diff --git a/plugin/helpers_config.go b/plugin/helpers_config.go
index 613b03473d..512fbbd723 100644
--- a/plugin/helpers_config.go
+++ b/plugin/helpers_config.go
@@ -18,7 +18,7 @@ func (p *HelpersImpl) CheckRequiredServerConfiguration(req *model.Config) (bool,
 
 	cfg := p.API.GetConfig()
 
-	mc, err := utils.Merge(req, cfg, nil)
+	mc, err := utils.Merge(cfg, req, nil)
 	if err != nil {
 		return false, errors.Wrap(err, "could not merge configurations")
 	}
diff --git a/plugin/helpers_config_test.go b/plugin/helpers_config_test.go
index 82838241a2..79357e37ec 100644
--- a/plugin/helpers_config_test.go
+++ b/plugin/helpers_config_test.go
@@ -27,12 +27,15 @@ func TestCheckRequiredServerConfiguration(t *testing.T) {
 			ShouldReturn: true,
 			ShouldError:  false,
 		},
-		"same configurations": {
+		"contains required configuration": {
 			SetupAPI: func(api *plugintest.API) *plugintest.API {
 				api.On("GetConfig").Return(&model.Config{
 					ServiceSettings: model.ServiceSettings{
 						EnableCommands: model.NewBool(true),
 					},
+					TeamSettings: model.TeamSettings{
+						EnableUserCreation: model.NewBool(true),
+					},
 				})
 
 				return api
@@ -45,7 +48,46 @@ func TestCheckRequiredServerConfiguration(t *testing.T) {
 			ShouldReturn: true,
 			ShouldError:  false,
 		},
+		"does not contain required configuration": {
+			SetupAPI: func(api *plugintest.API) *plugintest.API {
+				api.On("GetConfig").Return(&model.Config{
+					ServiceSettings: model.ServiceSettings{
+						EnableCommands: model.NewBool(true),
+					},
+				})
+
+				return api
+			},
+			Input: &model.Config{
+				ServiceSettings: model.ServiceSettings{
+					EnableCommands: model.NewBool(true),
+				},
+				TeamSettings: model.TeamSettings{
+					EnableUserCreation: model.NewBool(true),
+				},
+			},
+			ShouldReturn: false,
+			ShouldError:  false,
+		},
 		"different configurations": {
+			SetupAPI: func(api *plugintest.API) *plugintest.API {
+				api.On("GetConfig").Return(&model.Config{
+					ServiceSettings: model.ServiceSettings{
+						EnableCommands: model.NewBool(false),
+					},
+				})
+
+				return api
+			},
+			Input: &model.Config{
+				ServiceSettings: model.ServiceSettings{
+					EnableCommands: model.NewBool(true),
+				},
+			},
+			ShouldReturn: false,
+			ShouldError:  false,
+		},
+		"non-existent configuration": {
 			SetupAPI: func(api *plugintest.API) *plugintest.API {
 				api.On("GetConfig").Return(&model.Config{})
 
@@ -69,9 +111,7 @@ func TestCheckRequiredServerConfiguration(t *testing.T) {
 
 			ok, err := p.CheckRequiredServerConfiguration(test.Input)
 
-			if !ok {
-				assert.False(t, ok)
-			}
+			assert.Equal(t, test.ShouldReturn, ok)
 			if test.ShouldError {
 				assert.NotNil(t, err)
 			} else {