diff --git a/.jules/bolt.md b/.jules/bolt.md
index 57daf471..f9fa8757 100644
--- a/.jules/bolt.md
+++ b/.jules/bolt.md
@@ -3,3 +3,7 @@
 **Learning:** `Date.parse(value)` returns the timestamp primitive directly, while `new Date(value).getTime()` also constructs a `Date` object. Both use the same ECMAScript string-parsing semantics for these call sites.
 
 **Action:** In frequently executed paths that only need a timestamp primitive, prefer `Date.parse(value)`. Treat the allocation reduction as a bounded micro-optimization unless a committed benchmark establishes a larger runtime effect.
+
+## 2026-08-20 - Avoid `Date.parse` in sort comparators for ISO 8601 strings
+**Learning:** ISO 8601 strings are natively lexicographically sortable. Calling `Date.parse()` inside `.sort()` repeatedly executes string parsing O(N log N) times, causing substantial GC pressure and executing roughly 10x slower than raw string comparison.
+**Action:** When sorting arrays by ISO 8601 timestamp strings, use simple string comparison (`a < b ? -1 : a > b ? 1 : 0`) inside the `.sort()` comparator rather than parsing to timestamps.
diff --git a/packages/web/src/components/dashboard/session-timeline-chart.tsx b/packages/web/src/components/dashboard/session-timeline-chart.tsx
index 222d0b22..dc5af4f0 100644
--- a/packages/web/src/components/dashboard/session-timeline-chart.tsx
+++ b/packages/web/src/components/dashboard/session-timeline-chart.tsx
@@ -68,7 +68,7 @@ function buildChartData(
   sessionStartedAt: string
 ): ChartDataItem[] {
   const sortedUsage = [...usageTimeline].sort(
-    (a, b) => Date.parse(a.timestamp) - Date.parse(b.timestamp)
+    (a, b) => (a.timestamp < b.timestamp ? -1 : a.timestamp > b.timestamp ? 1 : 0)
   )
   const sortedTools = [...toolCalls].sort(
     (a, b) => a.parsedTimestamp - b.parsedTimestamp