/postgresql/cutover/preflight.sh
@@ -33,6 +33,18 @@
 # risks either false-positive halts or false-confidence passes. This
 # check exists to surface anomalies for review, not to silently gate
 # cutover on an imperfect heuristic.
+#
+# ── SESSION LOGGING (added — see ADR-0001 note, Session Update 9) ─────────
+# Every run's full stdout/stderr transcript is persisted to a timestamped
+# .log file in BACKUP_DIR — the SAME directory the pg_dumpall backup file
+# itself lands in — so a failed run (or, worse, a failed automatic
+# rollback.sh invoked afterward by cutover.sh) can still be investigated
+# later even if nobody was watching a live terminal at the time. This
+# script either appends to an already-open session log
+# (CUTOVER_SESSION_LOG, exported by a parent cutover.sh so all phases land
+# in ONE merged transcript) or opens its own timestamped log if run
+# standalone. Console/SSH output is unchanged either way — tee mirrors to
+# both the file and the real stdout/stderr.
 
 set -euo pipefail
 
@@ -64,7 +76,30 @@ log()  { echo "[preflight $(date +%H:%M:%S)] $*"; }
 warn() { echo "[preflight WARN $(date +%H:%M:%S)] $*" >&2; }
 fail() { echo "[preflight FAIL $(date +%H:%M:%S)] $*" >&2; exit 1; }
 
+# ── Session logging setup — MUST happen before any other output so the
+# very first log lines are captured too. Deliberately uses the SAME
+# BACKUP_DIR as the pg_dumpall backup file itself (not a separate log
+# location), per explicit operator request: whoever goes looking for "the
+# backup from that failed run" finds the matching transcript sitting
+# right next to it.
+mkdir -p "$BACKUP_DIR"
+if [ -z "${CUTOVER_SESSION_LOG:-}" ]; then
+  # No parent cutover.sh session log already open — standalone invocation,
+  # open our own.
+  CUTOVER_SESSION_LOG="${BACKUP_DIR}/preflight-standalone-${TS}.log"
+  export CUTOVER_SESSION_LOG
+fi
+# Append (not truncate) — if a parent cutover.sh already wrote earlier
+# output to this same file, we must not clobber it. tee mirrors to the
+# real stdout/stderr too, so console/SSH-visible output is unchanged.
+exec > >(tee -a "$CUTOVER_SESSION_LOG") 2>&1
+
 log "=== ADR-0001 Phase 3 cutover preflight starting ==="
+log "Full session transcript: ${CUTOVER_SESSION_LOG}"
+if [ -d "${REPO_ROOT}/.git" ]; then
+  GIT_HEAD="$(git -C "$REPO_ROOT" rev-parse HEAD 2>/dev/null || echo unknown)"
+  log "Repo HEAD at ${REPO_ROOT}: ${GIT_HEAD} (confirm this matches origin/main — see ADR-0001 note's local-checkout-drift lesson, Session Update 8, if unsure)"
+fi
 
 # ── Gate 1: Disk space (checked BEFORE backup; halts before anything is written) ──
 log "Checking free space on ${PG_DATA_ROOT} (resolves through symlinks to real backing filesystem)..."