diff --git a/frontend/src/components/Profile/ProfileCompletionModal.tsx b/frontend/src/components/Profile/ProfileCompletionModal.tsx
index 5cb8d070a..0644f2881 100644
--- a/frontend/src/components/Profile/ProfileCompletionModal.tsx
+++ b/frontend/src/components/Profile/ProfileCompletionModal.tsx
@@ -253,7 +253,7 @@ export const ProfileCompletionModal: React.FC<ProfileCompletionModalProps> = ({
               <MapPin className="h-4 w-4" />
               {t.cart.profileCompletion.fields.address.label[lang]}
               <span className="text-muted-foreground text-xs">
-                ({t.cart.profileCompletion.fields.address.optional[lang]})
+                {t.cart.profileCompletion.fields.address.optional[lang]}
               </span>
             </Label>
             <p className="text-xs text-muted-foreground">
@@ -368,7 +368,7 @@ export const ProfileCompletionModal: React.FC<ProfileCompletionModalProps> = ({
             </div>
           </div>
 
-          <DialogFooter className="flex gap-3 pt-4">
+          <DialogFooter className="flex justify-between gap-3 pt-4">
             <Button
               type="button"
               variant="outline"
@@ -377,7 +377,12 @@ export const ProfileCompletionModal: React.FC<ProfileCompletionModalProps> = ({
             >
               {t.cart.profileCompletion.buttons.cancel[lang]}
             </Button>
-            <Button type="submit" disabled={loading} className="flex-1">
+            <Button
+              type="submit"
+              variant="secondary"
+              disabled={loading}
+              className="flex-1"
+            >
               {loading ? (
                 <>
                   <Loader2 className="mr-2 h-4 w-4 animate-spin" />
diff --git a/frontend/src/hooks/useProfileCompletion.ts b/frontend/src/hooks/useProfileCompletion.ts
index c53c72d5e..670d9f1a5 100644
--- a/frontend/src/hooks/useProfileCompletion.ts
+++ b/frontend/src/hooks/useProfileCompletion.ts
@@ -16,6 +16,7 @@ export interface ProfileCompletionStatus {
   isComplete: boolean;
   hasName: boolean;
   hasPhone: boolean;
+  hasAddress: boolean;
   missingFields: string[];
   warnings: string[];
 }
@@ -65,6 +66,9 @@ export function useProfileCompletion(): {
         profileWithPhone.phone && profileWithPhone.phone.trim()
       );
 
+      // Check if user has at least one address
+      const hasAddress = !!(existingAddresses && existingAddresses.length > 0);
+
       const missingFields: string[] = [];
       const warnings: string[] = [];
 
@@ -72,18 +76,23 @@ export function useProfileCompletion(): {
         missingFields.push("full_name");
       }
 
+      if (!hasAddress) {
+        missingFields.push("address");
+      }
+
       if (!hasPhone) {
         warnings.push(
           "Phone number is recommended for easier communication about your bookings",
         );
       }
 
-      const isComplete = hasName; // Only name is required for booking
+      const isComplete = hasName && hasAddress; // Name and address are required for booking
 
       setStatus({
         isComplete,
         hasName,
         hasPhone,
+        hasAddress,
         missingFields,
         warnings,
       });
@@ -93,13 +102,14 @@ export function useProfileCompletion(): {
         isComplete: false,
         hasName: false,
         hasPhone: false,
-        missingFields: ["full_name"],
+        hasAddress: false,
+        missingFields: ["full_name", "address"],
         warnings: [],
       });
     } finally {
       setLoading(false);
     }
-  }, [user, userProfile]);
+  }, [user, userProfile, existingAddresses]);
 
   const updateProfile = useCallback(
     async (data: CompleteProfileData): Promise<boolean> => {
diff --git a/frontend/src/pages/Cart.tsx b/frontend/src/pages/Cart.tsx
index c968aaac8..fc7c6f9d1 100644
--- a/frontend/src/pages/Cart.tsx
+++ b/frontend/src/pages/Cart.tsx
@@ -2,6 +2,7 @@ import { useLanguage } from "@/context/LanguageContext";
 import { useFormattedDate } from "@/hooks/useFormattedDate";
 import { useTranslation } from "@/hooks/useTranslation";
 import { useProfileCompletion } from "@/hooks/useProfileCompletion";
+import { useRoles } from "@/hooks/useRoles";
 import {
   selectSelectedUser,
   getCurrentUser,
@@ -24,6 +25,8 @@ import { toast } from "sonner";
 import { Button } from "../components/ui/button";
 import { Input } from "../components/ui/input";
 import { toastConfirm } from "../components/ui/toastConfirm";
+import { TooltipTrigger, TooltipContent } from "../components/ui/tooltip";
+import * as TooltipPrimitive from "@radix-ui/react-tooltip";
 import { ProfileCompletionModal } from "../components/Profile/ProfileCompletionModal";
 import InlineTimeframePicker from "../components/InlineTimeframeSelector";
 import { useAppDispatch, useAppSelector } from "../store/hooks";
@@ -52,7 +55,10 @@ const Cart: React.FC = () => {
   const { formatDate } = useFormattedDate();
 
   // Profile completion hook
-  const { updateProfile } = useProfileCompletion();
+  const { status: profileStatus, updateProfile } = useProfileCompletion();
+
+  // Roles hook for checking user permissions
+  const { activeContext } = useRoles();
 
   const [availabilityMap, setAvailabilityMap] = useState<{
     [itemId: string]: {
@@ -126,6 +132,27 @@ const Cart: React.FC = () => {
   // Check if items are in different locations
   const hasMultipleLocations = itemsByLocation.length > 1;
 
+  // Check if checkout should be disabled based on active role context
+  const isCheckoutDisabled = useMemo(() => {
+    if (
+      !activeContext ||
+      !activeContext.roleName ||
+      !activeContext.organizationName
+    ) {
+      return false;
+    }
+    if (activeContext.roleName === "super_admin") {
+      return true;
+    }
+    if (
+      activeContext.roleName === "user" &&
+      activeContext.organizationName !== "Global"
+    ) {
+      return true;
+    }
+    return false;
+  }, [activeContext]);
+
   useEffect(() => {
     if (!startDate || !endDate || cartItems.length === 0) return;
 
@@ -225,6 +252,15 @@ const Cart: React.FC = () => {
     return unavailableItems;
   };
 
+  // Load user addresses for profile completion check
+  useEffect(() => {
+    if (user?.id) {
+      dispatch(getUserAddresses(user.id)).catch((error) => {
+        console.warn("Failed to load user addresses:", error);
+      });
+    }
+  }, [dispatch, user?.id]);
+
   const handleQuantityChange = (id: string, quantity: number) => {
     if (quantity < 1) return;
 
@@ -331,6 +367,15 @@ const Cart: React.FC = () => {
     }
   };
 
+  const handleCheckoutClick = () => {
+    if (isCheckoutDisabled) {
+      toast.error(t.cart.buttons.wrongRole[lang]);
+      return;
+    }
+
+    void handleCheckout();
+  };
+
   const handleCheckout = async () => {
     if (!user) {
       toast.error(t.cart.toast.loginRequired[lang]);
@@ -364,6 +409,12 @@ const Cart: React.FC = () => {
       return;
     }
 
+    // Check if profile is complete before proceeding
+    if (profileStatus && !profileStatus.isComplete) {
+      setIsProfileModalOpen(true);
+      return;
+    }
+
     // Validate all items are within available quantity
     const invalidItems = cartItems.filter((item) => {
       const availability = availabilityMap[item.item.id];
@@ -813,23 +864,38 @@ const Cart: React.FC = () => {
           </div>
 
           {/* Checkout Button Below Summary */}
-          <Button
-            className="bg-background rounded-2xl text-secondary border-secondary border-1 hover:text-background hover:bg-secondary w-full"
-            disabled={
-              !startDate || !endDate || bookingLoading || cartItems.length === 0
-            }
-            onClick={handleCheckout}
-            data-cy="cart-checkout-btn"
-          >
-            {bookingLoading ? (
-              <>
-                <LoaderCircle className="mr-2 h-4 w-4 animate-spin" />
-                {t.cart.buttons.processing[lang]}
-              </>
-            ) : (
-              t.cart.buttons.checkout[lang]
+          <TooltipPrimitive.Root>
+            <TooltipTrigger asChild>
+              <div className="w-full">
+                <Button
+                  className="bg-background rounded-2xl text-secondary border-secondary border-1 hover:text-background hover:bg-secondary w-full"
+                  disabled={
+                    !startDate ||
+                    !endDate ||
+                    bookingLoading ||
+                    cartItems.length === 0 ||
+                    isCheckoutDisabled
+                  }
+                  onClick={handleCheckoutClick}
+                  data-cy="cart-checkout-btn"
+                >
+                  {bookingLoading ? (
+                    <>
+                      <LoaderCircle className="mr-2 h-4 w-4 animate-spin" />
+                      {t.cart.buttons.processing[lang]}
+                    </>
+                  ) : (
+                    t.cart.buttons.checkout[lang]
+                  )}
+                </Button>
+              </div>
+            </TooltipTrigger>
+            {isCheckoutDisabled && (
+              <TooltipContent>
+                <p>{t.cart.buttons.wrongRole[lang]}</p>
+              </TooltipContent>
             )}
-          </Button>
+          </TooltipPrimitive.Root>
         </div>
       </div>
 
diff --git a/frontend/src/translations/modules/cart.ts b/frontend/src/translations/modules/cart.ts
index 46ce7ffb3..dd527b832 100644
--- a/frontend/src/translations/modules/cart.ts
+++ b/frontend/src/translations/modules/cart.ts
@@ -129,6 +129,10 @@ export const cart = {
       fi: "Tuntematon virhe",
       en: "Unknown error",
     },
+    wrongRole: {
+      fi: "Valitse toinen rooli jatkaaksesi kassalle",
+      en: "Please choose another role to proceed with checkout",
+    },
   },
   toast: {
     clearCartTitle: {