diff --git a/tests/unit/admin/views/test_organizations.py b/tests/unit/admin/views/test_organizations.py
index 3c7dcf772243..7e93e8d532bd 100644
--- a/tests/unit/admin/views/test_organizations.py
+++ b/tests/unit/admin/views/test_organizations.py
@@ -617,6 +617,7 @@ def test_detail(self, db_request):
         assert result["user"] == organization_application.submitted_by
         assert result["form"].name.data == organization_application.name
         assert result["conflicting_applications"] == []
+        assert result["conflicting_namespace_prefixes"] == []
         assert result["organization_application"] == organization_application
 
     @pytest.mark.usefixtures("_enable_organizations")
@@ -669,6 +670,7 @@ def test_detail_edit_invalid(self, db_request):
         assert result["form"].name.data == existing_organization.name
         assert result["form"].name.errors != []
         assert result["conflicting_applications"] == []
+        assert result["conflicting_namespace_prefixes"] == []
         assert result["organization_application"] == organization_application
 
     @pytest.mark.usefixtures("_enable_organizations")
@@ -683,6 +685,7 @@ def test_detail_is_approved_true(self, db_request):
         assert result["user"] == organization_application.submitted_by
         assert result["form"].name.data == organization_application.name
         assert result["conflicting_applications"] == []
+        assert result["conflicting_namespace_prefixes"] == []
         assert result["organization_application"] == organization_application
 
     @pytest.mark.usefixtures("_enable_organizations")
@@ -697,17 +700,25 @@ def test_detail_is_approved_false(self, db_request):
         assert result["user"] == organization_application.submitted_by
         assert result["form"].name.data == organization_application.name
         assert result["conflicting_applications"] == []
+        assert result["conflicting_namespace_prefixes"] == []
         assert result["organization_application"] == organization_application
 
     @pytest.mark.usefixtures("_enable_organizations")
     @pytest.mark.parametrize(
-        ("name", "conflicts"),
+        ("name", "conflicts", "conflicting_prefixes", "not_conflicting"),
         [
-            ("pypi", ["PyPI", "pypi"]),
-            ("py-pi", ["Py-PI", "PY-PI"]),
+            (
+                "pypi",
+                ["PyPI", "pypi"],
+                ["pypi-common", "PyPi_rocks", "pypi-team-garbage"],
+                ["py-pi"],
+            ),
+            ("py-pi", ["Py-PI", "PY-PI"], ["py", "py-pi_dot-com"], ["pypi"]),
         ],
     )
-    def test_detail_conflicting_applications(self, db_request, name, conflicts):
+    def test_detail_conflicting_applications(
+        self, db_request, name, conflicts, conflicting_prefixes, not_conflicting
+    ):
         organization_application = OrganizationApplicationFactory.create(
             name=name, status=OrganizationApplicationStatus.Declined
         )
@@ -718,6 +729,14 @@ def test_detail_conflicting_applications(self, db_request, name, conflicts):
             ],
             key=lambda o: o.submitted,
         )
+        conflicting_prefix_applications = sorted(
+            [
+                OrganizationApplicationFactory.create(name=conflict)
+                for conflict in conflicting_prefixes
+            ],
+            key=lambda o: o.submitted,
+        )
+        [OrganizationApplicationFactory.create(name=name) for name in not_conflicting]
         db_request.matchdict["organization_application_id"] = (
             organization_application.id
         )
@@ -725,6 +744,13 @@ def test_detail_conflicting_applications(self, db_request, name, conflicts):
         assert result["user"] == organization_application.submitted_by
         assert result["form"].name.data == organization_application.name
         assert result["conflicting_applications"] == conflicting_applications
+        assert result["conflicting_namespace_prefixes"] == [
+            conflict
+            for conflict in sorted(
+                conflicting_applications + conflicting_prefix_applications,
+                key=lambda o: o.submitted,
+            )
+        ]
         assert result["organization_application"] == organization_application
 
     @pytest.mark.usefixtures("_enable_organizations")
diff --git a/warehouse/admin/templates/admin/organization_applications/detail.html b/warehouse/admin/templates/admin/organization_applications/detail.html
index a73e8416b50d..ffe55600d1f4 100644
--- a/warehouse/admin/templates/admin/organization_applications/detail.html
+++ b/warehouse/admin/templates/admin/organization_applications/detail.html
@@ -388,10 +388,31 @@ <h3 class="card-title">Organization Request{% if information_requests %}{% if ou
               </label>
               <div class="col-12">
                 <table class="table">
-                  <tr><th>Application</th><th>Submitted</th><th>Requestor</th></tr>
+                  <tr><th>Application</th><th>Status</th><th>Submitted</th><th>Requestor</th></tr>
                   {% for application in conflicting_applications %}
                     <tr>
                       <td><a target="_blank" href="{{ request.route_url('admin.organization_application.detail', organization_application_id=application.id) }}">{{ application.name }}</a></td>
+                      <td>{{ application.status }}</td>
+                      <td>{{ application.submitted|format_date() }}</td>
+                      <td><a target="_blank" href="{{ request.route_url('admin.user.detail', username=application.submitted_by.username) }}">{{ application.submitted_by.username }}</a></td>
+                    </tr>
+                  {% endfor %}
+                </table>
+              </div>
+            </div>
+            {% endif %}
+            {% if conflicting_namespace_prefixes %}
+            <div class="form-group">
+              <label class="col-12 control-label">
+                Conflicting Prefixes <i class="fa fa-clipboard-question text-orange"></i>
+              </label>
+              <div class="col-12">
+                <table class="table">
+                  <tr><th>Application</th><th>Status</th><th>Submitted</th><th>Requestor</th></tr>
+                  {% for application in conflicting_namespace_prefixes %}
+                    <tr>
+                      <td><a target="_blank" href="{{ request.route_url('admin.organization_application.detail', organization_application_id=application.id) }}">{{ application.name }}</a></td>
+                      <td>{{ application.status }}</td>
                       <td>{{ application.submitted|format_date() }}</td>
                       <td><a target="_blank" href="{{ request.route_url('admin.user.detail', username=application.submitted_by.username) }}">{{ application.submitted_by.username }}</a></td>
                     </tr>
diff --git a/warehouse/admin/views/organizations.py b/warehouse/admin/views/organizations.py
index cf306717f5f3..0f291d580a41 100644
--- a/warehouse/admin/views/organizations.py
+++ b/warehouse/admin/views/organizations.py
@@ -372,12 +372,39 @@ def organization_application_detail(request):
         .all()
     )
 
+    parts = organization_application.normalized_name.split("-")
+    conflicting_namespace_prefixes = (
+        request.db.query(OrganizationApplication)
+        .filter(
+            or_(
+                *(
+                    [
+                        OrganizationApplication.normalized_name == parts[0],
+                        OrganizationApplication.normalized_name.startswith(
+                            parts[0] + "-"
+                        ),
+                    ]
+                    + [
+                        OrganizationApplication.normalized_name.startswith(
+                            "-".join(parts[: i + 1])
+                        )
+                        for i in range(1, len(parts))
+                    ]
+                )
+            )
+        )
+        .filter(OrganizationApplication.id != organization_application.id)
+        .order_by(OrganizationApplication.submitted)
+        .all()
+    )
+
     user = user_service.get_user(organization_application.submitted_by_id)
 
     return {
         "organization_application": organization_application,
         "form": form,
         "conflicting_applications": conflicting_applications,
+        "conflicting_namespace_prefixes": conflicting_namespace_prefixes,
         "user": user,
     }