diff --git a/.github/scripts/generate-test-summary.sh b/.github/scripts/generate-test-summary.sh
index 19fc6b710d..cb0f840b0f 100755
--- a/.github/scripts/generate-test-summary.sh
+++ b/.github/scripts/generate-test-summary.sh
@@ -63,8 +63,25 @@ status_emoji() {
 }
 
 # --- Fetch job data ---
+# `gh api --paginate` asks for 100 items per page unless the URL sets
+# per_page, and GitHub answers that page of a large run's job list (e.g. once
+# a job has been re-run) with HTTP 502; 50 per page works. A failed listing
+# is also retried, since GitHub's 5xx can be transient.
+JOBS_PER_PAGE=50
+FETCH_ATTEMPTS=3
+FETCH_RETRY_DELAY="${SUMMARY_FETCH_RETRY_DELAY:-10}"
 log "Fetching job data for run $RUN_ID..."
-jobs_json=$(gh api "/repos/$REPO/actions/runs/$RUN_ID/jobs" --paginate -q '.jobs')
+for attempt in $(seq 1 "$FETCH_ATTEMPTS"); do
+    if jobs_json=$(gh api "/repos/$REPO/actions/runs/$RUN_ID/jobs?per_page=$JOBS_PER_PAGE" --paginate -q '.jobs'); then
+        break
+    fi
+    if [ "$attempt" -eq "$FETCH_ATTEMPTS" ]; then
+        log "Could not list the jobs of run $RUN_ID after $FETCH_ATTEMPTS attempts"
+        exit 1
+    fi
+    log "Listing jobs failed (attempt $attempt of $FETCH_ATTEMPTS); retrying in ${FETCH_RETRY_DELAY}s"
+    sleep "$FETCH_RETRY_DELAY"
+done
 
 # --- Parse test jobs ---
 log "Parsing test job statuses..."
diff --git a/.github/scripts/tests/test_generate_test_summary.sh b/.github/scripts/tests/test_generate_test_summary.sh
index e424dbf100..3c05b77f77 100755
--- a/.github/scripts/tests/test_generate_test_summary.sh
+++ b/.github/scripts/tests/test_generate_test_summary.sh
@@ -33,12 +33,22 @@ pass() {
 }
 
 # A stub `gh` good enough for this script's two call sites: the jobs listing
-# and the ci-outcome artifact download. Real GitHub is never reached.
+# and the ci-outcome artifact download. Real GitHub is never reached. Like
+# GitHub, the listing fails with HTTP 502 unless it asks for fewer than 100
+# jobs per page (`gh api --paginate` asks for 100 by default), and its first
+# $GH_API_FAILURES calls fail regardless, to exercise the retry.
 STUB_BIN="$TEMP_DIR/stub-bin"
 mkdir -p "$STUB_BIN"
 cat > "$STUB_BIN/gh" <<'EOS'
 #!/usr/bin/env bash
 if [ "$1" = "api" ]; then
+  calls=$(( $(cat "$GH_API_CALLS" 2>/dev/null || echo 0) + 1 ))
+  echo "$calls" > "$GH_API_CALLS"
+  per_page=$(echo "$2" | sed -n 's/.*[?&]per_page=\([0-9]*\).*/\1/p')
+  if [ -z "$per_page" ] || [ "$per_page" -ge 100 ] || [ "$calls" -le "${GH_API_FAILURES:-0}" ]; then
+    echo "gh: Server Error (HTTP 502)" >&2
+    exit 1
+  fi
   cat "$GH_JOBS_FIXTURE"
   exit 0
 fi
@@ -59,6 +69,7 @@ EOS
 chmod +x "$STUB_BIN/gh"
 PATH="$STUB_BIN:$PATH"
 export PATH
+export GH_API_CALLS="$TEMP_DIR/gh-api-calls" SUMMARY_FETCH_RETRY_DELAY=0
 
 write_jobs_fixture() {
   # write_jobs_fixture <path> <conclusion>
@@ -146,6 +157,37 @@ echo "$summary" | grep -q "All 1 test jobs passed" \
   || fail "expected the all-passed banner, got: $summary"
 pass "an all-passing run prints no Failed Jobs section"
 
+# GitHub's 5xx on the job listing can be transient: two failed attempts are
+# retried, and the third succeeds.
+CASE="$TEMP_DIR/case-listing-retried"
+mkdir -p "$CASE/jobs" "$CASE/outcomes" "$CASE/work"
+write_jobs_fixture "$CASE/jobs/jobs.json" success
+rm -f "$GH_API_CALLS"
+(
+  cd "$CASE/work"
+  export GH_JOBS_FIXTURE="$CASE/jobs/jobs.json" GH_OUTCOME_FIXTURE_DIR="$CASE/outcomes" GH_API_FAILURES=2
+  export GITHUB_REPOSITORY="DataDog/java-profiler" GITHUB_SHA="deadbeefcafef00dfeedfacebeefcafebeefcafe"
+  "$SCRIPT" 12345 "$CASE/work/summary.md"
+) || fail "generate-test-summary.sh gave up on a job listing that succeeded on its third attempt"
+grep -q "All 1 test jobs passed" "$CASE/work/summary.md" \
+  || fail "expected the all-passed banner after the retried listing, got: $(cat "$CASE/work/summary.md")"
+pass "a job listing that fails twice is retried"
+
+# A listing that keeps failing still fails the script, as before the retry.
+CASE="$TEMP_DIR/case-listing-fails"
+mkdir -p "$CASE/jobs" "$CASE/outcomes" "$CASE/work"
+write_jobs_fixture "$CASE/jobs/jobs.json" success
+rm -f "$GH_API_CALLS"
+if (
+  cd "$CASE/work"
+  export GH_JOBS_FIXTURE="$CASE/jobs/jobs.json" GH_OUTCOME_FIXTURE_DIR="$CASE/outcomes" GH_API_FAILURES=3
+  export GITHUB_REPOSITORY="DataDog/java-profiler" GITHUB_SHA="deadbeefcafef00dfeedfacebeefcafebeefcafe"
+  "$SCRIPT" 12345 "$CASE/work/summary.md"
+) 2>/dev/null; then
+  fail "generate-test-summary.sh succeeded although every job listing attempt failed"
+fi
+pass "a job listing that keeps failing fails the script"
+
 # The job-name regex and test_workflow.yml's `name:` expressions are a contract
 # with no enforcement: a non-matching job is skipped silently, so a rename
 # renders a summary reporting zero test jobs while the run stays green. Read