diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/mediapicker/MediaPickerUtil.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/mediapicker/MediaPickerUtil.kt
index 105104befc5..750f9c4d8a7 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/mediapicker/MediaPickerUtil.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/mediapicker/MediaPickerUtil.kt
@@ -63,7 +63,7 @@ object MediaPickerUtil {
 
     private fun handleMediaLibraryPickerResult(data: Bundle): List<Product.Image> {
         return data.parcelableArrayList<MediaItem.Identifier.RemoteMedia>(MediaPickerConstants.EXTRA_REMOTE_MEDIA)
-            ?.map { Product.Image(it.id, it.name, it.url, DateTimeUtils.dateFromIso8601(it.date)) }
+            ?.map { Product.Image(it.id, it.name, it.url, DateTimeUtils.dateFromIso8601(it.date), false) }
             ?: emptyList()
     }
 }
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/Product.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/Product.kt
index 208d61926bd..492095cd26b 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/Product.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/Product.kt
@@ -104,7 +104,8 @@ data class Product(
         val id: Long,
         val name: String?,
         val source: String,
-        val dateCreated: Date?
+        val dateCreated: Date?,
+        val isCoverImage: Boolean
     ) : Parcelable
 
     fun isSameProduct(product: Product): Boolean {
@@ -539,10 +540,11 @@ fun WCProductModel.toAppModel(): Product {
         numVariations = this.getNumVariations(),
         images = this.getImageListOrEmpty().map {
             Product.Image(
-                it.id,
-                it.name,
-                it.src,
-                DateTimeUtils.dateFromIso8601(this.dateCreated) ?: Date()
+                id = it.id,
+                name = it.name,
+                source = it.src,
+                dateCreated = DateTimeUtils.dateFromIso8601(this.dateCreated) ?: Date(),
+                isCoverImage = it.src == this.getFirstImageUrl()
             )
         },
         attributes = this.getAttributeList().map { it.toAppModel() },
@@ -597,7 +599,8 @@ fun MediaModel.toAppModel(): Product.Image {
         id = this.mediaId,
         name = this.fileName.orEmpty(),
         source = this.url,
-        dateCreated = DateTimeUtils.dateFromIso8601(this.uploadDate)
+        dateCreated = DateTimeUtils.dateFromIso8601(this.uploadDate),
+        isCoverImage = false
     )
 }
 
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/ProductVariation.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/ProductVariation.kt
index b8ba8bce789..252b250d098 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/ProductVariation.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/ProductVariation.kt
@@ -289,10 +289,11 @@ fun WCProductVariationModel.toAppModel(): ProductVariation {
         globalUniqueId = this.globalUniqueId,
         image = this.getImageModel()?.let {
             Product.Image(
-                it.id,
-                it.name,
-                it.src,
-                DateTimeUtils.dateFromIso8601(this.dateCreated) ?: Date()
+                id = it.id,
+                name = it.name,
+                source = it.src,
+                dateCreated = DateTimeUtils.dateFromIso8601(this.dateCreated) ?: Date(),
+                isCoverImage = false
             )
         },
         price = this.price.toBigDecimalOrNull(),
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/SubscriptionProductVariation.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/SubscriptionProductVariation.kt
index f6886f796a9..cb48bb1646c 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/model/SubscriptionProductVariation.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/model/SubscriptionProductVariation.kt
@@ -94,10 +94,11 @@ class SubscriptionProductVariation(
             globalUniqueId = model.globalUniqueId,
             image = model.getImageModel()?.let {
                 Product.Image(
-                    it.id,
-                    it.name,
-                    it.src,
-                    DateTimeUtils.dateFromIso8601(model.dateCreated) ?: Date()
+                    id = it.id,
+                    name = it.name,
+                    source = it.src,
+                    dateCreated = DateTimeUtils.dateFromIso8601(model.dateCreated) ?: Date(),
+                    isCoverImage = false
                 )
             },
             price = model.price.toBigDecimalOrNull(),
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModel.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModel.kt
index 3841f4e2e43..fc1ad4bc2c1 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModel.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModel.kt
@@ -148,7 +148,10 @@ class ProductImagesViewModel @Inject constructor(
     }
 
     fun onValidateButtonClicked() {
-        viewState = viewState.copy(productImagesState = Browsing)
+        viewState = viewState.copy(
+            images = images.updateProductCoverImageToFirstItem(),
+            productImagesState = Browsing
+        )
     }
 
     fun onNavigateBackButtonClicked() {
@@ -159,6 +162,7 @@ class ProductImagesViewModel @Inject constructor(
                     images = productImagesState.initialState
                 )
             }
+
             Browsing -> {
                 val hasChange = !images.areSameImagesAs(originalImages)
                 analyticsTracker.track(
@@ -229,7 +233,11 @@ class ProductImagesViewModel @Inject constructor(
     fun onGalleryImageDragStarted() {
         when (viewState.productImagesState) {
             is Dragging -> { /* no-op*/ }
-            Browsing -> viewState = viewState.copy(productImagesState = Dragging(images))
+
+            Browsing -> viewState = viewState.copy(
+                images = images.uncheckProductCoverImage(),
+                productImagesState = Dragging(images)
+            )
         }
     }
 
@@ -249,6 +257,11 @@ class ProductImagesViewModel @Inject constructor(
         }
     }
 
+    private fun List<Product.Image>.updateProductCoverImageToFirstItem() =
+        this.mapIndexed { index, image -> image.copy(isCoverImage = index == 0) }
+
+    private fun List<Product.Image>.uncheckProductCoverImage() = this.map { it.copy(isCoverImage = false) }
+
     @Parcelize
     data class ViewState(
         val showSourceChooser: Boolean? = null,
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/widgets/WCProductImageGalleryView.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/widgets/WCProductImageGalleryView.kt
index 1e8974febf8..bdb339e9750 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/widgets/WCProductImageGalleryView.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/widgets/WCProductImageGalleryView.kt
@@ -202,7 +202,16 @@ class WCProductImageGalleryView @JvmOverloads constructor(
                 // use a negative id so we can check it in isPlaceholder() below
                 val id = (-index - 1).toLong()
                 // set the image src to this uri so we can preview it while uploading
-                placeholders.add(0, Product.Image(id, "", imageUriList[index].toString(), Date()))
+                placeholders.add(
+                    0,
+                    Product.Image(
+                        id = id,
+                        name = "",
+                        source = imageUriList[index].toString(),
+                        dateCreated = Date(),
+                        isCoverImage = false
+                    )
+                )
             }
 
             adapter.setPlaceholderImages(placeholders)
@@ -243,13 +252,14 @@ class WCProductImageGalleryView @JvmOverloads constructor(
             imageList.addAll(images)
 
             // restore the "Add image" icon (never shown when list is empty)
-            if (showAddImageIcon && imageList.size > 0) {
+            if (showAddImageIcon && imageList.isNotEmpty()) {
                 imageList.add(
                     Product.Image(
                         id = ADD_IMAGE_ITEM_ID,
                         name = "",
                         source = "",
-                        dateCreated = Date()
+                        dateCreated = Date(),
+                        isCoverImage = false
                     )
                 )
             }
@@ -290,7 +300,7 @@ class WCProductImageGalleryView @JvmOverloads constructor(
             }
 
             for (index in images.indices) {
-                if (images[index].id != actualImages[index].id) {
+                if (images[index] != actualImages[index]) {
                     return false
                 }
             }
@@ -423,11 +433,13 @@ class WCProductImageGalleryView @JvmOverloads constructor(
                     viewBinding.uploadProgess.visibility = View.VISIBLE
                     viewBinding.addImageContainer.visibility = View.GONE
                 }
+
                 VIEW_TYPE_ADD_IMAGE -> {
                     viewBinding.productImage.visibility = View.GONE
                     viewBinding.uploadProgess.visibility = View.GONE
                     viewBinding.addImageContainer.visibility = View.VISIBLE
                 }
+
                 else -> {
                     viewBinding.productImage.visibility = View.VISIBLE
                     viewBinding.productImage.alpha = 1.0F
@@ -439,6 +451,10 @@ class WCProductImageGalleryView @JvmOverloads constructor(
             viewBinding.deleteImageButton.setOnClickListener {
                 listener.onGalleryImageDeleteIconClicked(image)
             }
+            viewBinding.coverTag.visibility = when {
+                image.isCoverImage -> View.VISIBLE
+                else -> View.GONE
+            }
         }
 
         private fun setMargins() {
diff --git a/WooCommerce/src/main/res/drawable/bg_rounded_box.xml b/WooCommerce/src/main/res/drawable/bg_rounded_box.xml
index 8f9ebc4e578..4d90c97cbbc 100644
--- a/WooCommerce/src/main/res/drawable/bg_rounded_box.xml
+++ b/WooCommerce/src/main/res/drawable/bg_rounded_box.xml
@@ -1,5 +1,8 @@
 <?xml version="1.0" encoding="UTF-8"?>
-<shape xmlns:android="http://schemas.android.com/apk/res/android" android:id="@+id/listview_background_shape">
-    <stroke android:width="@dimen/minor_10" android:color="@color/divider_color" />
+<shape xmlns:android="http://schemas.android.com/apk/res/android"
+    android:id="@+id/listview_background_shape">
+    <stroke
+        android:width="@dimen/minor_10"
+        android:color="@color/divider_color" />
     <corners android:radius="@dimen/minor_75" />
 </shape>
diff --git a/WooCommerce/src/main/res/layout/fragment_product_images.xml b/WooCommerce/src/main/res/layout/fragment_product_images.xml
index 8b3a427659d..0435dcb5b8e 100644
--- a/WooCommerce/src/main/res/layout/fragment_product_images.xml
+++ b/WooCommerce/src/main/res/layout/fragment_product_images.xml
@@ -60,7 +60,7 @@
                 android:layout_width="match_parent"
                 android:layout_height="wrap_content"
                 android:gravity="center"
-                android:text="@string/product_images_drag_and_drop_description" />
+                android:text="@string/product_images_drag_and_drop_to_reorder" />
 
             <com.google.android.material.textview.MaterialTextView
                 android:id="@+id/textWarning"
diff --git a/WooCommerce/src/main/res/layout/image_gallery_item.xml b/WooCommerce/src/main/res/layout/image_gallery_item.xml
index e0de259b4fe..e5d8d232ecb 100644
--- a/WooCommerce/src/main/res/layout/image_gallery_item.xml
+++ b/WooCommerce/src/main/res/layout/image_gallery_item.xml
@@ -53,4 +53,22 @@
         android:visibility="gone"
         tools:visibility="visible" />
 
+    <TextView
+        android:id="@+id/coverTag"
+        android:layout_width="wrap_content"
+        android:layout_height="wrap_content"
+        android:layout_gravity="top|start"
+        android:layout_margin="@dimen/minor_50"
+        android:background="@drawable/bg_rounded_box"
+        android:backgroundTint="@color/color_primary"
+        android:contentDescription="@string/product_cover_photo_tag"
+        android:paddingHorizontal="@dimen/minor_75"
+        android:paddingVertical="@dimen/minor_50"
+        android:text="@string/product_cover_photo_tag"
+        android:textAppearance="?attr/textAppearanceCaption"
+        android:textColor="@color/white"
+        android:textStyle="bold"
+        android:visibility="gone"
+        tools:visibility="visible" />
+
 </FrameLayout>
diff --git a/WooCommerce/src/main/res/values/strings.xml b/WooCommerce/src/main/res/values/strings.xml
index 4f5debfb9f0..30c98f2d8c9 100644
--- a/WooCommerce/src/main/res/values/strings.xml
+++ b/WooCommerce/src/main/res/values/strings.xml
@@ -2397,6 +2397,7 @@
     <string name="product_add_photo">Add photo</string>
     <string name="product_replace_photo">Replace photo</string>
     <string name="product_remove_photo">Remove photo</string>
+    <string name="product_cover_photo_tag">Cover</string>
     <string name="product_image_add">Add a product image</string>
     <string name="product_image_error_removing">Error removing product image</string>
     <string name="product_image_service_error_uploading">Error uploading product image</string>
@@ -2416,7 +2417,7 @@
     <string name="media_picker_dialog_title">Select Media Source</string>
     <string name="wpmedia_picker_title">WordPress media library</string>
     <string name="product_images_image_limit_warning">Only one photo can be displayed per product variation</string>
-    <string name="product_images_drag_and_drop_description">Drag and drop to re-order photos</string>
+    <string name="product_images_drag_and_drop_to_reorder">Drag and drop to re-order photos. The first photo will be set as the cover.</string>
     <string name="product_images_validate_drag_and_drop">Validate</string>
     <string name="product_image_service_error_media_null">Media could not be found</string>
     <string name="product_image_service_error_uploading_single">%d file couldn\'t be uploaded</string>
diff --git a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ProductTestUtils.kt b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ProductTestUtils.kt
index fde8ee82abe..96ccbaf9ceb 100644
--- a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ProductTestUtils.kt
+++ b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ProductTestUtils.kt
@@ -172,7 +172,8 @@ object ProductTestUtils {
             id = imageId,
             name = "Image $imageId",
             source = "Image $imageId source",
-            dateCreated = Date.from(Instant.EPOCH)
+            dateCreated = Date.from(Instant.EPOCH),
+            isCoverImage = false
         )
 
     fun generateProductImagesList() =
diff --git a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ai/preview/AiProductPreviewViewModelTest.kt b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ai/preview/AiProductPreviewViewModelTest.kt
index 1e4b9c965c4..390230d5edc 100644
--- a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ai/preview/AiProductPreviewViewModelTest.kt
+++ b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/ai/preview/AiProductPreviewViewModelTest.kt
@@ -35,7 +35,7 @@ class AiProductPreviewViewModelTest : BaseUnitTest() {
     companion object {
         private const val PRODUCT_FEATURES = "product_features"
         private val SAMPLE_PRODUCT = AIProductModel.buildDefault("default name", "default description")
-        private val SAMPLE_UPLOADED_IMAGE = Product.Image(0, "image", "url", Date())
+        private val SAMPLE_UPLOADED_IMAGE = Product.Image(0, "image", "url", Date(), false)
     }
 
     private val buildProductPreviewProperties: BuildProductPreviewProperties = mock()
diff --git a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModelTest.kt b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModelTest.kt
index 3c8178c616e..839806aeaf9 100644
--- a/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModelTest.kt
+++ b/WooCommerce/src/test/kotlin/com/woocommerce/android/ui/products/images/ProductImagesViewModelTest.kt
@@ -19,6 +19,13 @@ import org.mockito.kotlin.verify
 
 @ExperimentalCoroutinesApi
 class ProductImagesViewModelTest : BaseUnitTest() {
+    companion object {
+        private val DEFAULT_PRODUCT_IMAGES = ProductTestUtils.generateProductImagesList()
+            .mapIndexed { index, image ->
+                image.copy(isCoverImage = index == 0)
+            }
+    }
+
     lateinit var viewModel: ProductImagesViewModel
 
     private val networkStatus: NetworkStatus = mock()
@@ -34,7 +41,7 @@ class ProductImagesViewModelTest : BaseUnitTest() {
         requestCode = 123
     ).toSavedStateHandle()
 
-    private fun initialize(productImages: List<Product.Image> = ProductTestUtils.generateProductImagesList()) {
+    private fun initialize(productImages: List<Product.Image> = DEFAULT_PRODUCT_IMAGES) {
         viewModel = ProductImagesViewModel(
             networkStatus,
             mediaFileUploadHandler,
@@ -73,7 +80,7 @@ class ProductImagesViewModelTest : BaseUnitTest() {
     fun `Trigger exitWithResult event on back button clicked when in browsing state`() {
         initialize()
 
-        val images = ProductTestUtils.generateProductImagesList()
+        val images = DEFAULT_PRODUCT_IMAGES
         viewModel.onDeleteImageConfirmed(images[0])
         viewModel.onNavigateBackButtonClicked()
 
@@ -157,6 +164,17 @@ class ProductImagesViewModelTest : BaseUnitTest() {
         }
     }
 
+    @Test
+    fun `When switching to drag mode, clear product image cover`() {
+        initialize()
+
+        viewModel.onGalleryImageDragStarted()
+
+        observeState { state ->
+            assertThat(state.images?.none { it.isCoverImage }).isTrue()
+        }
+    }
+
     @Test
     fun `Validate drag and drop process on validation button clicked`() {
         val images = ProductTestUtils.generateProductImagesList()
@@ -175,6 +193,7 @@ class ProductImagesViewModelTest : BaseUnitTest() {
         observeState { state ->
             assertThat(state.images).doesNotContain(imageToRemove)
             assertThat(state.images).contains(imageToReorder, Index.atIndex(2))
+            assertThat(state.images?.first()?.isCoverImage).isTrue()
         }
     }