diff --git a/frontend/src/api/onboarding.ts b/frontend/src/api/onboarding.ts
new file mode 100644
index 00000000..4f54e687
--- /dev/null
+++ b/frontend/src/api/onboarding.ts
@@ -0,0 +1,21 @@
+import { apiClient } from './client'
+
+export interface OnboardingStatus {
+  created_flow: boolean
+  ran_session: boolean
+  exported_session: boolean
+  tried_ai_assistant: boolean
+  invited_teammate: boolean
+  connected_psa: boolean
+  is_team_user: boolean
+  dismissed: boolean
+}
+
+export async function getOnboardingStatus(): Promise<OnboardingStatus> {
+  const response = await apiClient.get('/users/onboarding-status')
+  return response.data
+}
+
+export async function dismissOnboarding(): Promise<void> {
+  await apiClient.post('/users/onboarding-status/dismiss')
+}
diff --git a/frontend/src/components/dashboard/OnboardingChecklist.tsx b/frontend/src/components/dashboard/OnboardingChecklist.tsx
new file mode 100644
index 00000000..f4552204
--- /dev/null
+++ b/frontend/src/components/dashboard/OnboardingChecklist.tsx
@@ -0,0 +1,160 @@
+import { useState, useEffect } from 'react'
+import { useNavigate } from 'react-router-dom'
+import { Check, X, ChevronRight } from 'lucide-react'
+import { cn } from '@/lib/utils'
+import { getOnboardingStatus, dismissOnboarding } from '@/api/onboarding'
+import type { OnboardingStatus } from '@/api/onboarding'
+
+interface ChecklistItem {
+  key: keyof OnboardingStatus
+  label: string
+  path: string
+}
+
+const SOLO_ITEMS: ChecklistItem[] = [
+  { key: 'created_flow', label: 'Create your first flow', path: '/trees' },
+  { key: 'ran_session', label: 'Run your first session', path: '/trees' },
+  { key: 'exported_session', label: 'Export a session', path: '/sessions' },
+  { key: 'tried_ai_assistant', label: 'Try the AI assistant', path: '/assistant' },
+]
+
+const TEAM_ITEMS: ChecklistItem[] = [
+  { key: 'created_flow', label: 'Create your first flow', path: '/trees' },
+  { key: 'invited_teammate', label: 'Invite a team member', path: '/account' },
+  { key: 'ran_session', label: 'Run your first session', path: '/trees' },
+  { key: 'connected_psa', label: 'Connect a PSA integration', path: '/account/integrations' },
+  { key: 'exported_session', label: 'Export a session', path: '/sessions' },
+]
+
+export function OnboardingChecklist() {
+  const navigate = useNavigate()
+  const [status, setStatus] = useState<OnboardingStatus | null>(null)
+  const [dismissed, setDismissed] = useState(false)
+  const [allComplete, setAllComplete] = useState(false)
+
+  useEffect(() => {
+    getOnboardingStatus()
+      .then(setStatus)
+      .catch(() => {
+        // Silently fail — don't show checklist if endpoint unavailable
+      })
+  }, [])
+
+  const items = status?.is_team_user ? TEAM_ITEMS : SOLO_ITEMS
+  const completedCount = status
+    ? items.filter((item) => status[item.key]).length
+    : 0
+  const totalCount = items.length
+  const isAllDone = completedCount === totalCount && status !== null
+
+  useEffect(() => {
+    if (isAllDone) {
+      const timer = setTimeout(() => setAllComplete(true), 2000)
+      return () => clearTimeout(timer)
+    }
+  }, [isAllDone])
+
+  // Don't render if dismissed, fully complete, or not loaded yet
+  if (!status || status.dismissed || dismissed || allComplete) return null
+
+  const progressPercent = totalCount > 0 ? (completedCount / totalCount) * 100 : 0
+
+  const handleDismiss = async () => {
+    setDismissed(true)
+    try {
+      await dismissOnboarding()
+    } catch {
+      // Already hidden locally
+    }
+  }
+
+  return (
+    <div className="glass-card overflow-hidden fade-in" style={{ animationDelay: '150ms' }}>
+      {/* Progress bar */}
+      <div className="h-1 w-full bg-[rgba(255,255,255,0.04)]">
+        <div
+          className="h-full bg-gradient-brand transition-all duration-500 ease-out"
+          style={{ width: `${progressPercent}%` }}
+        />
+      </div>
+
+      <div className="p-4">
+        {/* Header */}
+        <div className="flex items-center justify-between mb-3">
+          <div>
+            <p className="font-label text-[0.625rem] uppercase tracking-[0.1em] text-muted-foreground">
+              Getting Started
+            </p>
+            <p className="text-sm text-foreground mt-0.5">
+              {isAllDone ? (
+                <span className="text-gradient-brand font-semibold">You're all set!</span>
+              ) : (
+                <span>
+                  <span className="text-gradient-brand font-semibold">{completedCount}</span>
+                  {' '}of {totalCount} complete
+                </span>
+              )}
+            </p>
+          </div>
+          <button
+            onClick={handleDismiss}
+            className="rounded-md p-1 text-muted-foreground hover:text-foreground hover:bg-[rgba(255,255,255,0.04)] transition-colors"
+            aria-label="Dismiss onboarding checklist"
+          >
+            <X size={16} />
+          </button>
+        </div>
+
+        {/* Checklist items */}
+        <ul className="space-y-1">
+          {items.map((item) => {
+            const done = status[item.key]
+            return (
+              <li key={item.key}>
+                <button
+                  onClick={() => !done && navigate(item.path)}
+                  disabled={done}
+                  className={cn(
+                    'w-full flex items-center gap-3 rounded-lg px-3 py-2 text-sm transition-colors text-left',
+                    done
+                      ? 'cursor-default'
+                      : 'hover:bg-[rgba(255,255,255,0.04)]'
+                  )}
+                >
+                  {/* Checkbox */}
+                  <span
+                    className={cn(
+                      'flex h-5 w-5 shrink-0 items-center justify-center rounded-md border transition-colors',
+                      done
+                        ? 'bg-gradient-brand border-transparent'
+                        : 'border-border'
+                    )}
+                  >
+                    {done && <Check size={12} className="text-[#101114]" />}
+                  </span>
+
+                  {/* Label */}
+                  <span
+                    className={cn(
+                      'flex-1',
+                      done
+                        ? 'text-muted-foreground line-through'
+                        : 'text-foreground'
+                    )}
+                  >
+                    {item.label}
+                  </span>
+
+                  {/* Arrow for incomplete items */}
+                  {!done && (
+                    <ChevronRight size={14} className="text-muted-foreground shrink-0" />
+                  )}
+                </button>
+              </li>
+            )
+          })}
+        </ul>
+      </div>
+    </div>
+  )
+}
diff --git a/frontend/src/pages/QuickStartPage.tsx b/frontend/src/pages/QuickStartPage.tsx
index ecb71bc8..26278446 100644
--- a/frontend/src/pages/QuickStartPage.tsx
+++ b/frontend/src/pages/QuickStartPage.tsx
@@ -26,6 +26,7 @@ import { QuickActions } from '@/components/dashboard/QuickActions'
 import { OpenSessions } from '@/components/dashboard/OpenSessions'
 import { RecentActivity } from '@/components/dashboard/RecentActivity'
 import { PreparedSessions } from '@/components/dashboard/PreparedSessions'
+import { OnboardingChecklist } from '@/components/dashboard/OnboardingChecklist'
 
 function timeAgo(dateStr: string): string {
   const now = Date.now()
@@ -278,6 +279,9 @@ export function QuickStartPage() {
         </p>
       </div>
 
+      {/* Onboarding Checklist */}
+      <OnboardingChecklist />
+
       {/* Row 1: Calendar + Quick Actions */}
       <div className="flex gap-4" style={{ alignItems: 'stretch' }}>
         <div className="flex-1 min-w-0">