diff --git a/web/src/components/layout/AppShell.tsx b/web/src/components/layout/AppShell.tsx
index 3633a72..8ca03ed 100644
--- a/web/src/components/layout/AppShell.tsx
+++ b/web/src/components/layout/AppShell.tsx
@@ -4,6 +4,7 @@ import { Sidebar } from './Sidebar';
 import { Header } from './Header';
 import { RightPanel } from './RightPanel';
 import { Button } from '../ui/button';
+import { getLegacySimpleRoute, getPlansRoute } from '../../views/tradePlansRoutes';
 
 const HomeView = lazy(() => import('../../views/HomeView').then((mod) => ({ default: mod.HomeView })));
 const PortfolioView = lazy(() => import('../../views/PortfolioView').then((mod) => ({ default: mod.PortfolioView })));
@@ -75,7 +76,7 @@ function NotFoundView() {
 
 function SimpleAliasRedirect() {
   const location = useLocation();
-  return <Navigate to={`/plans${location.search}${location.hash}`} replace />;
+  return <Navigate to={`${getPlansRoute()}${location.search}${location.hash}`} replace />;
 }
 
 export function AppShell() {
@@ -98,8 +99,8 @@ export function AppShell() {
                 <Route path="/"          element={<HomeView />} />
                 <Route path="/portfolio" element={<PortfolioView />} />
                 <Route path="/research"  element={<ResearchView />} />
-                <Route path="/plans"     element={<SimpleView />} />
-                <Route path="/simple"    element={<SimpleAliasRedirect />} />
+                <Route path={getPlansRoute()} element={<SimpleView />} />
+                <Route path={getLegacySimpleRoute()} element={<SimpleAliasRedirect />} />
                 <Route path="/markets"   element={<MarketsView />} />
                 <Route path="/screener"  element={<ScreenerView />} />
                 <Route path="/watchlist" element={<WatchlistView />} />
diff --git a/web/src/components/layout/Sidebar.tsx b/web/src/components/layout/Sidebar.tsx
index ae349c1..3a48443 100644
--- a/web/src/components/layout/Sidebar.tsx
+++ b/web/src/components/layout/Sidebar.tsx
@@ -4,12 +4,13 @@ import {
   SlidersHorizontal, Star, Bell, Settings,
 } from 'lucide-react';
 import { useAppContext } from '../../context/AppContext';
+import { getPlansRoute } from '../../views/tradePlansRoutes';
 
 const NAV = [
   { to: '/',           icon: Home,              label: 'Home',      end: true  },
   { to: '/portfolio',  icon: Briefcase,         label: 'Portfolio', end: false },
   { to: '/research',   icon: FlaskConical,      label: 'Research',  end: false },
-  { to: '/plans',      icon: Target,            label: 'Plans',     end: false },
+  { to: getPlansRoute(), icon: Target,          label: 'Plans',     end: false },
   { to: '/markets',    icon: TrendingUp,        label: 'Markets',   end: false },
   { to: '/screener',   icon: SlidersHorizontal, label: 'Screener',  end: false },
   { to: '/watchlist',  icon: Star,              label: 'Watchlist', end: false },
diff --git a/web/src/views/PortfolioView.tsx b/web/src/views/PortfolioView.tsx
index 2621602..0f95545 100644
--- a/web/src/views/PortfolioView.tsx
+++ b/web/src/views/PortfolioView.tsx
@@ -4,6 +4,7 @@ import { useAppContext } from '../context/AppContext';
 import { PositionsTab } from '../tabs/PositionsTab';
 import { HistoryTab } from '../tabs/HistoryTab';
 import { PageHeader } from '../components/ui/page-header';
+import { buildCreateExitPlanUrl, buildPlanDrillInUrl } from './tradePlansRoutes';
 
 const TABS = ['Positions & Orders', 'Trade History'] as const;
 type Tab = typeof TABS[number];
@@ -37,14 +38,10 @@ export function PortfolioView() {
         <PositionsTab
           botState={botState}
           onManageHolding={(position, action) => {
-            const params = action === 'open-plan' && position.planEntryId
-              ? new URLSearchParams({ setupId: position.planEntryId })
-              : new URLSearchParams({
-                  mode: 'sell',
-                  symbol: position.symbol,
-                });
-            if (action !== 'open-plan' && position.tradeId) params.set('tradeId', position.tradeId);
-            navigate(`/plans?${params.toString()}`);
+            const target = action === 'open-plan' && position.planEntryId
+              ? buildPlanDrillInUrl(position.planEntryId)
+              : buildCreateExitPlanUrl(position.symbol, position.tradeId);
+            navigate(target);
           }}
         />
       )}
diff --git a/web/src/views/SimpleView.tsx b/web/src/views/SimpleView.tsx
index 5d2936f..f6bc258 100644
--- a/web/src/views/SimpleView.tsx
+++ b/web/src/views/SimpleView.tsx
@@ -705,7 +705,7 @@ export function SimpleView() {
         setSavedSetups(normalizeSimpleEntries(entryRows));
       } catch (err: any) {
         if (cancelled) return;
-        dispatch({ type: 'set-error', value: err?.message ?? 'Failed to load Simple setups' });
+        dispatch({ type: 'set-error', value: err?.message ?? 'Failed to load Trade Plans' });
       }
     }
 
@@ -884,13 +884,13 @@ export function SimpleView() {
 
       if (editingSetupId) {
         await updateManualEntry(editingSetupId, payload);
-        dispatch({ type: 'set-message', value: `Updated ${normalizedSymbol} Simple setup.` });
+        dispatch({ type: 'set-message', value: `Updated ${normalizedSymbol} trade plan.` });
       } else {
         await createManualEntry({
           ...payload,
           stock_instance_id: crypto.randomUUID(),
         });
-        dispatch({ type: 'set-message', value: `Saved ${normalizedSymbol} Simple setup.` });
+        dispatch({ type: 'set-message', value: `Saved ${normalizedSymbol} trade plan.` });
       }
 
       await refreshSetupList();
@@ -900,7 +900,7 @@ export function SimpleView() {
         marketPriceSource: draft.currentMarketPrice ? marketPriceSource : null,
       });
     } catch (err: any) {
-      dispatch({ type: 'set-error', value: err?.message ?? 'Failed to save Simple setup' });
+      dispatch({ type: 'set-error', value: err?.message ?? 'Failed to save Trade Plan' });
     } finally {
       setSubmitting(false);
     }
@@ -915,7 +915,7 @@ export function SimpleView() {
   }
 
   async function handleDelete(entryId: string) {
-    if (!window.confirm('Delete this Simple setup?')) return;
+    if (!window.confirm('Delete this Trade Plan?')) return;
     try {
       await deleteManualEntry(entryId);
       if (editingSetupId === entryId) {
@@ -923,7 +923,7 @@ export function SimpleView() {
       }
       await refreshSetupList();
     } catch (err: any) {
-      dispatch({ type: 'set-error', value: err?.message ?? 'Failed to delete Simple setup' });
+      dispatch({ type: 'set-error', value: err?.message ?? 'Failed to delete Trade Plan' });
     }
   }
 
diff --git a/web/src/views/tradePlansRoutes.test.ts b/web/src/views/tradePlansRoutes.test.ts
new file mode 100644
index 0000000..1202c0c
--- /dev/null
+++ b/web/src/views/tradePlansRoutes.test.ts
@@ -0,0 +1,17 @@
+import { describe, expect, it } from 'vitest';
+import {
+  buildCreateExitPlanUrl,
+  buildPlanDrillInUrl,
+  getLegacySimpleRoute,
+  getPlansRoute,
+} from './tradePlansRoutes';
+
+describe('tradePlansRoutes', () => {
+  it('builds the canonical plans routes consistently', () => {
+    expect(getPlansRoute()).toBe('/plans');
+    expect(getLegacySimpleRoute()).toBe('/simple');
+    expect(buildPlanDrillInUrl('setup-1')).toBe('/plans?setupId=setup-1');
+    expect(buildCreateExitPlanUrl('MSFT', 'TRD-MSFT')).toBe('/plans?mode=sell&symbol=MSFT&tradeId=TRD-MSFT');
+    expect(buildCreateExitPlanUrl('AAPL')).toBe('/plans?mode=sell&symbol=AAPL');
+  });
+});
diff --git a/web/src/views/tradePlansRoutes.ts b/web/src/views/tradePlansRoutes.ts
new file mode 100644
index 0000000..3ecb66a
--- /dev/null
+++ b/web/src/views/tradePlansRoutes.ts
@@ -0,0 +1,23 @@
+const PLANS_ROUTE = '/plans';
+const LEGACY_SIMPLE_ROUTE = '/simple';
+
+export function getPlansRoute() {
+  return PLANS_ROUTE;
+}
+
+export function getLegacySimpleRoute() {
+  return LEGACY_SIMPLE_ROUTE;
+}
+
+export function buildPlanDrillInUrl(setupId: string) {
+  return `${PLANS_ROUTE}?${new URLSearchParams({ setupId }).toString()}`;
+}
+
+export function buildCreateExitPlanUrl(symbol: string, tradeId?: string | null) {
+  const params = new URLSearchParams({
+    mode: 'sell',
+    symbol,
+  });
+  if (tradeId) params.set('tradeId', tradeId);
+  return `${PLANS_ROUTE}?${params.toString()}`;
+}