diff --git a/apps/web/app/(app)/automation/RuleForm.tsx b/apps/web/app/(app)/automation/RuleForm.tsx
index eebb4dfa..ba70f56b 100644
--- a/apps/web/app/(app)/automation/RuleForm.tsx
+++ b/apps/web/app/(app)/automation/RuleForm.tsx
@@ -18,7 +18,7 @@ import { toast } from "sonner";
 import TextareaAutosize from "react-textarea-autosize";
 import { capitalCase } from "capital-case";
 import { usePostHog } from "posthog-js/react";
-import { ExternalLinkIcon, PlusIcon } from "lucide-react";
+import { ExternalLinkIcon, PlusIcon, FilterIcon } from "lucide-react";
 import { Card } from "@/components/Card";
 import { Button } from "@/components/ui/button";
 import { ErrorMessage, Input, Label } from "@/components/Input";
@@ -28,7 +28,12 @@ import {
   SectionDescription,
   TypographyH3,
 } from "@/components/Typography";
-import { ActionType, CategoryFilterType, RuleType } from "@prisma/client";
+import {
+  ActionType,
+  CategoryFilterType,
+  LogicalOperator,
+  RuleType,
+} from "@prisma/client";
 import { createRuleAction, updateRuleAction } from "@/utils/actions/rule";
 import {
   type CreateRuleBody,
@@ -58,6 +63,13 @@ import { hasVariables } from "@/utils/template";
 import { getEmptyCondition } from "@/utils/condition";
 import { AlertError } from "@/components/Alert";
 import { RadioGroup, RadioGroupItem } from "@/components/ui/radio-group";
+import {
+  DropdownMenu,
+  DropdownMenuContent,
+  DropdownMenuRadioGroup,
+  DropdownMenuRadioItem,
+  DropdownMenuTrigger,
+} from "@/components/ui/dropdown-menu";
 
 export function RuleForm({ rule }: { rule: CreateRuleBody & { id?: string } }) {
   const {
@@ -189,7 +201,36 @@ export function RuleForm({ rule }: { rule: CreateRuleBody & { id?: string } }) {
         />
       </div>
 
-      <TypographyH3 className="mt-6">Conditions</TypographyH3>
+      <div className="mt-6 flex items-end justify-between">
+        <TypographyH3>Conditions</TypographyH3>
+
+        <DropdownMenu>
+          <DropdownMenuTrigger asChild>
+            <Button variant="outline" size="sm">
+              <FilterIcon className="mr-2 h-4 w-4" />
+              Match{" "}
+              {watch("conditionalOperator") === LogicalOperator.AND
+                ? "all"
+                : "any"}
+            </Button>
+          </DropdownMenuTrigger>
+          <DropdownMenuContent>
+            <DropdownMenuRadioGroup
+              value={watch("conditionalOperator")}
+              onValueChange={(value) =>
+                setValue("conditionalOperator", value as LogicalOperator)
+              }
+            >
+              <DropdownMenuRadioItem value={LogicalOperator.AND}>
+                Match all conditions
+              </DropdownMenuRadioItem>
+              <DropdownMenuRadioItem value={LogicalOperator.OR}>
+                Match any condition
+              </DropdownMenuRadioItem>
+            </DropdownMenuRadioGroup>
+          </DropdownMenuContent>
+        </DropdownMenu>
+      </div>
 
       {errors.conditions?.root?.message && (
         <div className="mt-4">
diff --git a/apps/web/utils/actions/rule.ts b/apps/web/utils/actions/rule.ts
index ba4b9da1..522346ac 100644
--- a/apps/web/utils/actions/rule.ts
+++ b/apps/web/utils/actions/rule.ts
@@ -19,6 +19,7 @@ import { getGmailAccessToken, getGmailClient } from "@/utils/gmail/client";
 import { aiFindExampleMatches } from "@/utils/ai/example-matches/find-example-matches";
 import { withActionInstrumentation } from "@/utils/actions/middleware";
 import { flattenConditions } from "@/utils/condition";
+import { LogicalOperator } from "@prisma/client";
 
 export const createRuleAction = withActionInstrumentation(
   "createRule",
@@ -58,6 +59,7 @@ export const createRuleAction = withActionInstrumentation(
               }
             : undefined,
           userId: session.user.id,
+          conditionalOperator: body.conditionalOperator || LogicalOperator.AND,
           // conditions
           instructions: conditions.instructions || null,
           from: conditions.from || null,
@@ -124,6 +126,8 @@ export const updateRuleAction = withActionInstrumentation(
             automate: body.automate ?? undefined,
             runOnThreads: body.runOnThreads ?? undefined,
             name: body.name || undefined,
+            conditionalOperator:
+              body.conditionalOperator || LogicalOperator.AND,
             // conditions
             instructions: conditions.instructions || null,
             from: conditions.from || null,
diff --git a/apps/web/utils/actions/validation.ts b/apps/web/utils/actions/validation.ts
index d72898dd..72745c66 100644
--- a/apps/web/utils/actions/validation.ts
+++ b/apps/web/utils/actions/validation.ts
@@ -1,5 +1,9 @@
 import { z } from "zod";
-import { CategoryFilterType, GroupItemType } from "@prisma/client";
+import {
+  CategoryFilterType,
+  GroupItemType,
+  LogicalOperator,
+} from "@prisma/client";
 import { ActionType, RuleType } from "@prisma/client";
 
 // groups
@@ -134,6 +138,9 @@ export const createRuleBody = z.object({
         message: "You can't have two conditions with the same type.",
       },
     ),
+  conditionalOperator: z
+    .enum([LogicalOperator.AND, LogicalOperator.OR])
+    .default(LogicalOperator.AND),
 });
 export type CreateRuleBody = z.infer<typeof createRuleBody>;