diff --git a/.planning/ROADMAP.md b/.planning/ROADMAP.md
index 88b0d78..26ae1c3 100644
--- a/.planning/ROADMAP.md
+++ b/.planning/ROADMAP.md
@@ -433,7 +433,11 @@ Plans:
   3. Template signer roles are automatically pre-mapped to the client's contacts (first role to primary contact, second role to co-buyer if present); agent can override any mapping before sending
   4. Text hints from the template appear as quick-fill suggestion buttons in the new document's PreparePanel
   5. "Templates" appears in the portal top nav and `/portal/templates` lists all active templates with form name, field count, and last-updated date
-**Plans**: TBD
+**Plans**: 2 plans
+
+Plans:
+- [ ] 20-01-PLAN.md — Extend POST /api/documents with template branch + Add My Templates tab to AddDocumentModal
+- [ ] 20-02-PLAN.md — Template hint quick-fill chips in PreparePanel + human E2E verification
 **UI hint**: yes
 
 ## Progress
diff --git a/.planning/phases/20-apply-template-and-portal-nav/20-01-PLAN.md b/.planning/phases/20-apply-template-and-portal-nav/20-01-PLAN.md
new file mode 100644
index 0000000..7206df6
--- /dev/null
+++ b/.planning/phases/20-apply-template-and-portal-nav/20-01-PLAN.md
@@ -0,0 +1,422 @@
+---
+phase: 20-apply-template-and-portal-nav
+plan: 01
+type: execute
+wave: 1
+depends_on: []
+files_modified:
+  - teressa-copeland-homes/src/app/portal/_components/AddDocumentModal.tsx
+  - teressa-copeland-homes/src/app/api/documents/route.ts
+autonomous: true
+requirements: [TMPL-10, TMPL-11, TMPL-12, TMPL-14]
+
+must_haves:
+  truths:
+    - "Agent sees a 'My Templates' tab in the Add Document modal alongside the existing Forms Library"
+    - "Agent can pick a saved template and click Add Document to create a document with all template fields pre-loaded at their saved positions"
+    - "Every field copied from a template has a fresh UUID — no template field ID appears in the new document"
+    - "Template signer roles are auto-mapped to client contacts (first role to client email, second role to co-buyer email)"
+    - "Editing a template afterward does not change the document's fields (snapshot independence)"
+  artifacts:
+    - path: "teressa-copeland-homes/src/app/portal/_components/AddDocumentModal.tsx"
+      provides: "Two-tab modal with Forms Library + My Templates"
+      contains: "activeTab"
+    - path: "teressa-copeland-homes/src/app/api/documents/route.ts"
+      provides: "Template apply branch in POST handler"
+      contains: "documentTemplateId"
+  key_links:
+    - from: "AddDocumentModal.tsx"
+      to: "POST /api/documents"
+      via: "fetch with documentTemplateId in JSON body"
+      pattern: "documentTemplateId.*selectedDocTemplate"
+    - from: "POST /api/documents"
+      to: "documentTemplates table"
+      via: "db.query.documentTemplates.findFirst"
+      pattern: "documentTemplates"
+    - from: "POST /api/documents"
+      to: "clients table"
+      via: "db.query.clients.findFirst for role-to-email mapping"
+      pattern: "clients\\.id.*clientId"
+---
+
+<objective>
+Add "My Templates" tab to AddDocumentModal and extend POST /api/documents to apply a template — copying fields with fresh UUIDs and auto-mapping signer roles to client contacts.
+
+Purpose: Lets the agent start a new document from a saved template instead of a blank form, eliminating repetitive field placement on commonly-used PDFs.
+Output: Modified AddDocumentModal.tsx with two tabs, extended POST /api/documents route with documentTemplateId branch.
+</objective>
+
+<execution_context>
+@$HOME/.claude/get-shit-done/workflows/execute-plan.md
+@$HOME/.claude/get-shit-done/templates/summary.md
+</execution_context>
+
+<context>
+@.planning/PROJECT.md
+@.planning/ROADMAP.md
+@.planning/STATE.md
+@.planning/phases/20-apply-template-and-portal-nav/20-CONTEXT.md
+@.planning/phases/20-apply-template-and-portal-nav/20-RESEARCH.md
+
+<interfaces>
+<!-- Key types and contracts. Extracted from codebase. Executor should use directly. -->
+
+From src/lib/db/schema.ts:
+```typescript
+export interface SignatureFieldData {
+  id: string;
+  page: number;   // 1-indexed
+  x: number;      // PDF user space, bottom-left origin, points
+  y: number;
+  width: number;
+  height: number;
+  type?: SignatureFieldType;
+  signerEmail?: string; // In templates: carries role labels like "Buyer", "Seller"
+  hint?: string;        // Optional label for client-text fields
+}
+
+export interface ClientContact {
+  name: string;
+  email: string;
+}
+
+export interface DocumentSigner {
+  email: string;
+  color: string;
+}
+
+export const documentTemplates = pgTable("document_templates", {
+  id: text("id").primaryKey().$defaultFn(() => crypto.randomUUID()),
+  name: text("name").notNull(),
+  formTemplateId: text("form_template_id").notNull().references(() => formTemplates.id),
+  signatureFields: jsonb("signature_fields").$type<SignatureFieldData[]>(),
+  archivedAt: timestamp("archived_at"),
+  createdAt: timestamp("created_at").defaultNow().notNull(),
+  updatedAt: timestamp("updated_at").defaultNow().notNull(),
+});
+
+export const documentTemplatesRelations = relations(documentTemplates, ({ one }) => ({
+  formTemplate: one(formTemplates, { fields: [documentTemplates.formTemplateId], references: [formTemplates.id] }),
+}));
+```
+
+From src/app/api/templates/route.ts GET response shape:
+```typescript
+// Each row in the JSON array:
+{
+  id: string;
+  name: string;
+  formTemplateId: string;
+  formName: string | null;
+  fieldCount: number;
+  createdAt: Date;
+  updatedAt: Date;
+}
+```
+
+From src/app/api/documents/route.ts — existing POST handler structure:
+```typescript
+// Content-type branching:
+// - multipart/form-data → custom PDF upload (reads file from FormData)
+// - else (JSON) → form-library copy (reads formTemplateId, copies PDF from seeds/)
+// Both paths: create destDir, copy/write PDF, INSERT into documents table
+// The JSON branch is what we extend with documentTemplateId support
+```
+
+From src/app/portal/_components/AddDocumentModal.tsx — existing state:
+```typescript
+type FormTemplate = { id: string; name: string; filename: string };
+// Props: { clientId: string; onClose: () => void }
+// State: templates (FormTemplate[]), selectedTemplate, customFile, docName, query
+// Submit: customFile → FormData POST, else → JSON POST with formTemplateId
+```
+</interfaces>
+</context>
+
+<tasks>
+
+<task type="auto">
+  <name>Task 1: Extend POST /api/documents with documentTemplateId branch</name>
+  <files>teressa-copeland-homes/src/app/api/documents/route.ts</files>
+  <read_first>
+    teressa-copeland-homes/src/app/api/documents/route.ts
+    teressa-copeland-homes/src/lib/db/schema.ts
+    teressa-copeland-homes/src/app/api/templates/route.ts
+  </read_first>
+  <action>
+Extend the JSON body parsing in the POST handler to also extract `documentTemplateId: string | undefined` from `body`.
+
+After the existing `if (!clientId || !name)` guard, add a new branch BEFORE the existing `formTemplateId` branch. The logic:
+
+```
+if (documentTemplateId) {
+  // 1. Fetch document template with its formTemplate relation
+  const docTemplate = await db.query.documentTemplates.findFirst({
+    where: eq(documentTemplates.id, documentTemplateId),
+    with: { formTemplate: true },
+  });
+  if (!docTemplate) return Response.json({ error: 'Document template not found' }, { status: 404 });
+
+  // 2. Copy PDF from seeds dir using the form template's filename
+  const srcPath = path.join(SEEDS_DIR, docTemplate.formTemplate.filename);
+  await copyFile(srcPath, destPath);
+
+  // 3. Copy fields with fresh UUIDs (D-07) — hints preserved verbatim (D-09)
+  const rawFields: SignatureFieldData[] = (docTemplate.signatureFields as SignatureFieldData[] | null) ?? [];
+  const copiedFields: SignatureFieldData[] = rawFields.map(f => ({
+    ...f,
+    id: crypto.randomUUID(),
+  }));
+
+  // 4. Role-to-email mapping (D-06)
+  // Collect unique role labels in order of first appearance
+  const seenRoles = new Set<string>();
+  const uniqueRoles: string[] = [];
+  for (const f of copiedFields) {
+    if (f.signerEmail && !seenRoles.has(f.signerEmail)) {
+      seenRoles.add(f.signerEmail);
+      uniqueRoles.push(f.signerEmail);
+    }
+  }
+
+  // Fetch client for email + contacts
+  const client = await db.query.clients.findFirst({
+    where: eq(clients.id, clientId),
+  });
+  const clientEmails = [
+    client?.email,
+    ...((client?.contacts as ClientContact[] | null) ?? []).map(c => c.email),
+  ].filter(Boolean) as string[];
+
+  const SIGNER_COLORS = ['#6366f1', '#f43f5e', '#10b981', '#f59e0b'];
+  const mappedSigners: DocumentSigner[] = uniqueRoles.map((role, i) => ({
+    email: clientEmails[i] ?? role,
+    color: SIGNER_COLORS[i % SIGNER_COLORS.length],
+  }));
+
+  // 5. Override formTemplateId for the DB insert
+  formTemplateId = docTemplate.formTemplateId;
+
+  // 6. Insert with fields and signers
+  const [doc] = await db.insert(documents).values({
+    id: docId,
+    clientId,
+    name,
+    formTemplateId: formTemplateId ?? null,
+    filePath: relPath,
+    status: 'Draft',
+    signatureFields: copiedFields,
+    signers: mappedSigners.length > 0 ? mappedSigners : null,
+  }).returning();
+
+  return Response.json(doc, { status: 201 });
+}
+```
+
+The existing `else` path (formTemplateId from form library) and file upload path remain completely unchanged.
+
+Add imports at top: `import { documentTemplates, clients } from '@/lib/db/schema';` and `import type { SignatureFieldData, ClientContact, DocumentSigner } from '@/lib/db/schema';`. The `clients` import is new; `documents` and `formTemplates` are already imported.
+
+Also parse `documentTemplateId` from body: add `let documentTemplateId: string | undefined;` alongside existing declarations, and in the JSON else block add `documentTemplateId = body.documentTemplateId;`.
+
+IMPORTANT: The template branch has its OWN db.insert + return, so the existing insert at the bottom of the function only runs for the non-template paths. Structure it so the template branch returns early.
+  </action>
+  <verify>
+    <automated>cd teressa-copeland-homes && npx tsc --noEmit</automated>
+  </verify>
+  <acceptance_criteria>
+    - grep "documentTemplateId" src/app/api/documents/route.ts returns at least 3 matches (declaration, parse, condition)
+    - grep "crypto.randomUUID" src/app/api/documents/route.ts returns at least 2 matches (docId + field copy)
+    - grep "signatureFields: copiedFields" src/app/api/documents/route.ts returns 1 match
+    - grep "SIGNER_COLORS" src/app/api/documents/route.ts returns at least 1 match
+    - grep "clientEmails" src/app/api/documents/route.ts returns at least 1 match
+    - grep "import.*clients" src/app/api/documents/route.ts returns 1 match (clients table import)
+    - npx tsc --noEmit exits 0
+  </acceptance_criteria>
+  <done>POST /api/documents accepts documentTemplateId, copies fields with fresh UUIDs, maps roles to client contacts, inserts document with signatureFields and signers</done>
+</task>
+
+<task type="auto">
+  <name>Task 2: Add My Templates tab to AddDocumentModal</name>
+  <files>teressa-copeland-homes/src/app/portal/_components/AddDocumentModal.tsx</files>
+  <read_first>
+    teressa-copeland-homes/src/app/portal/_components/AddDocumentModal.tsx
+  </read_first>
+  <action>
+Add state variables for the template tab:
+
+```typescript
+type DocumentTemplateRow = {
+  id: string;
+  name: string;
+  formName: string | null;
+  fieldCount: number;
+  updatedAt: string;
+};
+
+const [activeTab, setActiveTab] = useState<'forms' | 'templates'>('forms');
+const [docTemplates, setDocTemplates] = useState<DocumentTemplateRow[]>([]);
+const [docTemplatesLoaded, setDocTemplatesLoaded] = useState(false);
+const [selectedDocTemplate, setSelectedDocTemplate] = useState<DocumentTemplateRow | null>(null);
+```
+
+Add lazy fetch function — fetches templates only on first click of the My Templates tab:
+
+```typescript
+function handleSwitchToTemplates() {
+  setActiveTab('templates');
+  if (!docTemplatesLoaded) {
+    fetch('/api/templates')
+      .then(r => r.json())
+      .then((data: DocumentTemplateRow[]) => { setDocTemplates(data); setDocTemplatesLoaded(true); })
+      .catch(console.error);
+  }
+}
+```
+
+Add mutual exclusivity to selection handlers:
+- In `handleSelectTemplate` (existing form-library handler): add `setSelectedDocTemplate(null);` at top
+- Add new handler for document template selection:
+```typescript
+const handleSelectDocTemplate = (t: DocumentTemplateRow) => {
+  setSelectedDocTemplate(t);
+  setSelectedTemplate(null);
+  setCustomFile(null);
+  setDocName(t.name);
+};
+```
+
+Extend `handleSubmit`:
+- Add a NEW branch at the top of the try block, before the existing `if (customFile)`:
+```typescript
+if (selectedDocTemplate) {
+  await fetch('/api/documents', {
+    method: 'POST',
+    headers: { 'Content-Type': 'application/json' },
+    body: JSON.stringify({
+      clientId,
+      name: docName.trim(),
+      documentTemplateId: selectedDocTemplate.id,
+    }),
+  });
+} else if (customFile) {
+  // ... existing custom file path unchanged
+} else {
+  // ... existing form library path unchanged
+}
+```
+
+Update the early-return guard in handleSubmit:
+```typescript
+if (!docName.trim() || (!selectedTemplate && !customFile && !selectedDocTemplate)) return;
+```
+
+Update the submit button disabled condition:
+```typescript
+disabled={saving || (!selectedTemplate && !customFile && !selectedDocTemplate) || !docName.trim()}
+```
+
+Render two tab buttons between the h2 heading and the search input. Use underline-style tabs matching the project's plain Tailwind approach:
+
+```tsx
+<div className="flex border-b mb-4">
+  <button
+    type="button"
+    onClick={() => setActiveTab('forms')}
+    className={`px-4 py-2 text-sm font-medium border-b-2 -mb-px ${
+      activeTab === 'forms'
+        ? 'border-blue-600 text-blue-600'
+        : 'border-transparent text-gray-500 hover:text-gray-700'
+    }`}
+  >
+    Forms Library
+  </button>
+  <button
+    type="button"
+    onClick={handleSwitchToTemplates}
+    className={`px-4 py-2 text-sm font-medium border-b-2 -mb-px ${
+      activeTab === 'templates'
+        ? 'border-blue-600 text-blue-600'
+        : 'border-transparent text-gray-500 hover:text-gray-700'
+    }`}
+  >
+    My Templates
+  </button>
+</div>
+```
+
+Conditionally render tab content:
+- When `activeTab === 'forms'`: show the existing search input + form list + custom file upload section (ALL existing markup unchanged)
+- When `activeTab === 'templates'`: show the templates list:
+
+```tsx
+{activeTab === 'templates' && (
+  <div className="mb-4">
+    {!docTemplatesLoaded ? (
+      <p className="text-sm text-gray-500 py-4 text-center">Loading templates...</p>
+    ) : docTemplates.length === 0 ? (
+      <p className="text-sm text-gray-500 py-4 text-center">
+        No templates saved yet. Create one from the Templates page.
+      </p>
+    ) : (
+      <ul className="border rounded max-h-48 overflow-y-auto">
+        {docTemplates.map(t => (
+          <li
+            key={t.id}
+            onClick={() => handleSelectDocTemplate(t)}
+            className={`px-3 py-2 text-sm cursor-pointer hover:bg-gray-100 ${
+              selectedDocTemplate?.id === t.id ? 'bg-blue-50 font-medium' : ''
+            }`}
+          >
+            <span className="block">{t.name}</span>
+            <span className="text-xs text-gray-400">
+              {t.formName ?? 'Unknown form'} &middot; {t.fieldCount} field{t.fieldCount !== 1 ? 's' : ''}
+            </span>
+          </li>
+        ))}
+      </ul>
+    )}
+  </div>
+)}
+```
+
+The `{activeTab === 'forms' && ( ... )}` wraps around the existing search input, form list `<ul>`, and custom file upload `<div>`. All existing elements are preserved exactly — only wrapped in a conditional.
+  </action>
+  <verify>
+    <automated>cd teressa-copeland-homes && npx tsc --noEmit</automated>
+  </verify>
+  <acceptance_criteria>
+    - grep "activeTab" src/app/portal/_components/AddDocumentModal.tsx returns at least 4 matches
+    - grep "My Templates" src/app/portal/_components/AddDocumentModal.tsx returns at least 1 match
+    - grep "Forms Library" src/app/portal/_components/AddDocumentModal.tsx returns at least 1 match
+    - grep "selectedDocTemplate" src/app/portal/_components/AddDocumentModal.tsx returns at least 3 matches
+    - grep "documentTemplateId" src/app/portal/_components/AddDocumentModal.tsx returns at least 1 match
+    - grep "/api/templates" src/app/portal/_components/AddDocumentModal.tsx returns at least 1 match
+    - grep "No templates saved yet" src/app/portal/_components/AddDocumentModal.tsx returns 1 match (empty state)
+    - npx tsc --noEmit exits 0
+  </acceptance_criteria>
+  <done>AddDocumentModal has two tabs (Forms Library + My Templates), lazy-loads templates on first tab click, sends documentTemplateId to POST /api/documents when a template is selected</done>
+</task>
+
+</tasks>
+
+<verification>
+1. `cd teressa-copeland-homes && npx tsc --noEmit` — zero type errors
+2. `cd teressa-copeland-homes && npm run build` — production build succeeds
+3. grep confirms: documentTemplateId in both route.ts and AddDocumentModal.tsx
+4. grep confirms: crypto.randomUUID in route.ts field copy
+5. grep confirms: SIGNER_COLORS in route.ts
+6. grep confirms: activeTab, selectedDocTemplate in AddDocumentModal.tsx
+</verification>
+
+<success_criteria>
+- POST /api/documents accepts documentTemplateId and creates a document with copied fields (fresh UUIDs), mapped signers, and correct formTemplateId
+- AddDocumentModal shows two tabs; My Templates tab fetches from GET /api/templates and displays template rows
+- Selecting a template and clicking Add Document creates a document via the template branch
+- No changes to existing Forms Library tab or custom file upload behavior
+- TypeScript compiles with zero errors
+</success_criteria>
+
+<output>
+After completion, create `.planning/phases/20-apply-template-and-portal-nav/20-01-SUMMARY.md`
+</output>
diff --git a/.planning/phases/20-apply-template-and-portal-nav/20-02-PLAN.md b/.planning/phases/20-apply-template-and-portal-nav/20-02-PLAN.md
new file mode 100644
index 0000000..8b63ba7
--- /dev/null
+++ b/.planning/phases/20-apply-template-and-portal-nav/20-02-PLAN.md
@@ -0,0 +1,258 @@
+---
+phase: 20-apply-template-and-portal-nav
+plan: 02
+type: execute
+wave: 2
+depends_on: [20-01]
+files_modified:
+  - teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/DocumentPageClient.tsx
+  - teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/PreparePanel.tsx
+autonomous: false
+requirements: [TMPL-13, TMPL-15, TMPL-16]
+
+must_haves:
+  truths:
+    - "When agent selects a text field that has a hint (from template), a 'Template Hint' chip appears in the Quick Fill section of PreparePanel"
+    - "Clicking the hint chip fills the selected field with the hint text (same behavior as existing quick-fill)"
+    - "Fields without hints show no extra chip — existing quick-fill behavior unchanged"
+    - "Templates nav link exists in portal navigation (Phase 19, already done)"
+    - "Templates list page shows all templates with form name, field count, last-updated (Phase 19, already done)"
+  artifacts:
+    - path: "teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/DocumentPageClient.tsx"
+      provides: "Fields state fetch + selectedFieldHint derivation"
+      contains: "selectedFieldHint"
+    - path: "teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/PreparePanel.tsx"
+      provides: "Template Hint chip in Quick Fill section"
+      contains: "selectedFieldHint"
+  key_links:
+    - from: "DocumentPageClient.tsx"
+      to: "GET /api/documents/:docId/fields"
+      via: "fetch on mount + aiPlacementKey change"
+      pattern: "api/documents.*fields"
+    - from: "DocumentPageClient.tsx"
+      to: "PreparePanel"
+      via: "selectedFieldHint prop"
+      pattern: "selectedFieldHint="
+    - from: "PreparePanel.tsx"
+      to: "onQuickFill callback"
+      via: "hint chip onClick"
+      pattern: "Template Hint"
+---
+
+<objective>
+Surface template text hints as quick-fill suggestions in PreparePanel and verify the complete Phase 20 feature set with human testing.
+
+Purpose: When a document is created from a template, text fields with hints (e.g., "Property Address", "Purchase Price") show those hints as one-click quick-fill chips, saving the agent from remembering what each blank field is for.
+Output: Modified DocumentPageClient.tsx (fields state + hint derivation), modified PreparePanel.tsx (hint chip), human verification of the full template-to-document flow.
+</objective>
+
+<execution_context>
+@$HOME/.claude/get-shit-done/workflows/execute-plan.md
+@$HOME/.claude/get-shit-done/templates/summary.md
+</execution_context>
+
+<context>
+@.planning/PROJECT.md
+@.planning/ROADMAP.md
+@.planning/STATE.md
+@.planning/phases/20-apply-template-and-portal-nav/20-CONTEXT.md
+@.planning/phases/20-apply-template-and-portal-nav/20-RESEARCH.md
+@.planning/phases/20-apply-template-and-portal-nav/20-01-SUMMARY.md
+
+<interfaces>
+<!-- Key types and contracts from codebase. -->
+
+From src/app/portal/(protected)/documents/[docId]/_components/DocumentPageClient.tsx:
+```typescript
+interface DocumentPageClientProps {
+  docId: string;
+  docStatus: string;
+  defaultEmail: string;
+  clientName: string;
+  agentDownloadUrl?: string | null;
+  signedAt?: Date | null;
+  clientPropertyAddress?: string | null;
+  initialSigners: DocumentSigner[];
+  clientContacts?: { name: string; email: string }[];
+}
+
+// Existing state:
+// selectedFieldId: string | null
+// textFillData: Record<string, string>
+// aiPlacementKey: number
+// signers: DocumentSigner[]
+```
+
+From src/app/portal/(protected)/documents/[docId]/_components/PreparePanel.tsx:
+```typescript
+interface PreparePanelProps {
+  docId: string;
+  defaultEmail: string;
+  clientName: string;
+  currentStatus: string;
+  agentDownloadUrl?: string | null;
+  signedAt?: Date | null;
+  clientPropertyAddress?: string | null;
+  previewToken: string | null;
+  onPreviewTokenChange: (token: string | null) => void;
+  textFillData: Record<string, string>;
+  selectedFieldId: string | null;
+  onQuickFill: (fieldId: string, value: string) => void;
+  onAiAutoPlace: () => Promise<void>;
+  signers?: DocumentSigner[];
+  onSignersChange?: (signers: DocumentSigner[]) => void;
+  unassignedFieldIds?: Set<string>;
+  onUnassignedFieldIdsChange?: (ids: Set<string>) => void;
+}
+```
+
+Quick Fill section pattern (PreparePanel lines 313-355):
+```typescript
+{/* Quick-fill panel — only shown when a text field is selected */}
+{selectedFieldId ? (
+  <div className="space-y-1.5">
+    <p className="text-xs text-gray-400">Click a suggestion to fill the selected field.</p>
+    {clientName && ( <button onClick={() => onQuickFill(selectedFieldId, clientName)}>...</button> )}
+    {clientPropertyAddress && ( <button onClick={() => onQuickFill(selectedFieldId, clientPropertyAddress)}>...</button> )}
+    <button onClick={() => onQuickFill(selectedFieldId, defaultEmail)}>Client Email chip</button>
+  </div>
+) : (
+  <p>Click a text field on the document...</p>
+)}
+```
+</interfaces>
+</context>
+
+<tasks>
+
+<task type="auto">
+  <name>Task 1: Add fields state to DocumentPageClient and pass selectedFieldHint to PreparePanel</name>
+  <files>
+    teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/DocumentPageClient.tsx
+    teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/PreparePanel.tsx
+  </files>
+  <read_first>
+    teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/DocumentPageClient.tsx
+    teressa-copeland-homes/src/app/portal/(protected)/documents/[docId]/_components/PreparePanel.tsx
+    teressa-copeland-homes/src/lib/db/schema.ts
+  </read_first>
+  <action>
+**In DocumentPageClient.tsx:**
+
+1. Add import: `import type { SignatureFieldData } from '@/lib/db/schema';` (DocumentSigner is already imported).
+
+2. Add state for fields:
+```typescript
+const [fields, setFields] = useState<SignatureFieldData[]>([]);
+```
+
+3. Add useEffect to fetch fields on mount and when aiPlacementKey changes:
+```typescript
+useEffect(() => {
+  fetch(`/api/documents/${docId}/fields`)
+    .then(r => r.json())
+    .then((data: SignatureFieldData[]) => setFields(Array.isArray(data) ? data : []))
+    .catch(() => {});
+}, [docId, aiPlacementKey]);
+```
+
+4. Derive the hint for the selected field:
+```typescript
+const selectedFieldHint = selectedFieldId
+  ? fields.find(f => f.id === selectedFieldId)?.hint
+  : undefined;
+```
+
+5. Pass new prop to PreparePanel:
+```typescript
+<PreparePanel
+  // ... all existing props unchanged ...
+  selectedFieldHint={selectedFieldHint}
+/>
+```
+
+**In PreparePanel.tsx:**
+
+1. Add `selectedFieldHint?: string;` to the `PreparePanelProps` interface (after `onQuickFill`).
+
+2. Destructure it in the function signature: add `selectedFieldHint,` to the destructured props.
+
+3. In the Quick Fill section (inside the `{selectedFieldId ? (` branch), add a new chip AFTER the existing Client Email chip button (before the closing `</div>` of `space-y-1.5`):
+
+```tsx
+{selectedFieldHint && (
+  <button
+    type="button"
+    onClick={() => onQuickFill(selectedFieldId, selectedFieldHint)}
+    className="w-full text-left px-3 py-2 text-sm border rounded bg-white hover:bg-blue-50 hover:border-blue-300 transition-colors"
+  >
+    <span className="text-xs text-gray-400 block">Template Hint</span>
+    <span className="truncate block">{selectedFieldHint}</span>
+  </button>
+)}
+```
+
+This follows the exact same markup pattern as the existing Client Name / Property Address / Client Email chips. The prop is optional with no default — existing callers (DocumentPageClient without template-sourced documents) simply don't pass it, and `undefined` means no chip renders.
+  </action>
+  <verify>
+    <automated>cd teressa-copeland-homes && npx tsc --noEmit</automated>
+  </verify>
+  <acceptance_criteria>
+    - grep "selectedFieldHint" src/app/portal/\(protected\)/documents/\[docId\]/_components/DocumentPageClient.tsx returns at least 2 matches (derivation + prop pass)
+    - grep "selectedFieldHint" src/app/portal/\(protected\)/documents/\[docId\]/_components/PreparePanel.tsx returns at least 3 matches (interface + destructure + render)
+    - grep "Template Hint" src/app/portal/\(protected\)/documents/\[docId\]/_components/PreparePanel.tsx returns 1 match
+    - grep "api/documents.*fields" src/app/portal/\(protected\)/documents/\[docId\]/_components/DocumentPageClient.tsx returns at least 1 match
+    - grep "SignatureFieldData" src/app/portal/\(protected\)/documents/\[docId\]/_components/DocumentPageClient.tsx returns at least 1 match (import)
+    - npx tsc --noEmit exits 0
+  </acceptance_criteria>
+  <done>DocumentPageClient fetches fields on mount, derives selectedFieldHint from selected field, passes it to PreparePanel. PreparePanel renders a "Template Hint" quick-fill chip when the hint exists.</done>
+</task>
+
+<task type="checkpoint:human-verify" gate="blocking">
+  <name>Task 2: Human verification of full template-to-document flow</name>
+  <what-built>
+    Complete "Start from template" feature:
+    - My Templates tab in Add Document modal (Plan 01)
+    - Template apply with fresh field UUIDs and role mapping (Plan 01)
+    - Text hint quick-fill chips in PreparePanel (Plan 02 Task 1)
+    - Templates nav + list page (Phase 19, already live)
+  </what-built>
+  <how-to-verify>
+    Prerequisites: At least one saved template with fields and text hints must exist (created in Phase 19 testing).
+
+    1. Navigate to /portal/templates — verify the list page shows saved templates with form name, field count, and updated date (TMPL-16)
+    2. Verify "Templates" appears in the portal top nav (TMPL-15)
+    3. Go to a client profile page → click "Add Document"
+    4. Verify the modal shows two tabs: "Forms Library" and "My Templates" (TMPL-10)
+    5. Click "My Templates" tab → verify saved templates appear with name, form name, and field count
+    6. Select a template → verify the document name auto-fills with the template name
+    7. Click "Add Document" → verify the document is created and you're returned to the client page
+    8. Open the newly created document → verify fields are pre-loaded at the correct positions on the PDF (TMPL-11)
+    9. In PreparePanel, click a text field that has a hint → verify a "Template Hint" chip appears in the Quick Fill section alongside Client Name/Address/Email (TMPL-13)
+    10. Click the hint chip → verify the field is filled with the hint text
+    11. Click the "Forms Library" tab back in a new Add Document modal → verify the existing form library still works exactly as before (D-04)
+    12. (TMPL-14 — snapshot independence): Go to /portal/templates → edit the template (change a field position) → go back to the document created in step 7 → verify the document's fields are unchanged (still at original positions)
+  </how-to-verify>
+  <resume-signal>Type "approved" or describe any issues found</resume-signal>
+</task>
+
+</tasks>
+
+<verification>
+1. `cd teressa-copeland-homes && npx tsc --noEmit` — zero type errors
+2. `cd teressa-copeland-homes && npm run build` — production build succeeds
+3. Human verification confirms all 12 steps pass
+4. TMPL-10 through TMPL-16 all satisfied (TMPL-14/15/16 by design or Phase 19)
+</verification>
+
+<success_criteria>
+- Template Hint chip appears in Quick Fill when a text field with a hint is selected
+- Chip click fills the field (same behavior as existing quick-fill chips)
+- Fields without hints show no extra chip
+- Human confirms full template-to-document flow works end-to-end
+- All 7 TMPL requirements (TMPL-10 through TMPL-16) are satisfied
+</success_criteria>
+
+<output>
+After completion, create `.planning/phases/20-apply-template-and-portal-nav/20-02-SUMMARY.md`
+</output>