diff --git a/core/test/integration/api/api_tags_spec.js b/core/test/integration/api/api_tags_spec.js
index c8355d7c42..adb1f380f2 100644
--- a/core/test/integration/api/api_tags_spec.js
+++ b/core/test/integration/api/api_tags_spec.js
@@ -81,7 +81,7 @@ describe('Tags API', function () {
                 .then(function () {
                     done(new Error('Adding a tag with an invalid name is not rejected.'));
                 }).catch(function (errors) {
-                errors.should.have.enumerable(0).with.property('errorType', 'ValidationError');
+                errors[0].errorType.should.eql('ValidationError');
                 done();
             }).catch(done);
         });
@@ -127,7 +127,7 @@ describe('Tags API', function () {
                 .then(function () {
                     done(new Error('Adding a tag with an invalid name is not rejected.'));
                 }).catch(function (errors) {
-                errors.should.have.enumerable(0).with.property('errorType', 'ValidationError');
+                errors[0].errorType.should.eql('ValidationError');
                 done();
             }).catch(done);
         });
diff --git a/core/test/integration/model/model_posts_spec.js b/core/test/integration/model/model_posts_spec.js
index ed7fe4aea7..b34131c21a 100644
--- a/core/test/integration/model/model_posts_spec.js
+++ b/core/test/integration/model/model_posts_spec.js
@@ -1738,18 +1738,20 @@ describe('Post Model', function () {
             // creates a test tag
             should.exist(tagJSON);
             tagJSON.should.be.an.Array().with.lengthOf(3);
-            tagJSON.should.have.enumerable(0).with.property('name', 'existing tag a');
-            tagJSON.should.have.enumerable(1).with.property('name', 'existing-tag-b');
-            tagJSON.should.have.enumerable(2).with.property('name', 'existing_tag_c');
+
+            tagJSON[0].name.should.eql('existing tag a');
+            tagJSON[1].name.should.eql('existing-tag-b');
+            tagJSON[2].name.should.eql('existing_tag_c');
 
             // creates a test post with an array of tags in the correct order
             should.exist(postJSON);
             postJSON.title.should.eql('HTML Ipsum');
             should.exist(postJSON.tags);
             postJSON.tags.should.be.an.Array().and.have.lengthOf(3);
-            postJSON.tags.should.have.enumerable(0).with.property('name', 'tag1');
-            postJSON.tags.should.have.enumerable(1).with.property('name', 'tag2');
-            postJSON.tags.should.have.enumerable(2).with.property('name', 'tag3');
+
+            postJSON.tags[0].name.should.eql('tag1');
+            postJSON.tags[1].name.should.eql('tag2');
+            postJSON.tags[2].name.should.eql('tag3');
 
             done();
         });
@@ -1765,11 +1767,9 @@ describe('Post Model', function () {
                 updatedPost = updatedPost.toJSON({include: ['tags']});
 
                 updatedPost.tags.should.have.lengthOf(1);
-                updatedPost.tags.should.have.enumerable(0).with.properties({
-                    name: postJSON.tags[0].name,
-                    slug: 'eins',
-                    id: postJSON.tags[0].id
-                });
+                updatedPost.tags[0].name.should.eql(postJSON.tags[0].name);
+                updatedPost.tags[0].slug.should.eql('eins');
+                updatedPost.tags[0].id.should.eql(postJSON.tags[0].id);
             });
         });
 
@@ -1795,7 +1795,7 @@ describe('Post Model', function () {
                     updatedPost = updatedPost.toJSON({include: ['tags']});
 
                     updatedPost.tags.should.have.lengthOf(1);
-                    updatedPost.tags.should.have.enumerable(0).with.properties({
+                    updatedPost.tags[0].should.have.properties({
                         name: postJSON.tags[0].name,
                         slug: 'eins',
                         id: postJSON.tags[0].id,
@@ -1825,14 +1825,16 @@ describe('Post Model', function () {
                 updatedPost = updatedPost.toJSON({include: ['tags']});
 
                 updatedPost.tags.should.have.lengthOf(3);
-                updatedPost.tags.should.have.enumerable(0).with.properties({
+                updatedPost.tags[0].should.have.properties({
                     name: 'tag4'
                 });
-                updatedPost.tags.should.have.enumerable(1).with.properties({
+
+                updatedPost.tags[1].should.have.properties({
                     name: 'tag3',
                     id: postJSON.tags[2].id
                 });
-                updatedPost.tags.should.have.enumerable(2).with.properties({
+
+                updatedPost.tags[2].should.have.properties({
                     name: 'tag1',
                     id: postJSON.tags[0].id
                 });
@@ -1853,9 +1855,10 @@ describe('Post Model', function () {
                 updatedPost = updatedPost.toJSON({include: ['tags']});
 
                 updatedPost.tags.should.have.lengthOf(3);
-                updatedPost.tags.should.have.enumerable(0).with.properties({name: 'C', slug: 'c'});
-                updatedPost.tags.should.have.enumerable(1).with.properties({name: 'C++', slug: 'c-2'});
-                updatedPost.tags.should.have.enumerable(2).with.properties({name: 'C#', slug: 'c-3'});
+
+                updatedPost.tags[0].should.have.properties({name: 'C', slug: 'c'});
+                updatedPost.tags[1].should.have.properties({name: 'C++', slug: 'c-2'});
+                updatedPost.tags[2].should.have.properties({name: 'C#', slug: 'c-3'});
             });
         });
 
diff --git a/core/test/unit/api/utils_spec.js b/core/test/unit/api/utils_spec.js
index e96fd66202..653d6a1d84 100644
--- a/core/test/unit/api/utils_spec.js
+++ b/core/test/unit/api/utils_spec.js
@@ -220,7 +220,7 @@ describe('API Utils', function () {
 
                 errors = apiUtils.validateOptions(options);
                 errors.should.be.an.Array().and.have.lengthOf(1);
-                errors.should.have.enumerable('0').with.property('errorType', 'ValidationError');
+                errors[0].errorType.should.eql('ValidationError');
             });
         }
 
diff --git a/package.json b/package.json
index 462153c637..cbb8cf3fb5 100644
--- a/package.json
+++ b/package.json
@@ -122,7 +122,7 @@
     "nock": "9.1.3",
     "rewire": "2.5.2",
     "run-sequence": "1.2.2",
-    "should": "11.2.1",
+    "should": "13.1.3",
     "should-http": "0.1.1",
     "sinon": "4.1.2",
     "supertest": "3.0.0",
diff --git a/yarn.lock b/yarn.lock
index 50b44b3cd0..9ea537434e 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -5149,13 +5149,13 @@ shebang-regex@^1.0.0:
   version "1.0.0"
   resolved "https://registry.yarnpkg.com/shebang-regex/-/shebang-regex-1.0.0.tgz#da42f49740c0b42db2ca9728571cb190c98efea3"
 
-should-equal@^1.0.0:
-  version "1.0.1"
-  resolved "https://registry.yarnpkg.com/should-equal/-/should-equal-1.0.1.tgz#0b6e9516f2601a9fb0bb2dcc369afa1c7e200af7"
+should-equal@^2.0.0:
+  version "2.0.0"
+  resolved "https://registry.yarnpkg.com/should-equal/-/should-equal-2.0.0.tgz#6072cf83047360867e68e98b09d71143d04ee0c3"
   dependencies:
-    should-type "^1.0.0"
+    should-type "^1.4.0"
 
-should-format@^3.0.2:
+should-format@^3.0.3:
   version "3.0.3"
   resolved "https://registry.yarnpkg.com/should-format/-/should-format-3.0.3.tgz#9bfc8f74fa39205c53d38c34d717303e277124f1"
   dependencies:
@@ -5175,7 +5175,7 @@ should-type-adaptors@^1.0.1:
     should-type "^1.3.0"
     should-util "^1.0.0"
 
-should-type@^1.0.0, should-type@^1.3.0, should-type@^1.4.0:
+should-type@^1.3.0, should-type@^1.4.0:
   version "1.4.0"
   resolved "https://registry.yarnpkg.com/should-type/-/should-type-1.4.0.tgz#0756d8ce846dfd09843a6947719dfa0d4cff5cf3"
 
@@ -5183,12 +5183,12 @@ should-util@^1.0.0:
   version "1.0.0"
   resolved "https://registry.yarnpkg.com/should-util/-/should-util-1.0.0.tgz#c98cda374aa6b190df8ba87c9889c2b4db620063"
 
-should@11.2.1:
-  version "11.2.1"
-  resolved "https://registry.yarnpkg.com/should/-/should-11.2.1.tgz#90f55145552d01cfc200666e4e818a1c9670eda2"
+should@13.1.3:
+  version "13.1.3"
+  resolved "https://registry.yarnpkg.com/should/-/should-13.1.3.tgz#a089bdf7979392a8272a712c8b63acbaafb7948f"
   dependencies:
-    should-equal "^1.0.0"
-    should-format "^3.0.2"
+    should-equal "^2.0.0"
+    should-format "^3.0.3"
     should-type "^1.4.0"
     should-type-adaptors "^1.0.1"
     should-util "^1.0.0"