diff --git a/crates/project_configuration/src/default_config.yml b/crates/project_configuration/src/default_config.yml
index 63a6afd..4160e8e 100644
--- a/crates/project_configuration/src/default_config.yml
+++ b/crates/project_configuration/src/default_config.yml
@@ -1,8 +1,8 @@
 - name: Rails
   matches_if:
     - token_equals: ApplicationController
-    - path_starts_with: app/controllers/
-    - path_starts_with: app/models/
+    - path_contains: app/controllers/
+    - path_contains: app/models/
   application_files:
     - app/
     - lib/
@@ -27,11 +27,11 @@
       token_starts_with: test_
       path_ends_with: _tests.rb
     - name: Pundit Policies
-      path_starts_with: app/policies
+      path_contains: app/policies
       path_ends_with: _policy.rb
       token_ends_with: Policy
     - name: Pundit Policies
-      path_starts_with: app/policies
+      path_contains: app/policies
       path_ends_with: _policy.rb
       allowed_tokens:
         - new?
@@ -42,44 +42,44 @@
         - update?
         - delete?
     - name: JSONAPI::Resources
-      path_starts_with: app/resources
+      path_contains: app/resources
       path_ends_with: _resource.rb
       token_ends_with: Resource
     - name: JSONAPI::Resources Methods
-      path_starts_with: app/resources
+      path_contains: app/resources
       path_ends_with: _resource.rb
       allowed_tokens:
         - updatable_fields
         - creatable_fields
     - name: Preview
-      path_starts_with: spec/mailers
+      path_contains: spec/mailers
       token_ends_with: Preview
     - name: Migration
-      path_starts_with: db/migrate/
+      path_contains: db/migrate/
       path_ends_with: .rb
       class_or_module: true
     - name: Seed Migration
-      path_starts_with: db/data/
+      path_contains: db/data/
       path_ends_with: .rb
       class_or_module: true
     - name: Migration
-      path_starts_with: db/archived_migrate/
+      path_contains: db/archived_migrate/
       path_ends_with: .rb
       class_or_module: true
     - name: Controller
-      path_starts_with: app/controllers/
+      path_contains: app/controllers/
       path_ends_with: .rb
       token_ends_with: Controller
     - name: Model
-      path_starts_with: app/models/
+      path_contains: app/models/
       path_ends_with: .rb
       class_or_module: true
     - name: Helper
-      path_starts_with: app/helpers/
+      path_contains: app/helpers/
       path_ends_with: .rb
       class_or_module: true
     - name: Clearance helpers
-      path_starts_with: app/controllers/
+      path_contains: app/controllers/
       path_ends_with: .rb
       allowed_tokens:
         - url_after_create
@@ -87,7 +87,7 @@
         - after_sign_in_path_for
         - after_sign_out_path_for
     - name: GraphQL Helpers
-      path_starts_with: app/graphql/
+      path_contains: app/graphql/
       path_ends_with: .rb
       allowed_tokens:
         - BaseEnum
@@ -98,15 +98,15 @@
         - resolve_field
         - object_from_id
     - name: ActiveModel Validators
-      path_starts_with: app/validators/
+      path_contains: app/validators/
       path_ends_with: .rb
       token_ends_with: Validator
     - name: SimpleForm Input
-      path_starts_with: app/inputs/
+      path_contains: app/inputs/
       path_ends_with: .rb
       token_ends_with: Input
     - name: RSpec Methods
-      path_starts_with: spec/
+      path_contains: spec/
       path_ends_with: .rb
       allowed_tokens:
         - post_processing
@@ -135,11 +135,11 @@
         - MixProject
     - name: Tests
       token_ends_with: Test
-      path_starts_with: test/
+      path_contains: test/
       path_ends_with: _test.exs
     - name: Migrations
       class_or_module: true
-      path_starts_with: priv/repo/migrations
+      path_contains: priv/repo/migrations
       path_ends_with: .exs
     - name: Views
       token_ends_with: View
diff --git a/crates/project_configuration/src/loader.rs b/crates/project_configuration/src/loader.rs
index 69e047f..cf1096c 100644
--- a/crates/project_configuration/src/loader.rs
+++ b/crates/project_configuration/src/loader.rs
@@ -8,15 +8,17 @@ use yaml_rust::{Yaml, YamlLoader};
 const PATH_STARTS_WITH: &str = "path_starts_with";
 const PATH_ENDS_WITH: &str = "path_ends_with";
 const PATH_EQUALS: &str = "path_equals";
+const PATH_CONTAINS: &str = "path_contains";
 const TOKEN_EQUALS: &str = "token_equals";
 const TOKEN_STARTS_WITH: &str = "token_starts_with";
 const TOKEN_ENDS_WITH: &str = "token_ends_with";
 const CLASS_OR_MODULE: &str = "class_or_module";
 const ALLOWED_TOKENS: &str = "allowed_tokens";
-const SUPPORTED_ASSERTIONS: [&'static str; 8] = [
+const SUPPORTED_ASSERTIONS: [&'static str; 9] = [
     PATH_STARTS_WITH,
     PATH_ENDS_WITH,
     PATH_EQUALS,
+    PATH_CONTAINS,
     TOKEN_EQUALS,
     TOKEN_STARTS_WITH,
     TOKEN_ENDS_WITH,
@@ -70,7 +72,7 @@ impl ProjectConfigurations {
             Assertion::PathAssertion(ValueMatcher::Equals(_)) => Some(PATH_EQUALS),
             Assertion::PathAssertion(ValueMatcher::ExactMatchOnAnyOf(_)) => None,
             Assertion::PathAssertion(ValueMatcher::StartsWithCapital) => None,
-            Assertion::PathAssertion(ValueMatcher::Contains(_)) => None,
+            Assertion::PathAssertion(ValueMatcher::Contains(_)) => Some(PATH_CONTAINS),
         }
     }
 
@@ -185,6 +187,9 @@ impl ProjectConfigurations {
             PATH_EQUALS => Some(Assertion::PathAssertion(ValueMatcher::Equals(
                 val.to_string(),
             ))),
+            PATH_CONTAINS => Some(Assertion::PathAssertion(ValueMatcher::Contains(
+                val.to_string(),
+            ))),
             TOKEN_STARTS_WITH => Some(Assertion::TokenAssertion(ValueMatcher::StartsWith(
                 val.to_string(),
             ))),
@@ -269,7 +274,7 @@ mod tests {
       path_ends_with: .rb
     - name: JSONAPI::Resources
       token_ends_with: Resource
-      path_starts_with: app/resources
+      path_contains: app/resources
 "
         .to_string()
     }
@@ -340,9 +345,7 @@ mod tests {
             &LowLikelihoodConfig {
                 name: String::from("JSONAPI::Resources"),
                 matchers: vec![
-                    Assertion::PathAssertion(ValueMatcher::StartsWith(String::from(
-                        "app/resources"
-                    ))),
+                    Assertion::PathAssertion(ValueMatcher::Contains(String::from("app/resources"))),
                     Assertion::TokenAssertion(ValueMatcher::EndsWith(String::from("Resource"))),
                 ]
             }