diff --git a/src/api/context.ts b/src/api/context.ts
index 6ba1c0478..3fa65b6ee 100644
--- a/src/api/context.ts
+++ b/src/api/context.ts
@@ -55,8 +55,8 @@ export namespace ChectlContext {
     ctx[COMMAND_ID] = command.id
     ctx[LOGS_DIRECTORY] = path.resolve(flags[LOG_DIRECTORY_KEY] ? flags[LOG_DIRECTORY_KEY] : path.resolve(os.tmpdir(), 'chectl-logs', Date.now().toString()))
 
-    ctx[CUSTOM_CR] = readCRFile(flags, CHE_OPERATOR_CR_YAML_KEY)
-    ctx[CR_PATCH] = readCRFile(flags, CHE_OPERATOR_CR_PATCH_YAML_KEY)
+    ctx[CUSTOM_CR] = readCRFile(flags, CHE_OPERATOR_CR_YAML_KEY) || {}
+    ctx[CR_PATCH] = readCRFile(flags, CHE_OPERATOR_CR_PATCH_YAML_KEY) || {}
   }
 
   export async function initAndGet(flags: any, command: Command): Promise<any> {
diff --git a/src/commands/server/update.ts b/src/commands/server/update.ts
index 983001acb..6aba09d76 100644
--- a/src/commands/server/update.ts
+++ b/src/commands/server/update.ts
@@ -141,21 +141,23 @@ export default class Update extends Command {
         if (projectName === 'chectl' && latestChectlVersion) {
           // suggest update chectl first
           if (currentChectlVersion !== latestChectlVersion) {
-            cli.warn(`'chectl' tool is not up to date.
-Update 'chectl' first: 'chectl update ${chectlChannel}' and then try again.`)
-          } else if (chectlChannel === 'stable' && !flags[CHE_OPERATOR_CR_PATCH_YAML_KEY]) {
+            cli.warn(`It is not possible to update Eclipse Che to a newer version
+using the current '${currentChectlVersion}' version of chectl. Please, update 'chectl'
+to a newer version '${latestChectlVersion}' with the command 'chectl update ${chectlChannel}'
+and then try again.`)
+          } else if (!flags[CHE_OPERATOR_CR_PATCH_YAML_KEY]) {
             // same version, no patch then nothing to update
             cli.info('Eclipse Che is already up to date.')
             this.exit(0)
           }
-        } else if (projectName !== 'chectl') {
+        } else {
           // unknown project, no patch file then suggest to update
           if (!flags[CHE_OPERATOR_CR_PATCH_YAML_KEY]) {
-            cli.info(`Update '${getCurrentChectlName()}' first and then try again.`)
+            cli.warn(`It is not possible to update Eclipse Che to a newer version
+using the current '${currentChectlVersion}' version of '${getCurrentChectlName()}'.
+Please, update '${getCurrentChectlName()}' and then try again.`)
             this.exit(0)
           }
-        } else {
-          cli.warn('')
         }
         // custom operator image is used
       } else if (newOperatorImage !== DEFAULT_CHE_OPERATOR_IMAGE) {
@@ -181,43 +183,43 @@ Consider removing '--che-operator-image' to update Eclipse Che operator to the s
       const crPatch = ctx[ChectlContext.CR_PATCH]
       if (cheCluster.spec.server.pluginRegistryImage
         && (!crPatch.spec || !crPatch.spec.server || !crPatch.spec.server.pluginRegistryImage)) {
-        imagesListMsg += `- Plugin registry image: ${cheCluster.spec.server.pluginRegistryImage}\n`
+        imagesListMsg += `\n - Plugin registry image: ${cheCluster.spec.server.pluginRegistryImage}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { server: { pluginRegistryImage: '' } } })
       }
 
       if (cheCluster.spec.server.devfileRegistryImage
         && (!crPatch.spec || !crPatch.spec.server || !crPatch.spec.server.devfileRegistryImage)) {
-        imagesListMsg += `- Devfile registry image: ${cheCluster.spec.server.devfileRegistryImage}\n`
+        imagesListMsg += `\n - Devfile registry image: ${cheCluster.spec.server.devfileRegistryImage}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { server: { devfileRegistryImage: '' } } })
       }
 
       if (cheCluster.spec.server.postgresImage
         && (!crPatch.spec || !crPatch.spec.database || !crPatch.spec.database.postgresImage)) {
-        imagesListMsg += `- Postgres image: ${cheCluster.spec.database.postgresImage}\n`
+        imagesListMsg += `\n - Postgres image: ${cheCluster.spec.database.postgresImage}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { database: { postgresImage: '' } } })
       }
 
       if (cheCluster.spec.server.identityProviderImage
         && (!crPatch.spec || !crPatch.spec.auth || !crPatch.spec.auth.identityProviderImage)) {
-        imagesListMsg += `- Identity provider image: ${cheCluster.spec.auth.identityProviderImage}\n`
+        imagesListMsg += `\n - Identity provider image: ${cheCluster.spec.auth.identityProviderImage}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { auth: { identityProviderImage: '' } } })
       }
 
       if (cheCluster.spec.server.cheImage
         && (!crPatch.spec || !crPatch.spec.server || !crPatch.spec.server.cheImage)) {
-        imagesListMsg += `- Eclipse Che server image name: ${cheCluster.spec.server.cheImage}\n`
+        imagesListMsg += `\n - Eclipse Che server image name: ${cheCluster.spec.server.cheImage}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { server: { cheImage: '' } } })
       }
 
       if (cheCluster.spec.server.cheImageTag
         && (!crPatch.spec || !crPatch.spec.server || !crPatch.spec.server.cheImageTag)) {
-        imagesListMsg += `- Eclipse Che server image tag: ${cheCluster.spec.server.cheImageTag}\n`
+        imagesListMsg += `\n - Eclipse Che server image tag: ${cheCluster.spec.server.cheImageTag}`
         merge(ctx[ChectlContext.CR_PATCH], { spec: { server: { cheImageTag: '' } } })
       }
 
       if (imagesListMsg) {
-        cli.warn(`In order to update Eclipse Che to a new version the fields defining the images in the '${cheCluster.metadata.name}'
-Custom Resource of the namespace '${flags.chenamespace}' will be cleaned up.\n${imagesListMsg}`)
+        cli.warn(`In order to update Eclipse Che to a newer version the fields defining the images in the '${cheCluster.metadata.name}'
+Custom Resource in the '${flags.chenamespace}' namespace will be cleaned up:${imagesListMsg}`)
         if (!flags.yes && !await cli.confirm('If you want to continue - press Y')) {
           this.exit(0)
         }
diff --git a/yarn.lock b/yarn.lock
index 424329003..1ac978dc9 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -2126,7 +2126,7 @@ ecc-jsbn@~0.1.1:
 
 "eclipse-che-devfile-workspace-operator@git://github.com/devfile/devworkspace-operator#master":
   version "0.0.0"
-  resolved "git://github.com/devfile/devworkspace-operator#b1fd56a21bdbb9865163cf46e72569262a5397b7"
+  resolved "git://github.com/devfile/devworkspace-operator#55769df6e901c37b38384dc231e4abc5fbcdb96e"
 
 "eclipse-che-minishift@git://github.com/minishift/minishift#master":
   version "0.0.0"
@@ -2134,11 +2134,11 @@ ecc-jsbn@~0.1.1:
 
 "eclipse-che-operator@git://github.com/eclipse/che-operator#master":
   version "0.0.0"
-  resolved "git://github.com/eclipse/che-operator#f917b982818c46485d2027d531c30067ac2c45e8"
+  resolved "git://github.com/eclipse/che-operator#ed3df35359b648d19a5a775f3a2e140f5da96933"
 
 "eclipse-che@git://github.com/eclipse/che#master":
   version "0.0.0"
-  resolved "git://github.com/eclipse/che#f817a510e463d4f536fd2a97ca88942f17b31ead"
+  resolved "git://github.com/eclipse/che#55f29d64afc073125c7c623fe6d5f9ddf09e1100"
 
 editorconfig@^0.15.0:
   version "0.15.3"