diff --git a/help/include/communities-directory-intro.md b/help/include/communities-directory-intro.md
index 2c5cc2a93d..6c4f04469a 100644
--- a/help/include/communities-directory-intro.md
+++ b/help/include/communities-directory-intro.md
@@ -3,7 +3,7 @@ publicly accessible [Zulip Cloud][zulip-cloud] organizations an opportunity to
 be listed on the [Zulip website](https://zulip.com). It's a way for [open-source
 projects](https://zulip.com/for/open-source/), [research
 communities](https://zulip.com/for/research/), and
-[others](https://zulip.com/for/communities) to advertise their Zulip community
+[others](https://zulip.com/for/communities/) to advertise their Zulip community
 and support the Zulip project.
 
 The directory will display your community's name, logo, and a link to you Zulip
diff --git a/help/using-zulip-for-a-class.md b/help/using-zulip-for-a-class.md
index 1bac499ad0..e1755c1990 100644
--- a/help/using-zulip-for-a-class.md
+++ b/help/using-zulip-for-a-class.md
@@ -1,7 +1,7 @@
 # Using Zulip for a class
 
 Welcome to Zulip! This pages offers some tips for [using Zulip for a
-class](https://zulip.com/for/education).  If this is your first time using Zulip, we
+class](https://zulip.com/for/education/).  If this is your first time using Zulip, we
 recommend checking out [Getting started with
 Zulip](/help/getting-started-with-zulip) to get oriented.
 
diff --git a/templates/corporate/attribution.html b/templates/corporate/attribution.html
index 658870723b..dcb52d165c 100644
--- a/templates/corporate/attribution.html
+++ b/templates/corporate/attribution.html
@@ -20,7 +20,7 @@
             <h1>Website attributions</h1>
             <ul>
                 <li>
-                    <b>On <a href="/for/business">/for/business</a> page:</b>
+                    <b>On <a href="/for/business/">/for/business/</a> page:</b>
                     <img alt="" src="{{ static('images/landing-page/companies/software-engineer.svg') }}" />
                     <p>"<a href="https://iconscout.com/illustration/software-engineer-2043023">Software engineer Illustration</a>" By <a href="https://iconscout.com/contributors/delesign/illustrations">Delesign Graphic</a> is licensed under <a href="https://creativecommons.org/licenses/by/4.0/">CC BY 4.0</a>.</p>
                 </li>
diff --git a/templates/corporate/case-studies/asciidoctor-case-study.html b/templates/corporate/case-studies/asciidoctor-case-study.html
index 180f01c6db..8ed354f10a 100644
--- a/templates/corporate/case-studies/asciidoctor-case-study.html
+++ b/templates/corporate/case-studies/asciidoctor-case-study.html
@@ -21,8 +21,8 @@
             <h1 class="center">Case study: Asciidoctor <br /> open-source community</h1>
         </div>
         <div class="hero-text">
-            Learn more about using Zulip for<br /> <a href="/for/open-source">open
-            source projects</a> and <a href="/for/communities">communities</a>.
+            Learn more about using Zulip for<br /> <a href="/for/open-source/">open
+            source projects</a> and <a href="/for/communities/">communities</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/asciidoctor-case-study.md b/templates/corporate/case-studies/asciidoctor-case-study.md
index 9a5391085b..3e6bb8133f 100644
--- a/templates/corporate/case-studies/asciidoctor-case-study.md
+++ b/templates/corporate/case-studies/asciidoctor-case-study.md
@@ -195,5 +195,5 @@ communities.”
 
 ---
 
-Check out our guide on using Zulip for [open source](/for/open-source), and
-learn how Zulip [helps communities scale](/for/communities)!
+Check out our guide on using Zulip for [open source](/for/open-source/), and
+learn how Zulip [helps communities scale](/for/communities/)!
diff --git a/templates/corporate/case-studies/end-point-case-study.html b/templates/corporate/case-studies/end-point-case-study.html
index b4e486e7cd..b0d1c8ba5f 100644
--- a/templates/corporate/case-studies/end-point-case-study.html
+++ b/templates/corporate/case-studies/end-point-case-study.html
@@ -22,7 +22,7 @@
             <p>Software consultancy</p>
         </div>
         <div class="hero-text">
-            Learn more about using Zulip for <a href="/for/business">business</a>.
+            Learn more about using Zulip for <a href="/for/business/">business</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/end-point-case-study.md b/templates/corporate/case-studies/end-point-case-study.md
index 0489533260..3b6c15e59f 100644
--- a/templates/corporate/case-studies/end-point-case-study.md
+++ b/templates/corporate/case-studies/end-point-case-study.md
@@ -140,5 +140,5 @@ chat apps. We love it."
 
 ---
 
-Check out our guide on [using Zulip for business](/for/business), and learn how
+Check out our guide on [using Zulip for business](/for/business/), and learn how
 Zulip is being used at the [iDrift AS](/case-studies/idrift/) company.
diff --git a/templates/corporate/case-studies/idrift-case-study.html b/templates/corporate/case-studies/idrift-case-study.html
index e926cc2c5e..3eaa63ca9f 100644
--- a/templates/corporate/case-studies/idrift-case-study.html
+++ b/templates/corporate/case-studies/idrift-case-study.html
@@ -22,7 +22,7 @@
             <p>Distributed tech company</p>
         </div>
         <div class="hero-text">
-            Learn more about using Zulip for <a href="/for/business">business</a>.
+            Learn more about using Zulip for <a href="/for/business/">business</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/idrift-case-study.md b/templates/corporate/case-studies/idrift-case-study.md
index f914df94f7..19561b78c6 100644
--- a/templates/corporate/case-studies/idrift-case-study.md
+++ b/templates/corporate/case-studies/idrift-case-study.md
@@ -112,6 +112,6 @@ easy to review past interactions,” Gaute Lund says.
 
 ---
 
-Check out our guide on [using Zulip for business](/for/business), and learn how
+Check out our guide on [using Zulip for business](/for/business/), and learn how
 Zulip is being used at the [End Point Dev](/case-studies/end-point/) software
 consultancy.
diff --git a/templates/corporate/case-studies/lean-case-study.html b/templates/corporate/case-studies/lean-case-study.html
index d7a1ae6329..50e7de81b1 100644
--- a/templates/corporate/case-studies/lean-case-study.html
+++ b/templates/corporate/case-studies/lean-case-study.html
@@ -19,8 +19,8 @@
             <h1 class="center">Case study: <br/>Lean theorem prover community</h1>
         </div>
         <div class="hero-text">
-            Learn more about using Zulip for <a href="/for/research">research</a><br/>
-            and <a href="/for/open-source">open source</a> communities.
+            Learn more about using Zulip for <a href="/for/research/">research</a><br/>
+            and <a href="/for/open-source/">open source</a> communities.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/lean-case-study.md b/templates/corporate/case-studies/lean-case-study.md
index 555435298f..11bf92f9d9 100644
--- a/templates/corporate/case-studies/lean-case-study.md
+++ b/templates/corporate/case-studies/lean-case-study.md
@@ -132,6 +132,6 @@ jump in to help newer community members as time allows.
 
 ---
 
-Check out our guides on using Zulip for [research](/for/research)
-and [open source](/for/open-source), and learn how Zulip
-[helps communities grow](/for/communities)!
+Check out our guides on using Zulip for [research](/for/research/)
+and [open source](/for/open-source/), and learn how Zulip
+[helps communities grow](/for/communities/)!
diff --git a/templates/corporate/case-studies/recurse-center-case-study.html b/templates/corporate/case-studies/recurse-center-case-study.html
index 7bd7d57295..bb25b2a68d 100644
--- a/templates/corporate/case-studies/recurse-center-case-study.html
+++ b/templates/corporate/case-studies/recurse-center-case-study.html
@@ -23,7 +23,7 @@
         </div>
         <div class="hero-text">
             Learn more about using Zulip for
-            <br/><a href="/for/communities">communities</a> and <a href="/for/education">education</a>.
+            <br/><a href="/for/communities/">communities</a> and <a href="/for/education/">education</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/recurse-center-case-study.md b/templates/corporate/case-studies/recurse-center-case-study.md
index 560e0de493..ee0043e777 100644
--- a/templates/corporate/case-studies/recurse-center-case-study.md
+++ b/templates/corporate/case-studies/recurse-center-case-study.md
@@ -238,6 +238,6 @@ path 6 years ago!”
 
 ---
 
-Check out our guides on using Zulip for [education](/for/education) and
-[events](/for/events), and learn how Zulip [helps communities
-grow](/for/communities)!
+Check out our guides on using Zulip for [education](/for/education/) and
+[events](/for/events/), and learn how Zulip [helps communities
+grow](/for/communities/)!
diff --git a/templates/corporate/case-studies/rust-case-study.html b/templates/corporate/case-studies/rust-case-study.html
index 6be2a4427e..bfd5c6aa7c 100644
--- a/templates/corporate/case-studies/rust-case-study.html
+++ b/templates/corporate/case-studies/rust-case-study.html
@@ -21,8 +21,8 @@
             <h1 class="center">Case study: Rust<br/>programming language community</h1>
         </div>
         <div class="hero-text">
-            Learn more about using Zulip for<br /> <a href="/for/open-source">open
-            source projects</a> and <a href="/for/communities">communities</a>.
+            Learn more about using Zulip for<br /> <a href="/for/open-source/">open
+            source projects</a> and <a href="/for/communities/">communities</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/rust-case-study.md b/templates/corporate/case-studies/rust-case-study.md
index 27b9a70b21..abda515ec8 100644
--- a/templates/corporate/case-studies/rust-case-study.md
+++ b/templates/corporate/case-studies/rust-case-study.md
@@ -163,5 +163,5 @@ be more stuck, more slow-moving, less agile, and a little less human.”
 
 ---
 
-Check out our guide on using Zulip for [open source](/for/open-source), and
-learn how Zulip [helps communities scale](/for/communities)!
+Check out our guide on using Zulip for [open source](/for/open-source/), and
+learn how Zulip [helps communities scale](/for/communities/)!
diff --git a/templates/corporate/case-studies/tum-case-study.html b/templates/corporate/case-studies/tum-case-study.html
index db97a9467f..0b60fed408 100644
--- a/templates/corporate/case-studies/tum-case-study.html
+++ b/templates/corporate/case-studies/tum-case-study.html
@@ -21,7 +21,7 @@
             <h1 class="center">Case study: Technical University of Munich <br /> Department of Informatics</h1>
         </div>
         <div class="hero-text">
-            Learn more about <a href="/for/education">Zulip for Education</a>.
+            Learn more about <a href="/for/education/">Zulip for Education</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/tum-case-study.md b/templates/corporate/case-studies/tum-case-study.md
index fee7bc5922..8811308caa 100644
--- a/templates/corporate/case-studies/tum-case-study.md
+++ b/templates/corporate/case-studies/tum-case-study.md
@@ -77,10 +77,10 @@ contribute a few patches of my own,” Robert says.
 
 ---
 
-Learn more about [Zulip for Education](/for/education), and how
+Learn more about [Zulip for Education](/for/education/), and how
 Zulip is being used at the [University of California San Diego](/case-studies/ucsd).
-You can also check out our guides on using Zulip for [conferences](/for/events)
-and [research](/for/research)!
+You can also check out our guides on using Zulip for [conferences](/for/events/)
+and [research](/for/research/)!
 
 
 [tum-ranking]: https://www.in.tum.de/en/the-department/profile-of-the-department/facts-figures/facts-and-figures-2020/
diff --git a/templates/corporate/case-studies/ucsd-case-study.html b/templates/corporate/case-studies/ucsd-case-study.html
index de61e5acb6..a30f0fb5f1 100644
--- a/templates/corporate/case-studies/ucsd-case-study.html
+++ b/templates/corporate/case-studies/ucsd-case-study.html
@@ -22,7 +22,7 @@
             <h1 class="center">Case study: University of California San Diego</h1>
         </div>
         <div class="hero-text">
-            Learn more about <a href="/for/education">Zulip for Education</a>.
+            Learn more about <a href="/for/education/">Zulip for Education</a>.
         </div>
     </div>
     <div class="main">
diff --git a/templates/corporate/case-studies/ucsd-case-study.md b/templates/corporate/case-studies/ucsd-case-study.md
index 1626a77b59..5149a8115c 100644
--- a/templates/corporate/case-studies/ucsd-case-study.md
+++ b/templates/corporate/case-studies/ucsd-case-study.md
@@ -89,7 +89,7 @@ events, conferences of interest, etc.”
 
 ---
 
-Learn more about [Zulip for Education](/for/education), and how
+Learn more about [Zulip for Education](/for/education/), and how
 Zulip is being used at the [Technical University of Munich](/case-studies/tum).
-You can also check out our guides on using Zulip for [conferences](/for/events)
-and [research](/for/research)!
+You can also check out our guides on using Zulip for [conferences](/for/events/)
+and [research](/for/research/)!
diff --git a/templates/corporate/communities.html b/templates/corporate/communities.html
index 4dcd75c6f6..f141225592 100644
--- a/templates/corporate/communities.html
+++ b/templates/corporate/communities.html
@@ -81,7 +81,7 @@
                         {% endfor %}
                         <hr />
                         <div class="eligible_realm_end_notice">
-                            <p>Learn how Zulip can be a <a href="/for/communities">home for your community</a>.</p>
+                            <p>Learn how Zulip can be a <a href="/for/communities/">home for your community</a>.</p>
                         </div>
                     </div>
                 </div>
diff --git a/templates/corporate/for/education.html b/templates/corporate/for/education.html
index cdfc66b51e..aaadabb607 100644
--- a/templates/corporate/for/education.html
+++ b/templates/corporate/for/education.html
@@ -341,8 +341,8 @@
 
         <p>
             Learn about using Zulip
-            for <a href="/for/events">conferences</a> and
-            <a href="/for/research">research communities</a>.  If you have any
+            for <a href="/for/events/">conferences</a> and
+            <a href="/for/research/">research communities</a>.  If you have any
             questions or feedback, please contact us
             at <a href="mailto:sales@zulip.com">sales@zulip.com</a>. You
             can also drop by
diff --git a/templates/corporate/for/open-source.html b/templates/corporate/for/open-source.html
index f7f9a0da58..38c2c2320c 100644
--- a/templates/corporate/for/open-source.html
+++ b/templates/corporate/for/open-source.html
@@ -225,7 +225,7 @@
                     </li>
                     <li>
                         <div class="list-content">
-                            Check out <a href="/for/communities">Zulip for
+                            Check out <a href="/for/communities/">Zulip for
                             communities</a>
                             to learn more about how Zulip facilitates
                             contributor engagement and inclusion.
diff --git a/templates/corporate/for/research.html b/templates/corporate/for/research.html
index 78ae8d3a47..74753db875 100644
--- a/templates/corporate/for/research.html
+++ b/templates/corporate/for/research.html
@@ -81,7 +81,7 @@
                     </li>
                     <li>
                         <div class="list-content">
-                            Check out <a href="/for/communities">Zulip for communities</a>
+                            Check out <a href="/for/communities/">Zulip for communities</a>
                             to learn how Zulip empowers welcoming communities by making it
                             easy to participate on your own time.
                         </div>
diff --git a/templates/corporate/hello.html b/templates/corporate/hello.html
index cb3f1ba1d7..aee8fef10a 100644
--- a/templates/corporate/hello.html
+++ b/templates/corporate/hello.html
@@ -539,12 +539,12 @@
     <div class="padded-content call-to-action-bottom">
         <h1>Learn how Zulip can help your organization!</h1>
         <div class="register-buttons">
-            <a href="/for/business" class="register-now button">Business</a>
-            <a href="/for/open-source" class="register-now button">Open source</a>
-            <a href="/for/education" class="register-now button">Education</a>
-            <a href="/for/events" class="register-now button">Events and Conferences</a>
-            <a href="/for/research" class="register-now button">Research</a>
-            <a href="/for/communities" class="register-now button">Communities</a>
+            <a href="/for/business/" class="register-now button">Business</a>
+            <a href="/for/open-source/" class="register-now button">Open source</a>
+            <a href="/for/education/" class="register-now button">Education</a>
+            <a href="/for/events/" class="register-now button">Events and Conferences</a>
+            <a href="/for/research/" class="register-now button">Research</a>
+            <a href="/for/communities/" class="register-now button">Communities</a>
         </div>
         {% if register_link_disabled %}
         {% elif only_sso %}
diff --git a/templates/corporate/plans.html b/templates/corporate/plans.html
index 309146cc2b..099be18d8e 100644
--- a/templates/corporate/plans.html
+++ b/templates/corporate/plans.html
@@ -40,11 +40,11 @@
             <h1>Special Zulip Cloud Standard pricing</h1>
         </header>
         <div class="register-buttons">
-            <a href="/for/open-source" class="register-now button">Open source <p>Free</p></a>
-            <a href="/for/education" class="register-now button">Education <p>85%+ OFF</p></a>
-            <a href="/for/research" class="register-now button">Research <p>Free</p></a>
-            <a href="/for/events" class="register-now button">Academic conferences<p>Free</p></a>
-            <a href="/for/communities" class="register-now button">Non-profits and communities <p>85%+ OFF</p></a>
+            <a href="/for/open-source/" class="register-now button">Open source <p>Free</p></a>
+            <a href="/for/education/" class="register-now button">Education <p>85%+ OFF</p></a>
+            <a href="/for/research/" class="register-now button">Research <p>Free</p></a>
+            <a href="/for/events/" class="register-now button">Academic conferences<p>Free</p></a>
+            <a href="/for/communities/" class="register-now button">Non-profits and communities <p>85%+ OFF</p></a>
         </div>
     </div>
     <div class="plans_faq_questions">
diff --git a/templates/corporate/why-zulip.html b/templates/corporate/why-zulip.html
index afcbc9dc01..aa003c0371 100644
--- a/templates/corporate/why-zulip.html
+++ b/templates/corporate/why-zulip.html
@@ -39,12 +39,12 @@
                 <h2>Learn how Zulip can help your organization!</h2>
             </header>
             <div class="register-buttons">
-                <a href="/for/business" class="register-now button">Business</a>
-                <a href="/for/open-source" class="register-now button">Open source</a>
-                <a href="/for/education" class="register-now button">Education</a>
-                <a href="/for/events" class="register-now button">Events and Conferences</a>
-                <a href="/for/research" class="register-now button">Research</a>
-                <a href="/for/communities" class="register-now button">Communities</a>
+                <a href="/for/business/" class="register-now button">Business</a>
+                <a href="/for/open-source/" class="register-now button">Open source</a>
+                <a href="/for/education/" class="register-now button">Education</a>
+                <a href="/for/events/" class="register-now button">Events and Conferences</a>
+                <a href="/for/research/" class="register-now button">Research</a>
+                <a href="/for/communities/" class="register-now button">Communities</a>
             </div>
         </div>
     </div>
diff --git a/tools/documentation_crawler/documentation_crawler/spiders/check_help_documentation.py b/tools/documentation_crawler/documentation_crawler/spiders/check_help_documentation.py
index a5f795d652..9380f0ac3b 100644
--- a/tools/documentation_crawler/documentation_crawler/spiders/check_help_documentation.py
+++ b/tools/documentation_crawler/documentation_crawler/spiders/check_help_documentation.py
@@ -74,10 +74,10 @@ class PorticoDocumentationSpider(BaseDocumentationSpider):
         "http://localhost:9981/policies/privacy",
         "http://localhost:9981/features/",
         "http://localhost:9981/why-zulip/",
-        "http://localhost:9981/for/open-source",
-        "http://localhost:9981/for/business",
-        "http://localhost:9981/for/communities",
-        "http://localhost:9981/for/research",
+        "http://localhost:9981/for/open-source/",
+        "http://localhost:9981/for/business/",
+        "http://localhost:9981/for/communities/",
+        "http://localhost:9981/for/research/",
         "http://localhost:9981/security",
     ]
     deny_domains: List[str] = []