diff --git a/frontend/src/App.tsx b/frontend/src/App.tsx
index 35d47f8f..1f6b31f4 100644
--- a/frontend/src/App.tsx
+++ b/frontend/src/App.tsx
@@ -1,5 +1,5 @@
-import { Routes, Route, Navigate } from 'react-router-dom';
-import { useEffect } from 'react';
+import { Routes, Route, Navigate, useNavigate } from 'react-router-dom';
+import { useEffect, useState } from 'react';
 import Home from './pages/Home';
 import Debugger from './pages/Debugger';
 import PayrollScheduler from './pages/PayrollScheduler';
@@ -24,9 +24,12 @@ import Login from './pages/Login';
 import AuthCallback from './pages/AuthCallback';
 import { useTranslation } from 'react-i18next';
 import { contractService } from './services/contracts';
+import { OnboardingTour, ONBOARDING_KEY } from './components/OnboardingTour';
 
 function App() {
   const { t } = useTranslation();
+  const navigate = useNavigate();
+  const [showTour, setShowTour] = useState(false);
 
   // Initialize contract service on app startup
   useEffect(() => {
@@ -35,8 +38,25 @@ function App() {
     });
   }, []);
 
+  // Auto-start onboarding tour on first authenticated visit
+  useEffect(() => {
+    const tourCompleted = localStorage.getItem(ONBOARDING_KEY) === 'true';
+    const hasAuth = localStorage.getItem('payd_auth_token') !== null;
+    if (!tourCompleted && hasAuth) {
+      setShowTour(true);
+    }
+  }, []);
+
+  // Listen for "restart tour" requests from e.g. Help Center
+  useEffect(() => {
+    const handleRestartTour = () => setShowTour(true);
+    window.addEventListener('payd:restart-tour', handleRestartTour);
+    return () => window.removeEventListener('payd:restart-tour', handleRestartTour);
+  }, []);
+
   return (
-    <Routes>
+    <>
+      <Routes>
       <Route element={<EmployerLayout />}>
         <Route
           path="/"
@@ -221,6 +241,12 @@ function App() {
       <Route path="/auth-callback" element={<AuthCallback />} />
       <Route path="*" element={<Navigate to="/" replace />} />
     </Routes>
+      <OnboardingTour
+        run={showTour}
+        navigateTo={navigate}
+        onComplete={() => setShowTour(false)}
+      />
+    </>
   );
 }
 
diff --git a/frontend/src/components/DashboardSidebar.tsx b/frontend/src/components/DashboardSidebar.tsx
index 7767a245..c1e44df0 100644
--- a/frontend/src/components/DashboardSidebar.tsx
+++ b/frontend/src/components/DashboardSidebar.tsx
@@ -19,12 +19,13 @@ interface NavItem {
   icon: React.ComponentType<{ className?: string }>;
   label: string;
   path: string;
+  tourId?: string;
 }
 
 const navItems: NavItem[] = [
   { icon: LayoutDashboard, label: 'Dashboard', path: '/' },
-  { icon: Wallet, label: 'Payroll', path: '/payroll' },
-  { icon: Users, label: 'Employees', path: '/employee' },
+  { icon: Wallet, label: 'Payroll', path: '/payroll', tourId: 'tour-payroll' },
+  { icon: Users, label: 'Employees', path: '/employee', tourId: 'tour-employees' },
   { icon: TrendingUp, label: 'Forecast', path: '/forecast' },
   { icon: FileText, label: 'Reports', path: '/reports' },
   { icon: Receipt, label: 'Tax Compliance', path: '/tax-compliance' },
@@ -58,6 +59,7 @@ export const DashboardSidebar: React.FC<DashboardSidebarProps> = ({
           <NavLink
             key={item.path}
             to={item.path}
+            id={item.tourId && !onClose ? item.tourId : undefined}
             onClick={onClose}
             className={({ isActive }) =>
               `flex items-center gap-3 px-4 py-3 rounded-xl transition-all duration-200 group ${
diff --git a/frontend/src/components/OnboardingTour.tsx b/frontend/src/components/OnboardingTour.tsx
index 5d6804e2..89ab9b2f 100644
--- a/frontend/src/components/OnboardingTour.tsx
+++ b/frontend/src/components/OnboardingTour.tsx
@@ -1,62 +1,97 @@
-import React from 'react';
+import React, { useState, useCallback, useEffect } from 'react';
 import Joyride, { Step, CallBackProps, STATUS } from 'react-joyride';
 
+const ONBOARDING_KEY = 'payd_onboarding_complete';
+
 const TOUR_STEPS: Step[] = [
   {
     target: '#tour-welcome',
-    content: "Welcome to PayD! Let's take a quick tour to get you started.",
+    content: 'Welcome to PayD! This quick tour will show you how to manage your workforce and payroll — all in just a few clicks.',
     placement: 'bottom',
     disableBeacon: true,
   },
   {
     target: '#tour-connect',
-    content: 'First, connect your Stellar wallet to securely manage your organization.',
+    content: 'Connect your Stellar wallet to securely manage your organization and process payments.',
     placement: 'bottom',
   },
   {
     target: '#tour-employees',
-    content: 'Navigate here to set up your organization and manage your workforce.',
-    placement: 'bottom',
+    content: 'Manage your team here. Navigate to the Employees page to add and manage your workforce.',
+    placement: 'right',
   },
   {
     target: '#tour-add-employee',
-    content: 'Add your employees here to include them in the payroll.',
+    content: 'Click here to add your first employee. Fill in their details and save them to the payroll roster.',
     placement: 'right',
   },
   {
     target: '#tour-payroll',
-    content: 'Once your team is set up, head over to the Payroll Scheduler.',
-    placement: 'bottom',
+    content: 'Set up automated payroll streams here. Configure recurring payments for your team in real-time.',
+    placement: 'right',
   },
   {
     target: '#tour-init-payroll',
-    content:
-      'Set up automated streams and fund your distribution account to pay your team in real-time.',
-    placement: 'top',
+    content: 'Open the scheduling wizard to configure recurring payments, set frequency, and fund your distribution account.',
+    placement: 'bottom',
   },
 ];
 
 export const OnboardingTour: React.FC<{
   run: boolean;
+  navigateTo?: (path: string) => void;
   onComplete: () => void;
-}> = ({ run, onComplete }) => {
-  const handleJoyrideCallback = (data: CallBackProps) => {
-    const { status } = data;
-    const finishedStatuses: string[] = [STATUS.FINISHED, STATUS.SKIPPED];
+}> = ({ run, navigateTo, onComplete }) => {
+  const [stepIndex, setStepIndex] = useState(0);
+  const [internalRun, setInternalRun] = useState(false);
 
-    if (finishedStatuses.includes(status)) {
-      onComplete();
+  useEffect(() => {
+    if (run) {
+      setStepIndex(0);
+      setInternalRun(true);
+    } else {
+      setInternalRun(false);
     }
-  };
+  }, [run]);
+
+  const handleJoyrideCallback = useCallback(
+    (data: CallBackProps) => {
+      const { index, type, status } = data;
+
+      const finishedStatuses: string[] = [STATUS.FINISHED, STATUS.SKIPPED];
+      if (finishedStatuses.includes(status)) {
+        localStorage.setItem(ONBOARDING_KEY, 'true');
+        setInternalRun(false);
+        onComplete();
+        return;
+      }
+
+      // Auto-navigate to correct page when transitioning between steps
+      if (type === 'step:after') {
+        if (index === 2 && navigateTo) {
+          // After step 3 (Employees), navigate to employee page for step 4 (Add Employee)
+          navigateTo('/employee');
+        }
+        if (index === 4 && navigateTo) {
+          // After step 5 (Payroll sidebar), navigate to payroll page for step 6 (Init Payroll)
+          navigateTo('/payroll');
+        }
+        setStepIndex(index + 1);
+      }
+    },
+    [navigateTo, onComplete]
+  );
 
   return (
     <Joyride
       steps={TOUR_STEPS}
-      run={run}
+      run={internalRun}
+      stepIndex={stepIndex}
       continuous
       showProgress
       showSkipButton
       callback={handleJoyrideCallback}
+      disableScrolling
       styles={{
         options: {
           primaryColor: '#4AF0B8',
@@ -100,3 +135,5 @@ export const OnboardingTour: React.FC<{
     />
   );
 };
+
+export { ONBOARDING_KEY };
\ No newline at end of file
diff --git a/frontend/src/pages/HelpCenter.tsx b/frontend/src/pages/HelpCenter.tsx
index 60844816..4a379925 100644
--- a/frontend/src/pages/HelpCenter.tsx
+++ b/frontend/src/pages/HelpCenter.tsx
@@ -137,6 +137,27 @@ export default function HelpCenter() {
             </div>
           ))}
         </div>
+
+        {/* Restart Onboarding Tour */}
+        <div className="mt-12 p-6 rounded-2xl border border-white/10 bg-white/5 flex flex-col sm:flex-row items-start sm:items-center justify-between gap-4">
+          <div>
+            <h2 className="text-lg font-bold mb-1 text-(--accent)">
+              Get a Guided Tour
+            </h2>
+            <p className="text-sm text-(--muted)">
+              Replay the interactive onboarding tour to learn how to connect a wallet, add your employees, and set up your first payroll.
+            </p>
+          </div>
+          <button
+            onClick={() => {
+              localStorage.removeItem('payd_onboarding_complete');
+              window.dispatchEvent(new Event('payd:restart-tour'));
+            }}
+            className="px-6 py-3 bg-(--accent) text-black font-bold rounded-xl hover:brightness-110 transition text-sm whitespace-nowrap"
+          >
+            Restart Tour
+          </button>
+        </div>
       </div>
     </div>
   );
diff --git a/frontend/src/pages/PayrollScheduler.tsx b/frontend/src/pages/PayrollScheduler.tsx
index ee67b889..f243aa3f 100644
--- a/frontend/src/pages/PayrollScheduler.tsx
+++ b/frontend/src/pages/PayrollScheduler.tsx
@@ -331,6 +331,7 @@ export default function PayrollScheduler() {
         <div className="flex flex-row sm:flex-col items-center sm:items-end gap-3 sm:gap-2">
           <AutosaveIndicator saving={saving} lastSaved={lastSaved} />
           <button
+            id="tour-init-payroll"
             onClick={() => setIsWizardOpen(true)}
             className="p-2.5 rounded-lg hover:bg-white/5 transition-colors touch-manipulation"
             style={{ minHeight: '44px', minWidth: '44px' }}