diff --git a/CHANGELOG.md b/CHANGELOG.md
index 775c57d..1a28d21 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -4,6 +4,12 @@ All notable changes to this project will be documented in this file.
 Format follows [Keep a Changelog](https://keepachangelog.com/en/1.0.0/).
 This project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0.html).
 
+## [1.7.32] - YYYY-MM-DD
+
+### Fixed
+
+- **Webhook Reliability (Issue #62)** — Hardened the webhook replay protection to prevent false-duplicate detection while preserving protection against genuine retries. The replay key for Sonarr and Radarr now incorporates a content identifier (`downloadId`, falling back to `series.id` or `movie.id`) alongside the existing `eventType:instanceName:eventDate` components, so that multiple distinct events sharing the same timestamp (for example, several `Grab` events fired in the same second for episodes in a season pack) no longer collide and get silently dropped. Events without a content identifier (such as `Test`) fall back gracefully to the previous key shape so existing behaviour is preserved. The Ombi handler — which already uses a distinct `requestId`-bearing key — is unchanged. Additionally, the Sonarr and Radarr handlers now log an explicit warning when the inbound `instanceName` fails to match any configured instance and processing falls back to the first instance, improving diagnosability of misconfigured webhook senders. Resolves Gitea Issue [#62](https://git.i3omb.com/Gandalf/sofarr/issues/62).
+
 ## [1.7.31] - 2026-05-28
 
 ### Fixed
diff --git a/server/routes/webhook.js b/server/routes/webhook.js
index f21dedc..e759c53 100644
--- a/server/routes/webhook.js
+++ b/server/routes/webhook.js
@@ -106,9 +106,14 @@ function pruneReplayCache() {
 // Prune the replay cache once per minute
 setInterval(pruneReplayCache, 60 * 1000).unref();
 
-function isReplay(eventType, instanceName, eventDate) {
+function isReplay(eventType, instanceName, eventDate, contentId) {
   if (!eventDate) return false;
-  const key = `${eventType}:${instanceName || ''}:${eventDate}`;
+  // Content-aware replay key: incorporates downloadId / series.id / movie.id when
+  // available so that distinct events sharing the same `date` (e.g. multiple
+  // Grab events for episodes in a season pack fired in the same second) do not
+  // falsely collide. Falls back to the prior shape when contentId is absent
+  // (e.g. Test events) so existing behaviour is preserved.
+  const key = `${eventType}:${instanceName || ''}:${contentId || ''}:${eventDate}`;
   if (recentEvents.has(key)) return true;
   recentEvents.set(key, Date.now());
   return false;
@@ -480,11 +485,18 @@ router.post('/sonarr', webhookLimiter, (req, res) => {
   const { eventType, instanceName, eventDate } = validation;
 
   const sonarrInstances = getSonarrInstances();
-  const inst = sonarrInstances.find(i => i.name === instanceName || i.id === instanceName) || sonarrInstances[0];
+  const matchedInst = sonarrInstances.find(i => i.name === instanceName || i.id === instanceName);
+  const inst = matchedInst || sonarrInstances[0];
+  if (!matchedInst && instanceName) {
+    logToFile(`[Webhook] Sonarr instanceName "${instanceName}" did not match any configured instance; falling back to first instance (${inst ? inst.name : 'none'})`);
+  }
   const resolvedInstanceName = inst ? inst.name : instanceName;
 
-  if (isReplay(eventType, resolvedInstanceName, eventDate)) {
-    logToFile(`[Webhook] Sonarr duplicate event ignored: ${eventType} @ ${eventDate}`);
+  // Content-aware replay key components (Issue #62)
+  const contentId = req.body.downloadId || req.body.series?.id || null;
+
+  if (isReplay(eventType, resolvedInstanceName, eventDate, contentId)) {
+    logToFile(`[Webhook] Sonarr duplicate event ignored: ${eventType} @ ${eventDate} (contentId=${contentId || 'none'})`);
     return res.status(200).json({ received: true, duplicate: true });
   }
 
@@ -634,11 +646,18 @@ router.post('/radarr', webhookLimiter, (req, res) => {
   const { eventType, instanceName, eventDate } = validation;
 
   const radarrInstances = getRadarrInstances();
-  const inst = radarrInstances.find(i => i.name === instanceName || i.id === instanceName) || radarrInstances[0];
+  const matchedInst = radarrInstances.find(i => i.name === instanceName || i.id === instanceName);
+  const inst = matchedInst || radarrInstances[0];
+  if (!matchedInst && instanceName) {
+    logToFile(`[Webhook] Radarr instanceName "${instanceName}" did not match any configured instance; falling back to first instance (${inst ? inst.name : 'none'})`);
+  }
   const resolvedInstanceName = inst ? inst.name : instanceName;
 
-  if (isReplay(eventType, resolvedInstanceName, eventDate)) {
-    logToFile(`[Webhook] Radarr duplicate event ignored: ${eventType} @ ${eventDate}`);
+  // Content-aware replay key components (Issue #62)
+  const contentId = req.body.downloadId || req.body.movie?.id || null;
+
+  if (isReplay(eventType, resolvedInstanceName, eventDate, contentId)) {
+    logToFile(`[Webhook] Radarr duplicate event ignored: ${eventType} @ ${eventDate} (contentId=${contentId || 'none'})`);
     return res.status(200).json({ received: true, duplicate: true });
   }