diff --git a/app/blog/[slug]/not-found.tsx b/app/blog/[slug]/not-found.tsx
new file mode 100644
index 0000000..24003ad
--- /dev/null
+++ b/app/blog/[slug]/not-found.tsx
@@ -0,0 +1,23 @@
+'use client';
+
+import { useEffect } from 'react';
+import { trackEvent } from '../../../lib/analytics';
+
+export default function BlogPostNotFound() {
+  useEffect(() => {
+    trackEvent('blog_post_not_found', {
+      page_path: window.location.pathname,
+    });
+  }, []);
+
+  return (
+    <section className="page-top-offset bg-light-grey px-6 pb-16 text-default-grey md:px-8 md:pb-20">
+      <div className="mx-auto max-w-3xl rounded-lg bg-white p-8 text-center shadow-md">
+        <h1 className="font-headline text-3xl font-semibold">Post not found</h1>
+        <p className="mt-4 text-default-grey/75">
+          The article you requested does not exist or is no longer available.
+        </p>
+      </div>
+    </section>
+  );
+}
diff --git a/app/blog/[slug]/page.tsx b/app/blog/[slug]/page.tsx
index 89ee79a..3b726bb 100644
--- a/app/blog/[slug]/page.tsx
+++ b/app/blog/[slug]/page.tsx
@@ -4,6 +4,7 @@ import JsonLd from '../../../components/JsonLd';
 import ScrollToTopButton from '../../../components/blog/ScrollToTopButton';
 import BlogPostBreadcrumbs from '../../../components/blog/BlogPostBreadcrumbs';
 import BlogPostHero from '../../../components/blog/BlogPostHero';
+import BlogPostViewTracker from '../../../components/blog/BlogPostViewTracker';
 import SimilarPostsSection from '../../../components/blog/SimilarPostsSection';
 import {
   getBlogBreadcrumbStructuredData,
@@ -86,6 +87,7 @@ export default async function BlogPostPage({ params }: BlogPostPageProps) {
       <JsonLd data={structuredData} />
       <div className="mx-auto max-w-[1000px]">
         <BlogPostBreadcrumbs />
+        <BlogPostViewTracker slug={post.slug} category={post.category} />
         <BlogPostHero post={post} />
         <div
           className="blog-content mt-10"
diff --git a/components/BookingCta.tsx b/components/BookingCta.tsx
index 9f2992f..7193735 100644
--- a/components/BookingCta.tsx
+++ b/components/BookingCta.tsx
@@ -7,6 +7,7 @@ interface BookingCtaProps {
   location: string;
   className?: string;
   variant?: 'primary' | 'secondary';
+  onClick?: () => void;
 }
 
 const variantClasses = {
@@ -16,7 +17,7 @@ const variantClasses = {
 
 const BOOKING_CTA_LABEL = 'Book a Strategy Call';
 
-export default function BookingCta({ location, className, variant = 'primary' }: BookingCtaProps) {
+export default function BookingCta({ location, className, variant = 'primary', onClick }: BookingCtaProps) {
   return (
     <TrackedCtaLink
       href="https://calendly.com/michaelzick/45min"
@@ -24,6 +25,7 @@ export default function BookingCta({ location, className, variant = 'primary' }:
       location={location}
       label={BOOKING_CTA_LABEL}
       eventName="book_free_session_click"
+      onClick={onClick}
     >
       <span>{BOOKING_CTA_LABEL}</span>
       <OpenInNewWindowIcon className="ml-2 h-4 w-4 shrink-0" aria-hidden="true" />
diff --git a/components/ContactForm.tsx b/components/ContactForm.tsx
index f937b7c..bfcae1c 100644
--- a/components/ContactForm.tsx
+++ b/components/ContactForm.tsx
@@ -1,6 +1,7 @@
 'use client';
 
 import { useCallback, useEffect, useRef, useState } from 'react';
+import { trackEvent } from '../lib/analytics';
 import { loadRecaptchaV2, resetRecaptchaV2Widget } from '../lib/client/recaptcha-v2';
 
 interface FormData {
@@ -20,6 +21,16 @@ const initialFormData: FormData = {
   workbookOptIn: true,
 };
 
+function getContactFailureReason(message: string) {
+  const lower = message.toLowerCase();
+  if (lower.includes('too many requests')) return 'rate_limited';
+  if (lower.includes('captcha')) return 'captcha_failed';
+  if (lower.includes('email service not configured')) return 'service_configuration_error';
+  if (lower.includes('failed to send email')) return 'email_delivery_failed';
+  if (lower.includes('request failed')) return 'request_failed';
+  return 'unknown';
+}
+
 export default function ContactForm() {
   const [formData, setFormData] = useState<FormData>(initialFormData);
   const [status, setStatus] = useState<'idle' | 'submitting' | 'success' | 'error'>('idle');
@@ -145,11 +156,19 @@ export default function ContactForm() {
 
   const handleSubmit = async (e: React.FormEvent) => {
     e.preventDefault();
+    trackEvent('contact_form_submit_started', {
+      workbook_opt_in: formData.workbookOptIn,
+      page_path: window.location.pathname,
+    });
     setStatus('submitting');
     setErrorMessage(null);
     setCaptchaError(null);
 
     if (!RECAPTCHA_SITE_KEY) {
+      trackEvent('contact_form_submit_failed', {
+        failure_reason: 'captcha_configuration_missing',
+        page_path: window.location.pathname,
+      });
       setCaptchaError('Contact form is temporarily unavailable. Please try again later.');
       setStatus('idle');
       return;
@@ -168,6 +187,10 @@ export default function ContactForm() {
       }
       setSubmittedEmail(formData.email);
       setSubmittedWorkbook(formData.workbookOptIn);
+      trackEvent('contact_form_submit_succeeded', {
+        workbook_opt_in: formData.workbookOptIn,
+        page_path: window.location.pathname,
+      });
       setStatus('success');
       setFormData(initialFormData);
       setCaptchaError(null);
@@ -175,6 +198,11 @@ export default function ContactForm() {
     } catch (err) {
       console.error(err);
       const message = err instanceof Error ? err.message : 'Request failed';
+      trackEvent('contact_form_submit_failed', {
+        failure_reason: getContactFailureReason(message),
+        error_message: message,
+        page_path: window.location.pathname,
+      });
       resetCaptcha();
       if (message.toLowerCase().includes('captcha')) {
         setCaptchaError(message);
diff --git a/components/NguCouponSignupForm.tsx b/components/NguCouponSignupForm.tsx
index 7b91004..92d14c9 100644
--- a/components/NguCouponSignupForm.tsx
+++ b/components/NguCouponSignupForm.tsx
@@ -21,6 +21,16 @@ type NguCouponSignupFormProps = {
   onSuccess?: () => void;
 };
 
+function getNguCouponFailureReason(message: string) {
+  const lower = message.toLowerCase();
+  if (lower.includes('too many requests')) return 'rate_limited';
+  if (lower.includes('captcha')) return 'captcha_failed';
+  if (lower.includes('not configured')) return 'service_configuration_error';
+  if (lower.includes('failed to send coupon email')) return 'email_delivery_failed';
+  if (lower.includes('request failed')) return 'request_failed';
+  return 'unknown';
+}
+
 export default function NguCouponSignupForm({
   intro,
   formClassName = 'space-y-5',
@@ -144,6 +154,11 @@ export default function NguCouponSignupForm({
     setErrorMessage(null);
 
     if (!NGU_RECAPTCHA_SITE_KEY) {
+      trackEvent('ngu_coupon_signup_failed', {
+        location: successCtaLocation,
+        failure_reason: 'captcha_configuration_missing',
+        page_path: window.location.pathname,
+      });
       setStatus('error');
       setErrorMessage('Signup is temporarily unavailable. Please try again later.');
       return;
@@ -163,14 +178,25 @@ export default function NguCouponSignupForm({
       }
 
       onSuccess?.();
+      trackEvent('ngu_coupon_signup_succeeded', {
+        location: successCtaLocation,
+        page_path: window.location.pathname,
+      });
       setStatus('success');
       setEmail('');
       setErrorMessage(null);
       discardCaptchaWidget();
     } catch (error) {
       console.error(error);
+      const message = error instanceof Error ? error.message : 'Request failed';
+      trackEvent('ngu_coupon_signup_failed', {
+        location: successCtaLocation,
+        failure_reason: getNguCouponFailureReason(message),
+        error_message: message,
+        page_path: window.location.pathname,
+      });
       setStatus('error');
-      setErrorMessage(error instanceof Error ? error.message : 'Request failed');
+      setErrorMessage(message);
       resetCaptcha();
     }
   };
diff --git a/components/Questionnaire.tsx b/components/Questionnaire.tsx
index dd06312..4a911e4 100644
--- a/components/Questionnaire.tsx
+++ b/components/Questionnaire.tsx
@@ -35,6 +35,19 @@ function getOrderedAnswersWithDefaults(answers: Record<string, string>) {
   }, {});
 }
 
+function getQuestionnaireFailureReason(message: string) {
+  const lower = message.toLowerCase();
+  if (lower.includes('too many requests')) return 'rate_limited';
+  if (lower.includes('missing required fields')) return 'missing_required_fields';
+  if (lower.includes('input exceeds') || lower.includes('response exceeds') || lower.includes('too many responses')) {
+    return 'input_validation_failed';
+  }
+  if (lower.includes('system busy') || lower.includes('honeypot')) return 'bot_protection_rejected';
+  if (lower.includes('configuration')) return 'service_configuration_error';
+  if (lower.includes('failed to analyze')) return 'analysis_provider_error';
+  return 'unknown';
+}
+
 export default function Questionnaire() {
   const [stepIndex, setStepIndex] = useState(0);
   const [formData, setFormData] = useState<FormData>({
@@ -58,6 +71,13 @@ export default function Questionnaire() {
 
   const currentStep = STEPS[stepIndex];
 
+  useEffect(() => {
+    trackEvent('questionnaire_page_viewed', {
+      location: 'questionnaire-page',
+      page_path: window.location.pathname,
+    });
+  }, []);
+
   useEffect(() => {
     const storedDuration = window.localStorage.getItem(ANALYSIS_DURATION_STORAGE_KEY);
     const parsedDuration = Number(storedDuration);
@@ -126,7 +146,17 @@ export default function Questionnaire() {
   };
 
   const nextStep = () => {
-    if (!isStepValid()) return;
+    if (!isStepValid()) {
+      const failureReason = currentStep.id === 'intake'
+        ? (!consented ? 'consent_missing' : 'required_fields_missing')
+        : 'required_answers_missing';
+      trackEvent('questionnaire_submission_blocked', {
+        step_id: currentStep.id,
+        failure_reason: failureReason,
+        page_path: window.location.pathname,
+      });
+      return;
+    }
 
     if (stepIndex < STEPS.length - 1) {
       setStepIndex(stepIndex + 1);
@@ -170,9 +200,19 @@ export default function Questionnaire() {
       setAnalysisProgress(100);
       setSecondsRemaining(0);
       submissionSucceeded = true;
+      trackEvent('questionnaire_analysis_succeeded', {
+        answer_count: Object.keys(orderedAnswers).length,
+        page_path: window.location.pathname,
+      });
       setAnalysis(data.analysis);
     } catch (err: unknown) {
-      setError(err instanceof Error ? err.message : 'Something went wrong. Please try again.');
+      const message = err instanceof Error ? err.message : 'Something went wrong. Please try again.';
+      trackEvent('questionnaire_analysis_failed', {
+        failure_reason: getQuestionnaireFailureReason(message),
+        error_message: message,
+        page_path: window.location.pathname,
+      });
+      setError(message);
     } finally {
       if (!submissionSucceeded) {
         setAnalysisProgress(0);
diff --git a/components/QuestionnaireCta.tsx b/components/QuestionnaireCta.tsx
index 0e51d47..2a603f6 100644
--- a/components/QuestionnaireCta.tsx
+++ b/components/QuestionnaireCta.tsx
@@ -6,6 +6,7 @@ interface QuestionnaireCTAProps {
   location: string;
   className?: string;
   variant?: 'primary' | 'secondary';
+  onClick?: () => void;
 }
 
 const variantClasses = {
@@ -13,7 +14,7 @@ const variantClasses = {
   secondary: 'btn-secondary cta-unified',
 };
 
-export default function QuestionnaireCta({ location, className, variant = 'secondary' }: QuestionnaireCTAProps) {
+export default function QuestionnaireCta({ location, className, variant = 'secondary', onClick }: QuestionnaireCTAProps) {
   return (
     <TrackedCtaLink
       href="/questionnaire"
@@ -22,6 +23,7 @@ export default function QuestionnaireCta({ location, className, variant = 'secon
       label="Take the Assessment"
       eventName="questionnaire_click"
       target="_self"
+      onClick={onClick}
     >
       Take the Assessment
     </TrackedCtaLink>
diff --git a/components/TrackedCtaLink.tsx b/components/TrackedCtaLink.tsx
index 2a7db7b..3cd70d2 100644
--- a/components/TrackedCtaLink.tsx
+++ b/components/TrackedCtaLink.tsx
@@ -14,6 +14,7 @@ type TrackedCtaLinkProps = {
   rel?: string;
   section?: string;
   smoothScroll?: boolean;
+  onClick?: () => void;
   children: ReactNode;
 };
 
@@ -54,6 +55,7 @@ export default function TrackedCtaLink({
   rel,
   section = 'cta',
   smoothScroll = false,
+  onClick,
   children,
 }: TrackedCtaLinkProps) {
   const isInternal = href.startsWith('/') && !href.startsWith('//');
@@ -74,6 +76,7 @@ export default function TrackedCtaLink({
       href,
       page_path: window.location.pathname,
     });
+    onClick?.();
 
     const hashTargetId = getHashTargetId(href);
     if (
diff --git a/components/TrackedLink.tsx b/components/TrackedLink.tsx
index f56172e..6fd5c2e 100644
--- a/components/TrackedLink.tsx
+++ b/components/TrackedLink.tsx
@@ -13,6 +13,7 @@ type TrackedLinkProps = {
   className?: string;
   target?: string;
   rel?: string;
+  onClick?: () => void;
   children: ReactNode;
 };
 
@@ -25,6 +26,7 @@ export default function TrackedLink({
   className,
   target,
   rel,
+  onClick,
   children,
 }: TrackedLinkProps) {
   const isInternal = href.startsWith('/') && !href.startsWith('//');
@@ -39,6 +41,7 @@ export default function TrackedLink({
       variant,
       pagePath: window.location.pathname,
     });
+    onClick?.();
   };
 
   if (isInternal && (!target || target === '_self')) {
diff --git a/components/blog/BlogIndexClient.tsx b/components/blog/BlogIndexClient.tsx
index c266570..1244bd6 100644
--- a/components/blog/BlogIndexClient.tsx
+++ b/components/blog/BlogIndexClient.tsx
@@ -1,7 +1,8 @@
 'use client';
 
-import { useMemo, useState } from 'react';
+import { useEffect, useMemo, useRef, useState } from 'react';
 import type { BlogPost } from '../../lib/blog';
+import { trackEvent } from '../../lib/analytics';
 import BlogFilters from './BlogFilters';
 import BlogPostCard from './BlogPostCard';
 import { FadeInSection } from '../FadeInSection';
@@ -22,6 +23,9 @@ export default function BlogIndexClient({ posts, filters }: BlogIndexClientProps
   const [selectedAuthor, setSelectedAuthor] = useState<string>('all');
   const [selectedTags, setSelectedTags] = useState<string[]>([]);
   const [mobileFiltersOpen, setMobileFiltersOpen] = useState(false);
+  const hasTrackedFilterChange = useRef(false);
+  const lastNoResultsSignature = useRef<string | null>(null);
+  const hasTrackedEmptyState = useRef(false);
 
   const filteredPosts = useMemo(() => {
     return posts.filter((post) => {
@@ -54,6 +58,61 @@ export default function BlogIndexClient({ posts, filters }: BlogIndexClientProps
     filters.tags.length > 0 ||
     filters.authors.length > 0;
 
+  useEffect(() => {
+    trackEvent('blog_index_viewed', {
+      posts_count: posts.length,
+      page_path: window.location.pathname,
+    });
+  }, [posts.length]);
+
+  useEffect(() => {
+    if (!hasTrackedFilterChange.current) {
+      hasTrackedFilterChange.current = true;
+      return;
+    }
+
+    trackEvent('blog_filters_updated', {
+      selected_category: selectedCategory,
+      selected_author: selectedAuthor,
+      selected_tag_count: selectedTags.length,
+      selected_tags: selectedTags,
+      result_count: filteredPosts.length,
+      page_path: window.location.pathname,
+    });
+  }, [selectedCategory, selectedAuthor, selectedTags, filteredPosts.length]);
+
+  useEffect(() => {
+    if (posts.length === 0) {
+      if (hasTrackedEmptyState.current) return;
+      hasTrackedEmptyState.current = true;
+      trackEvent('blog_index_empty_state_viewed', {
+        page_path: window.location.pathname,
+      });
+      return;
+    }
+
+    hasTrackedEmptyState.current = false;
+
+    if (filteredPosts.length > 0) {
+      lastNoResultsSignature.current = null;
+      return;
+    }
+
+    const signature = `${selectedCategory}|${selectedAuthor}|${selectedTags.slice().sort().join(',')}`;
+    if (signature === lastNoResultsSignature.current) {
+      return;
+    }
+
+    lastNoResultsSignature.current = signature;
+    trackEvent('blog_filter_no_results_viewed', {
+      selected_category: selectedCategory,
+      selected_author: selectedAuthor,
+      selected_tag_count: selectedTags.length,
+      selected_tags: selectedTags,
+      page_path: window.location.pathname,
+    });
+  }, [posts.length, filteredPosts.length, selectedCategory, selectedAuthor, selectedTags]);
+
   return (
     <section className="page-top-offset bg-light-grey px-6 pb-16 text-default-grey md:px-8 md:pb-20">
       <div className="mx-auto max-w-[1400px]">
diff --git a/components/blog/BlogPostCard.tsx b/components/blog/BlogPostCard.tsx
index ca4bfd7..621e161 100644
--- a/components/blog/BlogPostCard.tsx
+++ b/components/blog/BlogPostCard.tsx
@@ -2,6 +2,7 @@
 
 import Image from 'next/image';
 import TrackedLink from '../TrackedLink';
+import { trackEvent } from '../../lib/analytics';
 import { formatPostDate, type BlogPost } from '../../lib/blog';
 
 interface BlogPostCardProps {
@@ -18,6 +19,13 @@ export default function BlogPostCard({ post }: BlogPostCardProps) {
       location="blog-index"
       section="post-card"
       label={post.title}
+      onClick={() => {
+        trackEvent('blog_post_opened_from_index', {
+          post_slug: post.slug,
+          post_category: post.category,
+          page_path: window.location.pathname,
+        });
+      }}
     >
       <article className="overflow-hidden rounded-lg bg-white shadow-md transition duration-300 group-hover:-translate-y-1 group-hover:shadow-lg">
         <div className="aspect-[16/9] overflow-hidden">
diff --git a/components/blog/BlogPostViewTracker.tsx b/components/blog/BlogPostViewTracker.tsx
new file mode 100644
index 0000000..5167b46
--- /dev/null
+++ b/components/blog/BlogPostViewTracker.tsx
@@ -0,0 +1,21 @@
+'use client';
+
+import { useEffect } from 'react';
+import { trackEvent } from '../../lib/analytics';
+
+type BlogPostViewTrackerProps = {
+  slug: string;
+  category: string;
+};
+
+export default function BlogPostViewTracker({ slug, category }: BlogPostViewTrackerProps) {
+  useEffect(() => {
+    trackEvent('blog_post_viewed', {
+      post_slug: slug,
+      post_category: category,
+      page_path: window.location.pathname,
+    });
+  }, [slug, category]);
+
+  return null;
+}
diff --git a/components/blog/SimilarPostsSection.tsx b/components/blog/SimilarPostsSection.tsx
index 4ea5392..2ac4559 100644
--- a/components/blog/SimilarPostsSection.tsx
+++ b/components/blog/SimilarPostsSection.tsx
@@ -1,5 +1,9 @@
+'use client';
+
 import Image from 'next/image';
+import { useEffect, useRef } from 'react';
 import type { BlogPost } from '../../lib/blog';
+import { trackEvent } from '../../lib/analytics';
 import BookingCta from '../BookingCta';
 import QuestionnaireCta from '../QuestionnaireCta';
 import TrackedLink from '../TrackedLink';
@@ -9,6 +13,29 @@ type SimilarPostsSectionProps = {
 };
 
 export default function SimilarPostsSection({ posts }: SimilarPostsSectionProps) {
+  const hasTrackedEmptyState = useRef(false);
+
+  useEffect(() => {
+    if (posts.length > 0) {
+      hasTrackedEmptyState.current = false;
+      return;
+    }
+
+    if (hasTrackedEmptyState.current) return;
+    hasTrackedEmptyState.current = true;
+    trackEvent('blog_similar_posts_empty_state_viewed', {
+      page_path: window.location.pathname,
+    });
+  }, [posts.length]);
+
+  const trackRecirculationClick = (destination: string, postSlug?: string) => {
+    trackEvent('blog_post_recirculation_clicked', {
+      destination,
+      ...(postSlug ? { post_slug: postSlug } : {}),
+      page_path: window.location.pathname,
+    });
+  };
+
   return (
     <div className="mt-10 border-t border-dark-blue/10 pt-8">
       {posts.length > 0 ? (
@@ -25,6 +52,7 @@ export default function SimilarPostsSection({ posts }: SimilarPostsSectionProps)
                 location="blog-post"
                 section="similar-posts"
                 label={post.title}
+                onClick={() => trackRecirculationClick('similar_post', post.slug)}
               >
                 <div className="aspect-video overflow-hidden rounded-lg">
                   <Image
@@ -53,6 +81,7 @@ export default function SimilarPostsSection({ posts }: SimilarPostsSectionProps)
               location="blog-post"
               section="similar-posts"
               label="View All Posts"
+              onClick={() => trackRecirculationClick('blog_index')}
             >
               View All Posts
               <span className="transition-transform group-hover:translate-x-1">→</span>
@@ -70,6 +99,7 @@ export default function SimilarPostsSection({ posts }: SimilarPostsSectionProps)
             location="blog-post"
             section="similar-posts"
             label="View All Posts"
+            onClick={() => trackRecirculationClick('blog_index')}
           >
             View All Posts
             <span className="transition-transform group-hover:translate-x-1">→</span>
@@ -77,10 +107,14 @@ export default function SimilarPostsSection({ posts }: SimilarPostsSectionProps)
         </div>
       )}
       <div className="mt-8 flex flex-col items-start gap-4 md:flex-row md:items-center">
-        <BookingCta location="blog-post-bottom" />
+        <BookingCta
+          location="blog-post-bottom"
+          onClick={() => trackRecirculationClick('booking_cta')}
+        />
         <QuestionnaireCta
           location="blog-post-bottom"
           className="btn-secondary cta-unified btn-secondary-dark"
+          onClick={() => trackRecirculationClick('questionnaire_cta')}
         />
       </div>
     </div>