diff --git a/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentDatabase.java b/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentDatabase.java
index c81d78d5ae..b7a08bf341 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentDatabase.java
+++ b/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentDatabase.java
@@ -37,6 +37,7 @@ import com.fasterxml.jackson.annotation.JsonProperty;
 import org.json.JSONArray;
 import org.json.JSONException;
 import org.signal.core.util.CursorUtil;
+import org.signal.core.util.SetUtil;
 import org.signal.core.util.SqlUtil;
 import org.signal.core.util.StreamUtil;
 import org.signal.core.util.logging.Log;
@@ -59,7 +60,6 @@ import org.thoughtcrime.securesms.util.Base64;
 import org.thoughtcrime.securesms.util.FileUtils;
 import org.thoughtcrime.securesms.util.JsonUtils;
 import org.thoughtcrime.securesms.util.MediaUtil;
-import org.signal.core.util.SetUtil;
 import org.thoughtcrime.securesms.util.StorageUtil;
 import org.thoughtcrime.securesms.video.EncryptedMediaDataSource;
 import org.whispersystems.signalservice.internal.util.JsonUtil;
diff --git a/app/src/main/java/org/thoughtcrime/securesms/mediasend/v2/MediaSelectionRepository.kt b/app/src/main/java/org/thoughtcrime/securesms/mediasend/v2/MediaSelectionRepository.kt
index e2d782e774..39acff3129 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/mediasend/v2/MediaSelectionRepository.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/mediasend/v2/MediaSelectionRepository.kt
@@ -88,10 +88,13 @@ class MediaSelectionRepository(context: Context) {
       throw IllegalStateException("No selected media!")
     }
 
+    val isSendingToStories = singleContact?.isStory == true || contacts.any { it.isStory }
+    val sentMediaQuality = if (isSendingToStories) SentMediaQuality.STANDARD else quality
+
     return Maybe.create<MediaSendActivityResult> { emitter ->
       val trimmedBody: String = if (isViewOnce) "" else getTruncatedBody(message?.toString()?.trim()) ?: ""
       val trimmedMentions: List<Mention> = if (isViewOnce) emptyList() else mentions
-      val modelsToTransform: Map<Media, MediaTransform> = buildModelsToTransform(selectedMedia, stateMap, quality)
+      val modelsToTransform: Map<Media, MediaTransform> = buildModelsToTransform(selectedMedia, stateMap, sentMediaQuality)
       val oldToNewMediaMap: Map<Media, Media> = MediaRepository.transformMediaSync(context, selectedMedia, modelsToTransform)
       val updatedMedia = oldToNewMediaMap.values.toList()
 
@@ -128,7 +131,7 @@ class MediaSelectionRepository(context: Context) {
           )
         }
 
-        val clippedVideosForStories: List<Media> = if (singleContact?.isStory == true || contacts.any { it.isStory }) {
+        val clippedVideosForStories: List<Media> = if (isSendingToStories) {
           updatedMedia.filter {
             Stories.MediaTransform.getSendRequirements(it) == Stories.MediaTransform.SendRequirements.REQUIRES_CLIP
           }.map { media ->
@@ -136,20 +139,12 @@ class MediaSelectionRepository(context: Context) {
           }.flatten()
         } else emptyList()
 
-        val lowResImagesForStories: List<Media> = if (singleContact?.isStory == true || contacts.any { it.isStory }) {
-          updatedMedia.filter {
-            Stories.MediaTransform.hasHighQualityTransform(it)
-          }.map {
-            Media.stripTransform(it)
-          }
-        } else emptyList()
-
         uploadRepository.applyMediaUpdates(oldToNewMediaMap, singleRecipient)
         uploadRepository.updateCaptions(updatedMedia)
         uploadRepository.updateDisplayOrder(updatedMedia)
         uploadRepository.getPreUploadResults { uploadResults ->
           if (contacts.isNotEmpty()) {
-            sendMessages(contacts, splitBody, uploadResults, trimmedMentions, isViewOnce, clippedVideosForStories + lowResImagesForStories)
+            sendMessages(contacts, splitBody, uploadResults, trimmedMentions, isViewOnce, clippedVideosForStories)
             uploadRepository.deleteAbandonedAttachments()
             emitter.onComplete()
           } else if (uploadResults.isNotEmpty()) {
@@ -338,7 +333,7 @@ class MediaSelectionRepository(context: Context) {
     }
 
     if (nonStoryMessages.isNotEmpty()) {
-      Log.d(TAG, "Sending ${nonStoryMessages.size} non-story preupload messages")
+      Log.d(TAG, "Sending ${nonStoryMessages.size} preupload messages to chats")
       MessageSender.sendMediaBroadcast(
         context,
         nonStoryMessages,
@@ -355,7 +350,7 @@ class MediaSelectionRepository(context: Context) {
     }
 
     if (storyClipMessages.isNotEmpty()) {
-      Log.d(TAG, "Sending ${storyClipMessages.size} clip messages to stories")
+      Log.d(TAG, "Sending ${storyClipMessages.size} video clip messages to stories")
       MessageSender.sendStories(context, storyClipMessages, null, null)
     }
   }
diff --git a/app/src/main/java/org/thoughtcrime/securesms/sms/MessageSender.java b/app/src/main/java/org/thoughtcrime/securesms/sms/MessageSender.java
index f685269610..7028fb6d63 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/sms/MessageSender.java
+++ b/app/src/main/java/org/thoughtcrime/securesms/sms/MessageSender.java
@@ -88,7 +88,6 @@ import java.util.Collection;
 import java.util.Collections;
 import java.util.LinkedList;
 import java.util.List;
-import java.util.Map;
 import java.util.Objects;
 import java.util.Optional;
 import java.util.Set;
@@ -152,6 +151,7 @@ public class MessageSender {
 
     try {
       database.beginTransaction();
+
       for (OutgoingSecureMediaMessage message : messages) {
         long      allocatedThreadId = threadDatabase.getOrCreateValidThreadId(message.getRecipient(), -1L, message.getDistributionType());
         Recipient recipient         = message.getRecipient();
diff --git a/app/src/main/java/org/thoughtcrime/securesms/stories/Stories.kt b/app/src/main/java/org/thoughtcrime/securesms/stories/Stories.kt
index e28bf5f893..1a027747c7 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/stories/Stories.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/stories/Stories.kt
@@ -186,20 +186,12 @@ object Stories {
     @JvmStatic
     @WorkerThread
     fun canPreUploadMedia(media: Media): Boolean {
-      return if (MediaUtil.isVideo(media.mimeType)) {
-        getSendRequirements(media) != SendRequirements.REQUIRES_CLIP
-      } else {
-        !hasHighQualityTransform(media)
+      return when {
+        MediaUtil.isVideo(media.mimeType) -> getSendRequirements(media) != SendRequirements.REQUIRES_CLIP
+        else -> true
       }
     }
 
-    /**
-     * Checkst to see if the given media has the "High Quality" toggled in its transform properties.
-     */
-    fun hasHighQualityTransform(media: Media): Boolean {
-      return MediaUtil.isImageType(media.mimeType) && media.transformProperties.map { it.sentMediaQuality == SentMediaQuality.HIGH.code }.orElse(false)
-    }
-
     @JvmStatic
     @WorkerThread
     fun getSendRequirements(media: Media): SendRequirements {