diff --git a/app/Actions/CreateDefaultCategories.php b/app/Actions/CreateDefaultCategories.php
index 22240b9a..274e8ed4 100644
--- a/app/Actions/CreateDefaultCategories.php
+++ b/app/Actions/CreateDefaultCategories.php
@@ -25,7 +25,7 @@ class CreateDefaultCategories
      */
     public static function getDefaultCategories(): array
     {
-        return
+        return [
             ['name' => 'Administrative violations', 'icon' => 'AlertTriangle', 'color' => 'red'],
             ['name' => 'Alimony and child support', 'icon' => 'Users', 'color' => 'teal'],
             ['name' => 'Association membership fees', 'icon' => 'Users2', 'color' => 'cyan'],
diff --git a/app/Http/Controllers/Sync/AccountSyncController.php b/app/Http/Controllers/Sync/AccountSyncController.php
index fdcfe20f..07aa6b0c 100644
--- a/app/Http/Controllers/Sync/AccountSyncController.php
+++ b/app/Http/Controllers/Sync/AccountSyncController.php
@@ -26,5 +26,3 @@ class AccountSyncController extends Controller
         ]);
     }
 }
-
-
diff --git a/app/Http/Controllers/Sync/BankSyncController.php b/app/Http/Controllers/Sync/BankSyncController.php
index 36c68f9f..2980df14 100644
--- a/app/Http/Controllers/Sync/BankSyncController.php
+++ b/app/Http/Controllers/Sync/BankSyncController.php
@@ -27,5 +27,3 @@ class BankSyncController extends Controller
         ]);
     }
 }
-
-
diff --git a/app/Http/Controllers/Sync/CategorySyncController.php b/app/Http/Controllers/Sync/CategorySyncController.php
index ae7b7582..7dd2f824 100644
--- a/app/Http/Controllers/Sync/CategorySyncController.php
+++ b/app/Http/Controllers/Sync/CategorySyncController.php
@@ -24,5 +24,3 @@ class CategorySyncController extends Controller
         ]);
     }
 }
-
-
diff --git a/resources/js/components/automation-rules/rule-builder.tsx b/resources/js/components/automation-rules/rule-builder.tsx
index 4d9c7db9..cdd0d205 100644
--- a/resources/js/components/automation-rules/rule-builder.tsx
+++ b/resources/js/components/automation-rules/rule-builder.tsx
@@ -83,12 +83,12 @@ export function RuleBuilder({ value, onChange, error }: RuleBuilderProps) {
                         variant="outline"
                         size="sm"
                         onClick={toggleGroupOperator}
-                        className='py-4 px-1.5'
+                        className="px-1.5 py-4"
                     >
                         Groups joined by:{' '}
                         <Badge variant="secondary" className="ml-2">
                             {structure.groupOperator.toUpperCase()}
-                            <ChevronDown className="inline-block h-3 w-3 -mr-1" />
+                            <ChevronDown className="-mr-1 inline-block h-3 w-3" />
                         </Badge>
                     </Button>
                 )}
@@ -97,32 +97,39 @@ export function RuleBuilder({ value, onChange, error }: RuleBuilderProps) {
             <div className="space-y-4">
                 {structure.groups.map((group, groupIndex) => (
                     <div key={group.id}>
-                        <Card className="p-4 gap-2">
+                        <Card className="gap-2 p-4">
                             <div className="flex items-center justify-between">
                                 <div className="flex items-center gap-2">
-                                    {group.conditions.length > 1 && (<>
-                                        <Button
-                                            type="button"
-                                            variant="outline"
-                                            className='py-4 px-1.5'
-                                            size="sm"
-                                            onClick={() => {
-                                                updateGroup(group.id, {
-                                                    ...group,
-                                                    operator:
-                                                        group.operator === 'and'
-                                                            ? 'or'
-                                                            : 'and',
-                                                });
-                                            }}
-                                        >
-                                            <span className='text-sm'>Conditions joined by:{' '}</span>
-                                            <Badge variant="secondary" className="ml-2">
-                                                {group.operator.toUpperCase()}
-                                                <ChevronDown className="inline-block h-3 w-3 -mr-1" />
-                                            </Badge>
-                                        </Button>
-                                    </>
+                                    {group.conditions.length > 1 && (
+                                        <>
+                                            <Button
+                                                type="button"
+                                                variant="outline"
+                                                className="px-1.5 py-4"
+                                                size="sm"
+                                                onClick={() => {
+                                                    updateGroup(group.id, {
+                                                        ...group,
+                                                        operator:
+                                                            group.operator ===
+                                                            'and'
+                                                                ? 'or'
+                                                                : 'and',
+                                                    });
+                                                }}
+                                            >
+                                                <span className="text-sm">
+                                                    Conditions joined by:{' '}
+                                                </span>
+                                                <Badge
+                                                    variant="secondary"
+                                                    className="ml-2"
+                                                >
+                                                    {group.operator.toUpperCase()}
+                                                    <ChevronDown className="-mr-1 inline-block h-3 w-3" />
+                                                </Badge>
+                                            </Button>
+                                        </>
                                     )}
                                 </div>
                                 {structure.groups.length > 1 && (
@@ -143,14 +150,16 @@ export function RuleBuilder({ value, onChange, error }: RuleBuilderProps) {
                                         <div key={condition.id}>
                                             <ConditionRow
                                                 condition={condition}
-                                                onChange={(updatedCondition) => {
+                                                onChange={(
+                                                    updatedCondition,
+                                                ) => {
                                                     updateGroup(group.id, {
                                                         ...group,
                                                         conditions:
                                                             group.conditions.map(
                                                                 (c) =>
                                                                     c.id ===
-                                                                        condition.id
+                                                                    condition.id
                                                                         ? updatedCondition
                                                                         : c,
                                                             ),
@@ -186,7 +195,7 @@ export function RuleBuilder({ value, onChange, error }: RuleBuilderProps) {
                                 type="button"
                                 variant="outline"
                                 size="sm"
-                                className="w-full mt-0"
+                                className="mt-0 w-full"
                                 onClick={() => {
                                     updateGroup(group.id, {
                                         ...group,
@@ -267,8 +276,8 @@ function ConditionRow({
         fieldConfig?.type === 'number'
             ? 'number'
             : fieldConfig?.type === 'date'
-                ? 'date'
-                : 'text';
+              ? 'date'
+              : 'text';
 
     return (
         <div className="flex items-center gap-2">
@@ -328,4 +337,3 @@ function ConditionRow({
         </div>
     );
 }
-
diff --git a/resources/js/components/sync-status-button.tsx b/resources/js/components/sync-status-button.tsx
index 9d879e9e..2b000973 100644
--- a/resources/js/components/sync-status-button.tsx
+++ b/resources/js/components/sync-status-button.tsx
@@ -74,5 +74,3 @@ export function SyncStatusButton() {
         </TooltipProvider>
     );
 }
-
-
diff --git a/resources/js/components/transactions/category-select.tsx b/resources/js/components/transactions/category-select.tsx
index 96879e45..24def989 100644
--- a/resources/js/components/transactions/category-select.tsx
+++ b/resources/js/components/transactions/category-select.tsx
@@ -104,5 +104,3 @@ export function CategorySelect({
         </Select>
     );
 }
-
-
diff --git a/resources/js/components/transactions/edit-transaction-dialog.tsx b/resources/js/components/transactions/edit-transaction-dialog.tsx
index 39c27a36..fc5f856b 100644
--- a/resources/js/components/transactions/edit-transaction-dialog.tsx
+++ b/resources/js/components/transactions/edit-transaction-dialog.tsx
@@ -315,18 +315,22 @@ export function EditTransactionDialog({
                                 />
                             ) : (
                                 <div className="text-sm">
-                                    {transaction && (() => {
-                                        const date = parseISO(
-                                            transaction.transaction_date,
-                                        );
-                                        const currentYear = getYear(new Date());
-                                        const transactionYear = getYear(date);
-                                        const formatString =
-                                            transactionYear === currentYear
-                                                ? 'MMMM d'
-                                                : 'MMMM d, yyyy';
-                                        return format(date, formatString);
-                                    })()}
+                                    {transaction &&
+                                        (() => {
+                                            const date = parseISO(
+                                                transaction.transaction_date,
+                                            );
+                                            const currentYear = getYear(
+                                                new Date(),
+                                            );
+                                            const transactionYear =
+                                                getYear(date);
+                                            const formatString =
+                                                transactionYear === currentYear
+                                                    ? 'MMMM d'
+                                                    : 'MMMM d, yyyy';
+                                            return format(date, formatString);
+                                        })()}
                                 </div>
                             )}
                         </div>
@@ -399,7 +403,9 @@ export function EditTransactionDialog({
                                         new Intl.NumberFormat('en-US', {
                                             style: 'currency',
                                             currency: transaction.currency_code,
-                                        }).format(parseFloat(transaction.amount))}
+                                        }).format(
+                                            parseFloat(transaction.amount),
+                                        )}
                                 </div>
                             )}
                         </div>
diff --git a/resources/js/components/transactions/import-transactions-button.tsx b/resources/js/components/transactions/import-transactions-button.tsx
index 43f3a4b5..4f3196ce 100644
--- a/resources/js/components/transactions/import-transactions-button.tsx
+++ b/resources/js/components/transactions/import-transactions-button.tsx
@@ -53,7 +53,9 @@ export function ImportTransactionsButton({
                         </Button>
                     </TooltipTrigger>
                     <TooltipContent>
-                        {!isKeySet ? `Unlock encryption to import transactions` : `Import transactions from CSV/Excel`}
+                        {!isKeySet
+                            ? `Unlock encryption to import transactions`
+                            : `Import transactions from CSV/Excel`}
                     </TooltipContent>
                 </Tooltip>
             </TooltipProvider>
diff --git a/resources/js/components/transactions/import-transactions-drawer.tsx b/resources/js/components/transactions/import-transactions-drawer.tsx
index cb52b810..2476121a 100644
--- a/resources/js/components/transactions/import-transactions-drawer.tsx
+++ b/resources/js/components/transactions/import-transactions-drawer.tsx
@@ -29,7 +29,7 @@ import {
     type ColumnMapping,
     type ImportState,
 } from '@/types/import';
-import { Check, Loader2 } from 'lucide-react';
+import { Check } from 'lucide-react';
 import { useEffect, useState } from 'react';
 import { toast } from 'sonner';
 import { ImportStepAccount } from './import-step-account';
diff --git a/resources/js/components/transactions/transaction-actions-menu.tsx b/resources/js/components/transactions/transaction-actions-menu.tsx
index 56eeb787..05d6eb07 100644
--- a/resources/js/components/transactions/transaction-actions-menu.tsx
+++ b/resources/js/components/transactions/transaction-actions-menu.tsx
@@ -13,9 +13,11 @@ import {
     TooltipTrigger,
 } from '@/components/ui/tooltip';
 import { useEncryptionKey } from '@/contexts/encryption-key-context';
+import { useReEvaluateAllTransactions } from '@/hooks/use-re-evaluate-all-transactions';
 import { type Account, type Bank } from '@/types/account';
 import { type Category } from '@/types/category';
-import { ChevronDown, Plus, Upload } from 'lucide-react';
+import { type DecryptedTransaction } from '@/types/transaction';
+import { ChevronDown, Plus, Upload, Zap } from 'lucide-react';
 import { useState } from 'react';
 import { toast } from 'sonner';
 import { ImportTransactionsDrawer } from './import-transactions-drawer';
@@ -25,6 +27,8 @@ interface TransactionActionsMenuProps {
     accounts: Account[];
     banks: Bank[];
     onAddTransaction: () => void;
+    transactions: DecryptedTransaction[];
+    onReEvaluateComplete?: () => void;
 }
 
 export function TransactionActionsMenu({
@@ -32,9 +36,13 @@ export function TransactionActionsMenu({
     accounts,
     banks,
     onAddTransaction,
+    transactions,
+    onReEvaluateComplete,
 }: TransactionActionsMenuProps) {
     const { isKeySet } = useEncryptionKey();
     const [importDrawerOpen, setImportDrawerOpen] = useState(false);
+    const [isReEvaluating, setIsReEvaluating] = useState(false);
+    const { reEvaluateAll } = useReEvaluateAllTransactions();
 
     const handleAddTransaction = () => {
         if (!isKeySet) {
@@ -56,6 +64,28 @@ export function TransactionActionsMenu({
         setImportDrawerOpen(true);
     };
 
+    const handleReEvaluateAll = async () => {
+        if (!isKeySet) {
+            toast.error(
+                'Please unlock your encryption key to re-evaluate transactions',
+            );
+            return;
+        }
+
+        if (!transactions.length) {
+            toast.error('No transactions to re-evaluate');
+            return;
+        }
+
+        setIsReEvaluating(true);
+        try {
+            await reEvaluateAll(transactions, categories, accounts, banks);
+            onReEvaluateComplete?.();
+        } finally {
+            setIsReEvaluating(false);
+        }
+    };
+
     return (
         <>
             <ButtonGroup>
@@ -64,8 +94,12 @@ export function TransactionActionsMenu({
                         <TooltipTrigger asChild>
                             <Button
                                 variant="outline"
-                                size={"sm"}
-                                className={!isKeySet ? 'cursor-not-allowed opacity-50' : ''}
+                                size={'sm'}
+                                className={
+                                    !isKeySet
+                                        ? 'cursor-not-allowed opacity-50'
+                                        : ''
+                                }
                                 onClick={handleAddTransaction}
                                 aria-label="Add transaction"
                             >
@@ -106,6 +140,17 @@ export function TransactionActionsMenu({
                             <Upload className="mr-2 h-4 w-4" />
                             Import Transactions
                         </DropdownMenuItem>
+                        <DropdownMenuItem
+                            onClick={handleReEvaluateAll}
+                            disabled={
+                                !isKeySet ||
+                                isReEvaluating ||
+                                !transactions.length
+                            }
+                        >
+                            <Zap className="mr-2 h-4 w-4" />
+                            Re-evaluate All Expenses
+                        </DropdownMenuItem>
                     </DropdownMenuContent>
                 </DropdownMenu>
             </ButtonGroup>
@@ -120,5 +165,3 @@ export function TransactionActionsMenu({
         </>
     );
 }
-
-
diff --git a/resources/js/hooks/use-online-status.ts b/resources/js/hooks/use-online-status.ts
index 9ff93a79..5e049b41 100644
--- a/resources/js/hooks/use-online-status.ts
+++ b/resources/js/hooks/use-online-status.ts
@@ -23,3 +23,4 @@ export function useOnlineStatus() {
 }
 
 
+
diff --git a/resources/js/hooks/use-re-evaluate-all-transactions.ts b/resources/js/hooks/use-re-evaluate-all-transactions.ts
new file mode 100644
index 00000000..daec790a
--- /dev/null
+++ b/resources/js/hooks/use-re-evaluate-all-transactions.ts
@@ -0,0 +1,124 @@
+import { decrypt, encrypt, importKey } from '@/lib/crypto';
+import { getStoredKey } from '@/lib/key-storage';
+import { evaluateRules } from '@/lib/rule-engine';
+import { automationRuleSyncService } from '@/services/automation-rule-sync';
+import { transactionSyncService } from '@/services/transaction-sync';
+import type { Category } from '@/types/category';
+import type { Account, Bank } from '@/types/account';
+import type { DecryptedTransaction } from '@/types/transaction';
+import { useCallback } from 'react';
+import { toast } from 'sonner';
+
+interface ReEvaluateAllOptions {
+    onProgress?: (progress: {
+        current: number;
+        total: number;
+        transactionId: string;
+        description: string;
+    }) => void;
+}
+
+export function useReEvaluateAllTransactions() {
+    const reEvaluateAll = useCallback(
+        async (
+            transactions: DecryptedTransaction[],
+            categories: Category[],
+            accounts: Account[],
+            banks: Bank[],
+            options?: ReEvaluateAllOptions,
+        ) => {
+            if (!transactions.length) {
+                toast.error('No transactions to re-evaluate');
+                return;
+            }
+
+            const keyString = getStoredKey();
+            if (!keyString) {
+                toast.error('Please unlock your encryption key');
+                return;
+            }
+
+            const key = await importKey(keyString);
+            const rules = await automationRuleSyncService.getAll();
+
+            if (!rules.length) {
+                toast.error('No automation rules found');
+                return;
+            }
+
+            const toastId = toast.loading(
+                `Re-evaluating 0 of ${transactions.length} transactions...`,
+            );
+
+            let successCount = 0;
+
+            try {
+                for (let i = 0; i < transactions.length; i++) {
+                    const transaction = transactions[i];
+                    const progress = i + 1;
+
+                    options?.onProgress?.({
+                        current: progress,
+                        total: transactions.length,
+                        transactionId: transaction.id,
+                        description: transaction.decryptedDescription,
+                    });
+
+                    const result = evaluateRules(
+                        transaction,
+                        rules,
+                        categories,
+                        accounts,
+                        banks,
+                    );
+
+                    if (result) {
+                        let finalNotes = transaction.notes;
+                        let finalNotesIv = transaction.notes_iv;
+
+                        if (result.note && result.noteIv) {
+                            if (transaction.decryptedNotes) {
+                                const combinedNote = `${transaction.decryptedNotes}\n${await decrypt(result.note, key, result.noteIv)}`;
+                                const encrypted = await encrypt(combinedNote, key);
+                                finalNotes = encrypted.encrypted;
+                                finalNotesIv = encrypted.iv;
+                            } else {
+                                finalNotes = result.note;
+                                finalNotesIv = result.noteIv;
+                            }
+                        }
+
+                        await transactionSyncService.update(transaction.id, {
+                            category_id: result.categoryId,
+                            notes: finalNotes,
+                            notes_iv: finalNotesIv,
+                        });
+
+                        successCount++;
+                    }
+
+                    toast.loading(
+                        `Re-evaluating ${progress} of ${transactions.length} transactions...`,
+                        { id: toastId },
+                    );
+                }
+
+                toast.success(
+                    `Re-evaluation complete! ${successCount} transaction(s) updated.`,
+                    { id: toastId },
+                );
+            } catch (error) {
+                console.error('Failed to re-evaluate transactions:', error);
+                toast.error(
+                    'Failed to re-evaluate transactions. Please try again.',
+                    { id: toastId },
+                );
+                throw error;
+            }
+        },
+        [],
+    );
+
+    return { reEvaluateAll };
+}
+
diff --git a/resources/js/pages/transactions/index.tsx b/resources/js/pages/transactions/index.tsx
index aca9b1ff..5129bc15 100644
--- a/resources/js/pages/transactions/index.tsx
+++ b/resources/js/pages/transactions/index.tsx
@@ -52,7 +52,6 @@ import {
     type DecryptedTransaction,
     type TransactionFilters as Filters,
 } from '@/types/transaction';
-import { ChevronDown } from 'lucide-react';
 
 const breadcrumbs: BreadcrumbItem[] = [
     {
@@ -966,6 +965,13 @@ export default function Transactions({ categories, accounts, banks }: Props) {
                                     onAddTransaction={() =>
                                         setCreateDialogOpen(true)
                                     }
+                                    transactions={transactions}
+                                    onReEvaluateComplete={() => {
+                                        setRowSelection({});
+                                        setTimeout(() => {
+                                            window.location.reload();
+                                        }, 500);
+                                    }}
                                 />
                                 <DataTableViewOptions table={table} />
                             </>
diff --git a/resources/js/services/account-sync.ts b/resources/js/services/account-sync.ts
index 177a4212..7c5da08e 100644
--- a/resources/js/services/account-sync.ts
+++ b/resources/js/services/account-sync.ts
@@ -47,3 +47,4 @@ class AccountSyncService {
 export const accountSyncService = new AccountSyncService();
 
 
+
diff --git a/resources/js/services/bank-sync.ts b/resources/js/services/bank-sync.ts
index f875ee54..b3eaefdc 100644
--- a/resources/js/services/bank-sync.ts
+++ b/resources/js/services/bank-sync.ts
@@ -43,3 +43,4 @@ class BankSyncService {
 export const bankSyncService = new BankSyncService();
 
 
+
diff --git a/resources/js/services/category-sync.ts b/resources/js/services/category-sync.ts
index 4971993a..9a41aaaa 100644
--- a/resources/js/services/category-sync.ts
+++ b/resources/js/services/category-sync.ts
@@ -47,3 +47,4 @@ class CategorySyncService {
 export const categorySyncService = new CategorySyncService();
 
 
+
diff --git a/resources/js/types/automation-rule.ts b/resources/js/types/automation-rule.ts
index a0f5197f..482c07a2 100644
--- a/resources/js/types/automation-rule.ts
+++ b/resources/js/types/automation-rule.ts
@@ -62,3 +62,4 @@ export function formatRuleActions(rule: AutomationRule): string {
 }
 
 
+
diff --git a/tests/Feature/Sync/AccountSyncTest.php b/tests/Feature/Sync/AccountSyncTest.php
index ccdc6473..d5be0633 100644
--- a/tests/Feature/Sync/AccountSyncTest.php
+++ b/tests/Feature/Sync/AccountSyncTest.php
@@ -78,5 +78,3 @@ it('requires authentication', function () {
 
     $response->assertUnauthorized();
 });
-
-
diff --git a/tests/Feature/Sync/CategorySyncTest.php b/tests/Feature/Sync/CategorySyncTest.php
index f3c8d92f..871e91a8 100644
--- a/tests/Feature/Sync/CategorySyncTest.php
+++ b/tests/Feature/Sync/CategorySyncTest.php
@@ -52,5 +52,3 @@ it('requires authentication', function () {
 
     $response->assertUnauthorized();
 });
-
-