diff --git a/src/matrix/room/Room.js b/src/matrix/room/Room.js
index 99c2155e..2b9c3355 100644
--- a/src/matrix/room/Room.js
+++ b/src/matrix/room/Room.js
@@ -52,6 +52,15 @@ export class Room extends EventEmitter {
         this._clock = clock;
 	}
 
+    _readEntriesToRetryDecryption(retryEventIds) {
+        const readFromEventKey = retryEventIds.length !== 0;
+        const stores = 
+        const txn = await this._storage.readTxn([
+            this._storage.storeNames.timelineEvents,
+            this._storage.storeNames.inboundGroupSessions,
+        ]);
+    }
+
     async notifyRoomKeys(roomKeys) {
         if (this._roomEncryption) {
             let retryEventIds = this._roomEncryption.applyRoomKeys(roomKeys);
diff --git a/src/matrix/room/RoomSummary.js b/src/matrix/room/RoomSummary.js
index 21739a1e..9859a4f6 100644
--- a/src/matrix/room/RoomSummary.js
+++ b/src/matrix/room/RoomSummary.js
@@ -122,6 +122,23 @@ function processTimelineEvent(data, eventEntry, isInitialSync, isTimelineOpen, o
             data.lastMessageBody = body;
         }
     }
+    // store the event key of the last decrypted event so when decryption does succeed,
+    // we can attempt to re-decrypt from this point to update the room summary
+    if (!!data.encryption && eventEntry.isEncrypted && eventEntry.isDecrypted) {
+        let hasLargerEventKey = true;
+        if (data.lastDecryptedEventKey) {
+            try {
+                hasLargerEventKey = eventEntry.compare(data.lastDecryptedEventKey) > 0;
+            } catch (err) {
+                hasLargerEventKey = false;
+            }
+        }
+        if (hasLargerEventKey) {
+            data = data.cloneIfNeeded();
+            const {fragmentId, entryIndex} = eventEntry;
+            data.lastDecryptedEventKey = {fragmentId, entryIndex};
+        }
+    }
     return data;
 }
 
@@ -155,6 +172,7 @@ class SummaryData {
         this.lastMessageTimestamp = copy ? copy.lastMessageTimestamp : null;
         this.isUnread = copy ? copy.isUnread : false;
         this.encryption = copy ? copy.encryption : null;
+        this.lastDecryptedEventKey = copy ? copy.lastDecryptedEventKey : null;
         this.isDirectMessage = copy ? copy.isDirectMessage : false;
         this.membership = copy ? copy.membership : null;
         this.inviteCount = copy ? copy.inviteCount : 0;
@@ -261,6 +279,10 @@ export class RoomSummary {
         return this._data.tags;
     }
 
+    get lastDecryptedEventKey() {
+        return this._data.lastDecryptedEventKey;
+    }
+
     writeClearUnread(txn) {
         const data = new SummaryData(this._data);
         data.isUnread = false;
@@ -290,9 +312,6 @@ export class RoomSummary {
     processTimelineEntries(timelineEntries, isInitialSync, isTimelineOpen) {
         // clear cloned flag, so cloneIfNeeded makes a copy and
         // this._data is not modified if any field is changed.
-        
-        processTimelineEvent
-
         this._data.cloned = false;
         const data = applyTimelineEntries(
             this._data,
diff --git a/src/matrix/room/timeline/entries/EventEntry.js b/src/matrix/room/timeline/entries/EventEntry.js
index 81e31112..410c3d63 100644
--- a/src/matrix/room/timeline/entries/EventEntry.js
+++ b/src/matrix/room/timeline/entries/EventEntry.js
@@ -82,6 +82,10 @@ export class EventEntry extends BaseEntry {
         return this._eventEntry.event.type === "m.room.encrypted";
     }
 
+    get isDecrypted() {
+        return !!this._decryptionResult?.event;
+    }
+
     get isVerified() {
         return this.isEncrypted && this._decryptionResult?.isVerified;
     }
diff --git a/src/matrix/room/timeline/persistence/TimelineReader.js b/src/matrix/room/timeline/persistence/TimelineReader.js
index f5983a19..7e832b32 100644
--- a/src/matrix/room/timeline/persistence/TimelineReader.js
+++ b/src/matrix/room/timeline/persistence/TimelineReader.js
@@ -37,6 +37,44 @@ class ReaderRequest {
     }
 }
 
+
+export async function readFromWithTxn(eventKey, direction, amount, r, txn) {
+    let entries = [];
+    const timelineStore = txn.timelineEvents;
+    const fragmentStore = txn.timelineFragments;
+
+    while (entries.length < amount && eventKey) {
+        let eventsWithinFragment;
+        if (direction.isForward) {
+            eventsWithinFragment = await timelineStore.eventsAfter(this._roomId, eventKey, amount);
+        } else {
+            eventsWithinFragment = await timelineStore.eventsBefore(this._roomId, eventKey, amount);
+        }
+        let eventEntries = eventsWithinFragment.map(e => new EventEntry(e, this._fragmentIdComparer));
+        entries = directionalConcat(entries, eventEntries, direction);
+        // prepend or append eventsWithinFragment to entries, and wrap them in EventEntry
+
+        if (entries.length < amount) {
+            const fragment = await fragmentStore.get(this._roomId, eventKey.fragmentId);
+            // this._fragmentIdComparer.addFragment(fragment);
+            let fragmentEntry = new FragmentBoundaryEntry(fragment, direction.isBackward, this._fragmentIdComparer);
+            // append or prepend fragmentEntry, reuse func from GapWriter?
+            directionalAppend(entries, fragmentEntry, direction);
+            // only continue loading if the fragment boundary can't be backfilled
+            if (!fragmentEntry.token && fragmentEntry.hasLinkedFragment) {
+                const nextFragment = await fragmentStore.get(this._roomId, fragmentEntry.linkedFragmentId);
+                this._fragmentIdComparer.add(nextFragment);
+                const nextFragmentEntry = new FragmentBoundaryEntry(nextFragment, direction.isForward, this._fragmentIdComparer);
+                directionalAppend(entries, nextFragmentEntry, direction);
+                eventKey = nextFragmentEntry.asEventKey();
+            } else {
+                eventKey = null;
+            }
+        }
+    }
+    return entries;
+}
+
 export class TimelineReader {
     constructor({roomId, storage, fragmentIdComparer}) {
         this._roomId = roomId;
@@ -87,40 +125,7 @@ export class TimelineReader {
     }
 
     async _readFrom(eventKey, direction, amount, r, txn) {
-        let entries = [];
-        const timelineStore = txn.timelineEvents;
-        const fragmentStore = txn.timelineFragments;
-        
-        while (entries.length < amount && eventKey) {
-            let eventsWithinFragment;
-            if (direction.isForward) {
-                eventsWithinFragment = await timelineStore.eventsAfter(this._roomId, eventKey, amount);
-            } else {
-                eventsWithinFragment = await timelineStore.eventsBefore(this._roomId, eventKey, amount);
-            }
-            let eventEntries = eventsWithinFragment.map(e => new EventEntry(e, this._fragmentIdComparer));
-            entries = directionalConcat(entries, eventEntries, direction);
-            // prepend or append eventsWithinFragment to entries, and wrap them in EventEntry
-
-            if (entries.length < amount) {
-                const fragment = await fragmentStore.get(this._roomId, eventKey.fragmentId);
-                // this._fragmentIdComparer.addFragment(fragment);
-                let fragmentEntry = new FragmentBoundaryEntry(fragment, direction.isBackward, this._fragmentIdComparer);
-                // append or prepend fragmentEntry, reuse func from GapWriter?
-                directionalAppend(entries, fragmentEntry, direction);
-                // only continue loading if the fragment boundary can't be backfilled
-                if (!fragmentEntry.token && fragmentEntry.hasLinkedFragment) {
-                    const nextFragment = await fragmentStore.get(this._roomId, fragmentEntry.linkedFragmentId);
-                    this._fragmentIdComparer.add(nextFragment);
-                    const nextFragmentEntry = new FragmentBoundaryEntry(nextFragment, direction.isForward, this._fragmentIdComparer);
-                    directionalAppend(entries, nextFragmentEntry, direction);
-                    eventKey = nextFragmentEntry.asEventKey();
-                } else {
-                    eventKey = null;
-                }
-            }
-        }
-
+        const entries = readFromWithTxn(eventKey, direction, amount, r, txn);
         if (this._decryptEntries) {
             r.decryptRequest = this._decryptEntries(entries, txn);
             try {