diff --git a/apps/desktop/src/components/document/DocumentBrowser.vue b/apps/desktop/src/components/document/DocumentBrowser.vue
index 4ba7a19352..008f8ed2e0 100644
--- a/apps/desktop/src/components/document/DocumentBrowser.vue
+++ b/apps/desktop/src/components/document/DocumentBrowser.vue
@@ -11,6 +11,7 @@ import { Select, SelectContent, SelectItem, SelectTrigger, SelectValue } from "@
 import DangerConfirmDialog from "@/components/editor/DangerConfirmDialog.vue";
 import ErrorBanner from "@/components/ui/ErrorBanner.vue";
 import DataGrid from "@/components/grid/DataGrid.vue";
+import DataGridCopyFormatControl from "@/components/grid/DataGridCopyFormatControl.vue";
 import QueryLoadingState from "@/components/common/QueryLoadingState.vue";
 import * as api from "@/lib/backend/api";
 import { useConnectionStore } from "@/stores/connectionStore";
@@ -116,6 +117,7 @@ const sortInput = ref("");
 const filterInputRef = ref<HTMLTextAreaElement>();
 const sortInputRef = ref<HTMLTextAreaElement>();
 const dataGridRef = ref<InstanceType<typeof DataGrid>>();
+const viewOptionsOpen = ref(false);
 const mongoUpdateTarget = computed(() => (props.databaseType === "mongodb" && mongoCopyDocumentsAvailable.value ? { collection: props.collection, idColumn: "_id" as const } : undefined));
 const documentViewerRef = ref<HTMLElement>();
 const documentSearchInputRef = ref<HTMLInputElement>();
@@ -126,6 +128,11 @@ const documentSearchHasNavigated = ref(false);
 const documentViewerSearchActive = ref(false);
 const columnVisibilitySearch = ref("");
 const columnVisibilityOptions = computed(() => dataGridRef.value?.filteredColumnVisibilityOptions(columnVisibilitySearch.value) ?? []);
+
+function openDataGridExtractorConfiguration() {
+  viewOptionsOpen.value = false;
+  void nextTick(() => dataGridRef.value?.openExtractorConfiguration());
+}
 const tableSearchSplitContainerRef = ref<HTMLDivElement>();
 const tableFindPaneWidth = ref<number | null>(null);
 const isResizingTableSearchSplit = ref(false);
@@ -1571,7 +1578,7 @@ defineExpose({ focusSearch });
         </PopoverContent>
       </Popover>
 
-      <Popover v-if="viewMode === 'table' && gridResult.columns.length">
+      <Popover v-if="viewMode === 'table' && gridResult.columns.length" v-model:open="viewOptionsOpen">
         <PopoverTrigger as-child>
           <Button variant="ghost" size="icon" class="h-6 w-7 shrink-0 text-foreground hover:bg-accent" :class="{ 'bg-accent text-foreground': dataGridRef?.nullColumnsHidden }" :title="t('grid.viewOptions')" :aria-label="t('grid.viewOptions')">
             <Wrench class="h-4 w-4" />
@@ -1588,6 +1595,13 @@ defineExpose({ focusSearch });
               <span v-if="(dataGridRef?.allNullColumnCount ?? 0) > 0" class="text-muted-foreground tabular-nums"> ({{ dataGridRef?.allNullColumnCount }}) </span>
             </span>
           </label>
+          <DataGridCopyFormatControl
+            :current-label="dataGridRef?.defaultCopyExtractorLabel ?? '-'"
+            :current-value="dataGridRef?.defaultCopyExtractor ?? ''"
+            :items="dataGridRef?.copyExtractorMenuItems ?? []"
+            @select="dataGridRef?.setDefaultCopyExtractor($event)"
+            @configure="openDataGridExtractorConfiguration"
+          />
         </PopoverContent>
       </Popover>
     </div>
diff --git a/apps/desktop/src/components/grid/DataGrid.vue b/apps/desktop/src/components/grid/DataGrid.vue
index 766486ec43..6d757022ab 100644
--- a/apps/desktop/src/components/grid/DataGrid.vue
+++ b/apps/desktop/src/components/grid/DataGrid.vue
@@ -39,6 +39,7 @@ import {
   Eraser,
   Columns3,
   PencilRuler,
+  Settings2,
   WandSparkles,
 } from "@lucide/vue";
 import { Button } from "@/components/ui/button";
@@ -206,7 +207,7 @@ import { useConnectionStore } from "@/stores/connectionStore";
 import { useQueryStore } from "@/stores/queryStore";
 import { useSettingsStore } from "@/stores/settingsStore";
 import { simpleDataGridOrderByMatchesSort, simpleDataGridOrderByReferencesMissingColumn, type DataGridSortDirection, type DataGridSortMode } from "@/lib/dataGrid/dataGridSort";
-import { DATA_GRID_COMPACT_TOPBAR_WIDTH, type DataGridReloadIntent, type DataGridToolbarActionCapability, type DataGridToolbarAutoRefreshCapability, type DataGridToolbarCopyCapability, type DataGridToolbarSaveCapability } from "@/lib/dataGrid/dataGridToolbar";
+import { DATA_GRID_COMPACT_TOPBAR_WIDTH, type DataGridReloadIntent, type DataGridToolbarActionCapability, type DataGridToolbarAutoRefreshCapability, type DataGridToolbarSaveCapability } from "@/lib/dataGrid/dataGridToolbar";
 import { getTableMetadataCapabilities } from "@/lib/table/tableMetadataCapabilities";
 import { getTableStructureCapabilities } from "@/lib/table/tableStructureCapabilities";
 import { filterObjectBrowserTableColumns } from "@/lib/table/objectBrowserTableInfo";
@@ -5269,6 +5270,10 @@ function copyExtractorLabel(extractor: DataGridCopyExtractorId): string {
 }
 
 const selectedCopyExtractor = computed(() => settingsStore.editorSettings.dataGridCopyExtractor);
+const defaultCopyExtractorLabel = computed(() => {
+  if (selectedCopyExtractor.value !== "sql-inserts") return copyExtractorLabel(selectedCopyExtractor.value);
+  return t(settingsStore.editorSettings.dataGridExtractorOptions.sql.excludePrimaryKeysFromInsert ? "grid.copyExtractorSqlInsertsWithoutPrimaryKeys" : "grid.copyExtractorSqlInsertsWithPrimaryKeys");
+});
 const extractorConfigOpen = ref(false);
 const extractorMenuItems = computed(() =>
   DATA_GRID_COPY_EXTRACTOR_IDS.map((extractor) => ({
@@ -5278,23 +5283,23 @@ const extractorMenuItems = computed(() =>
     separatorBefore: DATA_GRID_COPY_EXTRACTOR_DESCRIPTORS[extractor].separatorBefore,
   })),
 );
-const copyToolbarCapability = computed<DataGridToolbarCopyCapability>(() => ({
-  label: copyExtractorLabel(selectedCopyExtractor.value),
-  tooltip: `${t("grid.copy")} (${shortcutMod}+C)`,
-  currentValue: selectedCopyExtractor.value,
-  disabled: !canCopyWithExtractor(selectedCopyExtractor.value),
-  items: [...extractorMenuItems.value, { value: "__configure__", label: t("grid.copyExtractorConfigure"), separatorBefore: true }],
-  onCopy: async () => {
-    await copyWithExtractor(selectedCopyExtractor.value);
-  },
-  onSelect: (value) => {
-    if (value === "__configure__") {
-      extractorConfigOpen.value = true;
-      return;
-    }
-    settingsStore.updateEditorSettings({ dataGridCopyExtractor: value as DataGridCopyExtractorId });
-  },
-}));
+function openExtractorConfiguration() {
+  extractorConfigOpen.value = true;
+}
+
+function setDefaultCopyExtractor(value: string) {
+  const item = extractorMenuItems.value.find((candidate) => candidate.value === value);
+  if (!item || item.disabled) return;
+  settingsStore.updateEditorSettings({ dataGridCopyExtractor: item.value });
+}
+
+function sqlInsertExtractorOptions(excludePrimaryKeysFromInsert: boolean) {
+  const options = settingsStore.editorSettings.dataGridExtractorOptions;
+  return {
+    ...options,
+    sql: { ...options.sql, excludePrimaryKeysFromInsert },
+  };
+}
 
 function saveExtractorConfiguration(value: { extractor: DataGridCopyExtractorId; options: typeof settingsStore.editorSettings.dataGridExtractorOptions }) {
   settingsStore.updateEditorSettings({ dataGridCopyExtractor: value.extractor, dataGridExtractorOptions: value.options });
@@ -7597,6 +7602,11 @@ defineExpose({
   exportSql,
   exportXlsx,
   exportTxt,
+  defaultCopyExtractor: selectedCopyExtractor,
+  defaultCopyExtractorLabel,
+  copyExtractorMenuItems: extractorMenuItems,
+  setDefaultCopyExtractor,
+  openExtractorConfiguration,
 });
 
 // ---- CustomContextMenu ----
@@ -7637,22 +7647,34 @@ function buildExtractorContextItems(): ContextMenuItem[] {
       items.push({ label: "", separator: true });
     }
     const selected = extractor === selectedCopyExtractor.value;
+    if (extractor === "sql-inserts") {
+      for (const excludePrimaryKeysFromInsert of [false, true]) {
+        const options = sqlInsertExtractorOptions(excludePrimaryKeysFromInsert);
+        items.push({
+          label: t(excludePrimaryKeysFromInsert ? "grid.copyExtractorSqlInsertsWithoutPrimaryKeys" : "grid.copyExtractorSqlInsertsWithPrimaryKeys"),
+          action: () => void copyWithExtractor(extractor, options),
+          disabled: !canCopyWithExtractor(extractor, options),
+          checked: selected && settingsStore.editorSettings.dataGridExtractorOptions.sql.excludePrimaryKeysFromInsert === excludePrimaryKeysFromInsert,
+        });
+      }
+      continue;
+    }
     items.push({
-      label: `${selected ? "✓ " : ""}${copyExtractorLabel(extractor)}`,
+      label: copyExtractorLabel(extractor),
       action: () => {
         // One-off copy as the chosen format; do NOT persist it as the default —
         // the saved default stays controlled by the toolbar/settings dialog.
         void copyWithExtractor(extractor);
       },
       disabled: !canCopyWithExtractor(extractor),
+      checked: selected,
     });
   }
   items.push({ label: "", separator: true });
   items.push({
     label: t("grid.copyExtractorConfigure"),
-    action: () => {
-      extractorConfigOpen.value = true;
-    },
+    icon: Settings2,
+    action: openExtractorConfiguration,
   });
   return items;
 }
@@ -7899,7 +7921,6 @@ const gridContextMenuItems = computed<ContextMenuItem[]>(() => {
             :compact="compactDataGridToolbar"
             :refresh="refreshToolbarCapability"
             :auto-refresh="autoRefreshToolbarCapability"
-            :copy-data="copyToolbarCapability"
             :add-row="addRowToolbarCapability"
             :preview="previewToolbarCapability"
             :save="saveToolbarCapability"
diff --git a/apps/desktop/src/components/grid/DataGridCopyFormatControl.vue b/apps/desktop/src/components/grid/DataGridCopyFormatControl.vue
new file mode 100644
index 0000000000..1d61dd81e2
--- /dev/null
+++ b/apps/desktop/src/components/grid/DataGridCopyFormatControl.vue
@@ -0,0 +1,51 @@
+<script setup lang="ts">
+import { Check, ChevronDown, Copy, Settings2 } from "@lucide/vue";
+import { useI18n } from "vue-i18n";
+import { Button } from "@/components/ui/button";
+import { DropdownMenu, DropdownMenuContent, DropdownMenuItem, DropdownMenuSeparator, DropdownMenuTrigger } from "@/components/ui/dropdown-menu";
+import type { DataGridToolbarMenuItem } from "@/lib/dataGrid/dataGridToolbar";
+
+defineProps<{
+  currentLabel: string;
+  currentValue: string;
+  items: readonly DataGridToolbarMenuItem[];
+}>();
+
+const emit = defineEmits<{
+  configure: [];
+  select: [value: string];
+}>();
+
+const { t } = useI18n();
+</script>
+
+<template>
+  <div class="flex items-center justify-between gap-3 px-3 py-1.5 text-xs">
+    <span class="flex min-w-0 items-center gap-2 font-medium">
+      <Copy class="h-3.5 w-3.5 shrink-0 text-muted-foreground" />
+      <span>{{ t("grid.copyExtractorDefaultFormat") }}</span>
+    </span>
+    <div class="flex min-w-0 items-center gap-1">
+      <DropdownMenu>
+        <DropdownMenuTrigger as-child>
+          <Button variant="outline" size="sm" class="h-6 max-w-52 min-w-0 gap-1 px-2 text-xs">
+            <span class="truncate">{{ currentLabel }}</span>
+            <ChevronDown class="h-3.5 w-3.5 shrink-0 text-muted-foreground" />
+          </Button>
+        </DropdownMenuTrigger>
+        <DropdownMenuContent align="end" class="min-w-52">
+          <template v-for="item in items" :key="item.value">
+            <DropdownMenuSeparator v-if="item.separatorBefore" />
+            <DropdownMenuItem class="gap-2" :disabled="item.disabled" @select="emit('select', item.value)">
+              <span class="flex-1">{{ item.label }}</span>
+              <Check v-if="currentValue === item.value" class="h-3.5 w-3.5 shrink-0 text-primary" />
+            </DropdownMenuItem>
+          </template>
+        </DropdownMenuContent>
+      </DropdownMenu>
+      <Button variant="ghost" size="icon" class="h-6 w-6 shrink-0" :title="t('grid.copyExtractorConfigure')" :aria-label="t('grid.copyExtractorConfigure')" @click="emit('configure')">
+        <Settings2 class="h-3.5 w-3.5" />
+      </Button>
+    </div>
+  </div>
+</template>
diff --git a/apps/desktop/src/components/grid/DataGridToolbar.vue b/apps/desktop/src/components/grid/DataGridToolbar.vue
index e476c9f715..90cb12561b 100644
--- a/apps/desktop/src/components/grid/DataGridToolbar.vue
+++ b/apps/desktop/src/components/grid/DataGridToolbar.vue
@@ -109,9 +109,8 @@ function actionLabelClass() {
           <template v-for="item in copyData?.items ?? []" :key="item.value">
             <DropdownMenuSeparator v-if="item.separatorBefore" />
             <DropdownMenuItem class="gap-2" :disabled="item.disabled" @select="void selectDataGridToolbarCopyItem(copyData, item.value)">
-              <Check v-if="copyData?.currentValue === item.value" class="h-3.5 w-3.5" />
-              <span v-else class="h-3.5 w-3.5" />
-              {{ item.label }}
+              <span class="flex-1">{{ item.label }}</span>
+              <Check v-if="copyData?.currentValue === item.value" class="h-3.5 w-3.5 shrink-0 text-primary" />
             </DropdownMenuItem>
           </template>
         </DropdownMenuContent>
diff --git a/apps/desktop/src/components/layout/ContentArea.vue b/apps/desktop/src/components/layout/ContentArea.vue
index d2b188315f..a86627eede 100644
--- a/apps/desktop/src/components/layout/ContentArea.vue
+++ b/apps/desktop/src/components/layout/ContentArea.vue
@@ -19,6 +19,7 @@ import QueryLoadingState from "@/components/common/QueryLoadingState.vue";
 import QueryErrorActions from "@/components/common/QueryErrorActions.vue";
 import QueryResultToolbarActions from "@/components/layout/QueryResultToolbarActions.vue";
 import QueryResultViewSwitcher from "@/components/layout/QueryResultViewSwitcher.vue";
+import DataGridCopyFormatControl from "@/components/grid/DataGridCopyFormatControl.vue";
 import DataGridFontFamilyControl from "@/components/grid/DataGridFontFamilyControl.vue";
 import type { ColumnInfo } from "@/components/editor/ColumnInfoPanel.vue";
 let dataGridComponentPromise: Promise<typeof import("@/components/grid/DataGrid.vue")> | undefined;
@@ -112,6 +113,11 @@ type DataGridHandle = {
   allNullColumnCount: number;
   canToggleAllNullColumns: boolean;
   toggleAllNullColumns: () => void;
+  defaultCopyExtractor: string;
+  defaultCopyExtractorLabel: string;
+  copyExtractorMenuItems: Array<{ value: string; label: string; disabled?: boolean; separatorBefore?: boolean }>;
+  setDefaultCopyExtractor: (value: string) => void;
+  openExtractorConfiguration: () => void;
   showDdl: boolean;
   toggleDdl: (tab?: TableInfoTab) => void;
   multiRowTranspose: boolean;
@@ -211,6 +217,7 @@ const standaloneResultToolbarRef = ref<HTMLElement | null>(null);
 const standaloneResultToolbarWidth = ref(0);
 const resultTabsScrollerRef = ref<HTMLElement | null>(null);
 const columnVisibilitySearch = ref("");
+const dataGridViewOptionsOpen = ref(false);
 const columnVisibilityOptions = computed(() => dataGridRef.value?.filteredColumnVisibilityOptions(columnVisibilitySearch.value) ?? []);
 const dataGridRenderMode = computed(() => settingsStore.editorSettings.dataGridRenderMode);
 const dataGridSearchMode = computed(() => settingsStore.editorSettings.dataGridSearchMode);
@@ -220,6 +227,11 @@ const tableFontSize = computed(() => settingsStore.editorSettings.tableFontSize)
 const redisKeyBrowserRef = ref<SearchableBrowserHandle>();
 const documentBrowserRef = ref<SearchableBrowserHandle>();
 
+function openDataGridExtractorConfiguration() {
+  dataGridViewOptionsOpen.value = false;
+  void nextTick(() => dataGridRef.value?.openExtractorConfiguration());
+}
+
 const etcdKeyBrowserRef = ref<SearchableBrowserHandle>();
 const etcdDashboardRef = ref<{ refresh?: () => boolean }>();
 const zookeeperKeyBrowserRef = ref<SearchableBrowserHandle>();
@@ -1080,7 +1092,7 @@ defineExpose({ focusSearch, refreshData, refreshQueryEditorCompletionCache, hand
                 </div>
               </template>
               <div class="ml-auto flex shrink-0 items-center gap-1">
-                <Popover v-if="activeOutputView === 'result' && activeTab.result && hasTabularResult && !activeElasticsearchJsonResponse">
+                <Popover v-if="activeOutputView === 'result' && activeTab.result && hasTabularResult && !activeElasticsearchJsonResponse" v-model:open="dataGridViewOptionsOpen">
                   <PopoverTrigger as-child>
                     <Button variant="ghost" size="icon" class="h-6 w-7 shrink-0 text-foreground hover:bg-accent" :title="t('grid.viewOptions')" :aria-label="t('grid.viewOptions')">
                       <Wrench class="h-4 w-4" />
@@ -1270,6 +1282,13 @@ defineExpose({ focusSearch, refreshData, refreshQueryEditorCompletionCache, hand
                       </span>
                       <Switch size="sm" :model-value="!!dataGridRef?.nullColumnsHidden" :disabled="!dataGridRef?.canToggleAllNullColumns" :aria-label="t('grid.hideNullColumns')" @update:model-value="dataGridRef?.toggleAllNullColumns()" />
                     </div>
+                    <DataGridCopyFormatControl
+                      :current-label="dataGridRef?.defaultCopyExtractorLabel ?? '-'"
+                      :current-value="dataGridRef?.defaultCopyExtractor ?? ''"
+                      :items="dataGridRef?.copyExtractorMenuItems ?? []"
+                      @select="dataGridRef?.setDefaultCopyExtractor($event)"
+                      @configure="openDataGridExtractorConfiguration"
+                    />
                   </PopoverContent>
                 </Popover>
                 <LightTooltip :text="t('editor.hideResultsPane')" side="bottom" :delay="0" :close-delay="0" nowrap>
@@ -1592,7 +1611,7 @@ defineExpose({ focusSearch, refreshData, refreshQueryEditorCompletionCache, hand
               </div>
             </DropdownMenuContent>
           </DropdownMenu>
-          <Popover v-if="activeTab.result?.columns.length">
+          <Popover v-if="activeTab.result?.columns.length" v-model:open="dataGridViewOptionsOpen">
             <PopoverTrigger as-child>
               <Button variant="ghost" size="icon" class="h-6 w-7 shrink-0 text-foreground hover:bg-accent" :title="t('grid.viewOptions')" :aria-label="t('grid.viewOptions')">
                 <Wrench class="h-4 w-4" />
@@ -1758,6 +1777,13 @@ defineExpose({ focusSearch, refreshData, refreshQueryEditorCompletionCache, hand
                 </span>
                 <Switch size="sm" :model-value="!!dataGridRef?.nullColumnsHidden" :disabled="!dataGridRef?.canToggleAllNullColumns" :aria-label="t('grid.hideNullColumns')" @update:model-value="dataGridRef?.toggleAllNullColumns()" />
               </div>
+              <DataGridCopyFormatControl
+                :current-label="dataGridRef?.defaultCopyExtractorLabel ?? '-'"
+                :current-value="dataGridRef?.defaultCopyExtractor ?? ''"
+                :items="dataGridRef?.copyExtractorMenuItems ?? []"
+                @select="dataGridRef?.setDefaultCopyExtractor($event)"
+                @configure="openDataGridExtractorConfiguration"
+              />
             </PopoverContent>
           </Popover>
         </div>
diff --git a/apps/desktop/src/components/ui/CustomContextMenu.vue b/apps/desktop/src/components/ui/CustomContextMenu.vue
index 4346b04a6c..99ffa27ac6 100644
--- a/apps/desktop/src/components/ui/CustomContextMenu.vue
+++ b/apps/desktop/src/components/ui/CustomContextMenu.vue
@@ -1,6 +1,6 @@
 <script setup lang="ts">
 import { ref, watch, onBeforeUnmount, onMounted, nextTick, type Component } from "vue";
-import { ChevronRight } from "@lucide/vue";
+import { Check, ChevronRight } from "@lucide/vue";
 import { shortcutDisplayKeys } from "@/lib/editor/shortcutDisplay";
 import { registerGlobalContextMenu, type ContextMenuRegistration } from "@/components/ui/customContextMenuRegistry";
 
@@ -11,6 +11,7 @@ export interface ContextMenuItem {
   separator?: boolean;
   icon?: Component;
   iconClass?: string;
+  checked?: boolean;
   // Raw shortcut syntax such as `Mod+C` or `Shift+Alt+U`; display formatting stays in this component.
   shortcut?: string;
   variant?: "default" | "destructive";
@@ -283,6 +284,7 @@ onBeforeUnmount(() => {
               <component :is="item.icon" v-if="item.icon" :class="['size-4', item.iconClass]" />
             </span>
             <span class="flex-1 whitespace-nowrap">{{ item.label }}</span>
+            <Check v-if="item.checked" class="ml-4 size-4 shrink-0 text-primary" />
             <span v-if="item.shortcut" class="ml-8 inline-flex shrink-0 items-center gap-1 text-muted-foreground">
               <kbd v-for="key in shortcutKeys(item.shortcut)" :key="key" class="min-w-4 rounded border border-border/70 bg-muted/60 px-1 py-0.5 text-center font-mono text-[10px] leading-none text-muted-foreground shadow-xs">{{ key }}</kbd>
             </span>
@@ -313,6 +315,7 @@ onBeforeUnmount(() => {
               <component :is="child.icon" v-if="child.icon" :class="['size-4', child.iconClass]" />
             </span>
             <span class="flex-1 whitespace-nowrap">{{ child.label }}</span>
+            <Check v-if="child.checked" class="ml-4 size-4 shrink-0 text-primary" />
             <span v-if="child.shortcut" class="ml-8 inline-flex shrink-0 items-center gap-1 text-muted-foreground">
               <kbd v-for="key in shortcutKeys(child.shortcut)" :key="key" class="min-w-4 rounded border border-border/70 bg-muted/60 px-1 py-0.5 text-center font-mono text-[10px] leading-none text-muted-foreground shadow-xs">{{ key }}</kbd>
             </span>
diff --git a/apps/desktop/src/components/ui/__tests__/CustomContextMenu.spec.ts b/apps/desktop/src/components/ui/__tests__/CustomContextMenu.spec.ts
index 8d4f94d121..4d51efeb04 100644
--- a/apps/desktop/src/components/ui/__tests__/CustomContextMenu.spec.ts
+++ b/apps/desktop/src/components/ui/__tests__/CustomContextMenu.spec.ts
@@ -97,6 +97,36 @@ describe("CustomContextMenu lifecycle", () => {
     app.unmount();
   });
 
+  it("renders checked state after the menu label", async () => {
+    const root = defineComponent({
+      setup() {
+        return () =>
+          h(
+            CustomContextMenu,
+            { items: [{ label: "Current", checked: true }, { label: "Other" }] },
+            {
+              default: ({ onContextMenu }: { onContextMenu: (event: MouseEvent) => void }) => h("div", { id: "context-target", onContextmenu: onContextMenu }, "Target"),
+            },
+          );
+      },
+    });
+    const container = document.createElement("div");
+    mountedContainers.push(container);
+    document.body.append(container);
+    const app = createApp(root);
+    app.mount(container);
+
+    container.querySelector("#context-target")?.dispatchEvent(new MouseEvent("contextmenu", { bubbles: true }));
+    await nextTick();
+
+    const current = Array.from(document.body.querySelectorAll("button")).find((button) => button.textContent?.includes("Current"));
+    const other = Array.from(document.body.querySelectorAll("button")).find((button) => button.textContent?.includes("Other"));
+    expect(current?.lastElementChild?.tagName.toLowerCase()).toBe("svg");
+    expect(other?.querySelector("svg")).toBeNull();
+
+    app.unmount();
+  });
+
   it("resolves lazy menu items again for every open", async () => {
     let copied = false;
     const items = vi.fn(() =>
diff --git a/apps/desktop/src/composables/__tests__/useDataGridExport.spec.ts b/apps/desktop/src/composables/__tests__/useDataGridExport.spec.ts
index 8139866673..fd6f751d7a 100644
--- a/apps/desktop/src/composables/__tests__/useDataGridExport.spec.ts
+++ b/apps/desktop/src/composables/__tests__/useDataGridExport.spec.ts
@@ -433,6 +433,37 @@ describe("useDataGridExport prepared row statements", () => {
     expect(state.canCopyWithExtractor("sql-inserts")).toBe(true);
   });
 
+  it("supports a one-off INSERT primary-key override without changing saved options", async () => {
+    const autoIncrementTable: DataGridTableMeta = {
+      tableName: "users",
+      primaryKeys: ["id"],
+      columns: [{ name: "id", data_type: "int", is_nullable: false, is_primary_key: true, extra: "auto_increment" }],
+    };
+    const matrix: CellSelectionMatrix = { rowIndexes: [0], columnIndexes: [0], columns: ["id"], rows: [[7]] };
+    const savedOptions = {
+      ...DEFAULT_DATA_GRID_EXTRACTOR_OPTIONS,
+      sql: { ...DEFAULT_DATA_GRID_EXTRACTOR_OPTIONS.sql, excludePrimaryKeysFromInsert: true },
+    };
+    const includePrimaryKeys = {
+      ...savedOptions,
+      sql: { ...savedOptions.sql, excludePrimaryKeysFromInsert: false },
+    };
+    vi.mocked(extractDataGridSelection).mockResolvedValueOnce({
+      text: "INSERT INTO `users` (`id`) VALUES (7);",
+      mimeType: "text/sql",
+      fileExtension: "sql",
+      rowCount: 1,
+      columnCount: 1,
+    });
+    const state = createExportState(autoIncrementTable, ["id"], matrix, [7], undefined, undefined, [], savedOptions);
+
+    expect(state.canCopyWithExtractor("sql-inserts")).toBe(false);
+    expect(state.canCopyWithExtractor("sql-inserts", includePrimaryKeys)).toBe(true);
+    await expect(state.copyWithExtractor("sql-inserts", includePrimaryKeys)).resolves.toBe(true);
+    expect(extractDataGridSelection).toHaveBeenCalledWith(expect.objectContaining({ options: expect.objectContaining({ sql: expect.objectContaining({ excludePrimaryKeysFromInsert: false }) }) }));
+    expect(savedOptions.sql.excludePrimaryKeysFromInsert).toBe(true);
+  });
+
   it("sends only selected values for non-SQL extraction and marks column selections", async () => {
     const matrix: CellSelectionMatrix = { rowIndexes: [0], columnIndexes: [1], columns: ["name"], rows: [["Ada"]] };
     vi.mocked(extractDataGridSelection).mockResolvedValueOnce({
diff --git a/apps/desktop/src/composables/useDataGridExtractor.ts b/apps/desktop/src/composables/useDataGridExtractor.ts
index 8181d7ccac..05bd2efe41 100644
--- a/apps/desktop/src/composables/useDataGridExtractor.ts
+++ b/apps/desktop/src/composables/useDataGridExtractor.ts
@@ -173,12 +173,12 @@ export function useDataGridExtractor(options: UseDataGridExtractorOptions) {
     });
   }
 
-  function canCopyWithExtractor(extractor: DataGridCopyExtractorId): boolean {
+  function canCopyWithExtractor(extractor: DataGridCopyExtractorId, extractorOptions: DataGridExtractorOptions = options.extractorOptions?.value ?? DEFAULT_DATA_GRID_EXTRACTOR_OPTIONS): boolean {
     if (hasUnsupportedDiscreteSelection.value) return false;
     if (!options.hasRowSelection.value && !options.hasCellSelection.value && !options.contextCell.value) return false;
     if (extractorUnavailableForDatabase(extractor, options.databaseType.value)) return false;
     if (extractor === "sql-inserts") {
-      const request = buildRequest(extractor);
+      const request = buildRequest(extractor, extractorOptions);
       return request !== null && options.canCopySqlInsert(request);
     }
     if (extractor === "sql-updates") {
@@ -198,13 +198,13 @@ export function useDataGridExtractor(options: UseDataGridExtractorOptions) {
     return { text, mimeType: "application/javascript", fileExtension: "js", rowCount: rowLimit ?? request.rows.length, columnCount: request.selectedColumnIndexes.length, warnings: undefined, omittedColumns: undefined };
   }
 
-  async function copyWithExtractor(extractor: DataGridCopyExtractorId): Promise<boolean> {
+  async function copyWithExtractor(extractor: DataGridCopyExtractorId, extractorOptions: DataGridExtractorOptions = options.extractorOptions?.value ?? DEFAULT_DATA_GRID_EXTRACTOR_OPTIONS): Promise<boolean> {
     if (hasUnsupportedDiscreteSelection.value) {
       toast(t("grid.copyExtractorUnsupportedSelection"), 5000);
       return false;
     }
-    if (!canCopyWithExtractor(extractor)) return false;
-    const request = buildRequest(extractor);
+    if (!canCopyWithExtractor(extractor, extractorOptions)) return false;
+    const request = buildRequest(extractor, extractorOptions);
     if (!request) return false;
     try {
       const mongoResult = await resolveMongoExtractorResult(extractor, request);
diff --git a/apps/desktop/src/i18n/locales/en.ts b/apps/desktop/src/i18n/locales/en.ts
index 8f9f6cb7f8..b901e39583 100644
--- a/apps/desktop/src/i18n/locales/en.ts
+++ b/apps/desktop/src/i18n/locales/en.ts
@@ -1033,11 +1033,14 @@ export default {
     copyExtractorOneRow: "One-row",
     copyExtractorSqlInList: "SQL IN List",
     copyExtractorSqlInserts: "SQL Inserts",
+    copyExtractorSqlInsertsWithPrimaryKeys: "SQL Inserts (with Primary Keys)",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "SQL Inserts (without Primary Keys)",
     copyExtractorSqlUpdates: "SQL Updates",
     copyExtractorWhereClause: "Where Clause",
     copyExtractorPipeSeparated: "Pipe-separated",
     copyExtractorPretty: "Pretty Table",
     copyExtractorConfigure: "Configure Data Extractors…",
+    copyExtractorDefaultFormat: "Default copy format",
     copyExtractorFormat: "Extractor",
     copyExtractorColumnSeparator: "Column separator",
     copyExtractorRowSeparator: "Row separator",
diff --git a/apps/desktop/src/i18n/locales/es.ts b/apps/desktop/src/i18n/locales/es.ts
index 7bd0dd38a7..23b87a85c5 100644
--- a/apps/desktop/src/i18n/locales/es.ts
+++ b/apps/desktop/src/i18n/locales/es.ts
@@ -1324,11 +1324,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "CSV de una fila",
     copyExtractorSqlInList: "Lista SQL IN",
     copyExtractorSqlInserts: "Sentencias SQL INSERT",
+    copyExtractorSqlInsertsWithPrimaryKeys: "Sentencias SQL INSERT (con claves primarias)",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "Sentencias SQL INSERT (sin claves primarias)",
     copyExtractorSqlUpdates: "Sentencias SQL UPDATE",
     copyExtractorWhereClause: "Cláusula WHERE",
     copyExtractorPipeSeparated: "Separado por barra vertical",
     copyExtractorPretty: "Tabla formateada",
     copyExtractorConfigure: "Configurar extractor de datos…",
+    copyExtractorDefaultFormat: "Formato de copia predeterminado",
     copyExtractorFormat: "Extractor",
     copyExtractorColumnSeparator: "Separador de columnas",
     copyExtractorRowSeparator: "Separador de filas",
diff --git a/apps/desktop/src/i18n/locales/it.ts b/apps/desktop/src/i18n/locales/it.ts
index 431d097b61..f5f8ce4047 100644
--- a/apps/desktop/src/i18n/locales/it.ts
+++ b/apps/desktop/src/i18n/locales/it.ts
@@ -1322,11 +1322,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "CSV a riga singola",
     copyExtractorSqlInList: "Lista SQL IN",
     copyExtractorSqlInserts: "Istruzioni SQL INSERT",
+    copyExtractorSqlInsertsWithPrimaryKeys: "Istruzioni SQL INSERT (con chiavi primarie)",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "Istruzioni SQL INSERT (senza chiavi primarie)",
     copyExtractorSqlUpdates: "Istruzioni SQL UPDATE",
     copyExtractorWhereClause: "Clausola WHERE",
     copyExtractorPipeSeparated: "Separato da pipe",
     copyExtractorPretty: "Testo tabellare",
     copyExtractorConfigure: "Configura estrattore dati…",
+    copyExtractorDefaultFormat: "Formato di copia predefinito",
     copyExtractorFormat: "Estrattore",
     copyExtractorColumnSeparator: "Separatore di colonna",
     copyExtractorRowSeparator: "Separatore di riga",
diff --git a/apps/desktop/src/i18n/locales/ja.ts b/apps/desktop/src/i18n/locales/ja.ts
index 6371c2975c..a11cba087e 100644
--- a/apps/desktop/src/i18n/locales/ja.ts
+++ b/apps/desktop/src/i18n/locales/ja.ts
@@ -1323,11 +1323,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "単行CSV",
     copyExtractorSqlInList: "SQL IN リスト",
     copyExtractorSqlInserts: "SQL INSERT 文",
+    copyExtractorSqlInsertsWithPrimaryKeys: "SQL INSERT 文（主キーを含む）",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "SQL INSERT 文（主キーを除外）",
     copyExtractorSqlUpdates: "SQL UPDATE 文",
     copyExtractorWhereClause: "WHERE 条件",
     copyExtractorPipeSeparated: "パイプ区切り",
     copyExtractorPretty: "テーブルテキスト",
     copyExtractorConfigure: "データ抽出の設定…",
+    copyExtractorDefaultFormat: "デフォルトのコピー形式",
     copyExtractorFormat: "抽出器",
     copyExtractorColumnSeparator: "列区切り文字",
     copyExtractorRowSeparator: "行区切り文字",
diff --git a/apps/desktop/src/i18n/locales/ko.ts b/apps/desktop/src/i18n/locales/ko.ts
index 62e0dc2a0c..80a44fb78a 100644
--- a/apps/desktop/src/i18n/locales/ko.ts
+++ b/apps/desktop/src/i18n/locales/ko.ts
@@ -1022,11 +1022,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "단일 행",
     copyExtractorSqlInList: "SQL IN 목록",
     copyExtractorSqlInserts: "SQL INSERT",
+    copyExtractorSqlInsertsWithPrimaryKeys: "SQL INSERT (기본 키 포함)",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "SQL INSERT (기본 키 제외)",
     copyExtractorSqlUpdates: "SQL UPDATE",
     copyExtractorWhereClause: "WHERE 절",
     copyExtractorPipeSeparated: "파이프(|) 구분",
     copyExtractorPretty: "보기 좋은 표",
     copyExtractorConfigure: "데이터 추출기 설정…",
+    copyExtractorDefaultFormat: "기본 복사 형식",
     copyExtractorFormat: "추출기",
     copyExtractorColumnSeparator: "열 구분자",
     copyExtractorRowSeparator: "행 구분자",
diff --git a/apps/desktop/src/i18n/locales/pt-BR.ts b/apps/desktop/src/i18n/locales/pt-BR.ts
index 732ae94a38..f6822701be 100644
--- a/apps/desktop/src/i18n/locales/pt-BR.ts
+++ b/apps/desktop/src/i18n/locales/pt-BR.ts
@@ -1324,11 +1324,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "CSV de linha única",
     copyExtractorSqlInList: "Lista SQL IN",
     copyExtractorSqlInserts: "Instruções SQL INSERT",
+    copyExtractorSqlInsertsWithPrimaryKeys: "Instruções SQL INSERT (com chaves primárias)",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "Instruções SQL INSERT (sem chaves primárias)",
     copyExtractorSqlUpdates: "Instruções SQL UPDATE",
     copyExtractorWhereClause: "Condição WHERE",
     copyExtractorPipeSeparated: "Separado por pipe",
     copyExtractorPretty: "Tabela formatada",
     copyExtractorConfigure: "Configurar extrator de dados…",
+    copyExtractorDefaultFormat: "Formato de cópia padrão",
     copyExtractorFormat: "Extrator",
     copyExtractorColumnSeparator: "Separador de coluna",
     copyExtractorRowSeparator: "Separador de linha",
diff --git a/apps/desktop/src/i18n/locales/zh-CN.ts b/apps/desktop/src/i18n/locales/zh-CN.ts
index 839938101a..60d5a27058 100644
--- a/apps/desktop/src/i18n/locales/zh-CN.ts
+++ b/apps/desktop/src/i18n/locales/zh-CN.ts
@@ -1034,11 +1034,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "单行 CSV",
     copyExtractorSqlInList: "SQL IN 列表",
     copyExtractorSqlInserts: "SQL INSERT 语句",
+    copyExtractorSqlInsertsWithPrimaryKeys: "SQL INSERT 语句（含主键）",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "SQL INSERT 语句（不含主键）",
     copyExtractorSqlUpdates: "SQL UPDATE 语句",
     copyExtractorWhereClause: "WHERE 条件",
     copyExtractorPipeSeparated: "竖线分隔",
     copyExtractorPretty: "表格文本",
     copyExtractorConfigure: "配置数据提取器…",
+    copyExtractorDefaultFormat: "默认复制格式",
     copyExtractorFormat: "提取器",
     copyExtractorColumnSeparator: "列分隔符",
     copyExtractorRowSeparator: "行分隔符",
diff --git a/apps/desktop/src/i18n/locales/zh-TW.ts b/apps/desktop/src/i18n/locales/zh-TW.ts
index 7c44d1ec6c..0613f82484 100644
--- a/apps/desktop/src/i18n/locales/zh-TW.ts
+++ b/apps/desktop/src/i18n/locales/zh-TW.ts
@@ -1323,11 +1323,14 @@ export default withEnglishFallback({
     copyExtractorOneRow: "單行 CSV",
     copyExtractorSqlInList: "SQL IN 列表",
     copyExtractorSqlInserts: "SQL INSERT 語句",
+    copyExtractorSqlInsertsWithPrimaryKeys: "SQL INSERT 語句（含主鍵）",
+    copyExtractorSqlInsertsWithoutPrimaryKeys: "SQL INSERT 語句（不含主鍵）",
     copyExtractorSqlUpdates: "SQL UPDATE 語句",
     copyExtractorWhereClause: "WHERE 條件",
     copyExtractorPipeSeparated: "豎線分隔",
     copyExtractorPretty: "表格文本",
     copyExtractorConfigure: "配置資料提取器…",
+    copyExtractorDefaultFormat: "預設複製格式",
     copyExtractorFormat: "提取器",
     copyExtractorColumnSeparator: "列分隔符",
     copyExtractorRowSeparator: "行分隔符",
diff --git a/apps/desktop/src/lib/dataGrid/dataGridContextMenu.ts b/apps/desktop/src/lib/dataGrid/dataGridContextMenu.ts
index 32b80ebbdf..4c0847e617 100644
--- a/apps/desktop/src/lib/dataGrid/dataGridContextMenu.ts
+++ b/apps/desktop/src/lib/dataGrid/dataGridContextMenu.ts
@@ -16,6 +16,7 @@ export type DataGridContextMenuItem = {
   separator?: boolean;
   icon?: Component;
   iconClass?: string;
+  checked?: boolean;
   shortcut?: string;
   variant?: "default" | "destructive";
   visible?: boolean;