diff --git a/app/helpers/tiny_mce_helper.rb b/app/helpers/tiny_mce_helper.rb
index d28750119..22609447e 100644
--- a/app/helpers/tiny_mce_helper.rb
+++ b/app/helpers/tiny_mce_helper.rb
@@ -54,6 +54,12 @@ module TinyMceHelper
   end
 
   def destroy_removed_tiny_mce_assets(ids, ref)
-    ref.tiny_mce_assets.where.not('id IN (?)', ids).destroy_all
+    # need to check if the array is empty because if we pass the empty array
+    # in the SQL query it will not work properly
+    if ids.empty?
+      ref.tiny_mce_assets.destroy_all
+    else
+      ref.tiny_mce_assets.where.not('id IN (?)', ids).destroy_all
+    end
   end
 end
diff --git a/lib/tasks/tiny_mce_asset.rake b/lib/tasks/tiny_mce_asset.rake
index 275e0722b..a668cee5b 100644
--- a/lib/tasks/tiny_mce_asset.rake
+++ b/lib/tasks/tiny_mce_asset.rake
@@ -4,6 +4,73 @@ namespace :tiny_mce_asset do
   task remove_obsolete_images: :environment do
     TinyMceAsset.where('step_id IS ? AND ' \
                        'result_text_id IS ? AND created_at < ?',
-                       nil, nil, 7.days.ago)
+                       nil, nil, 7.days.ago).destroy_all
+  end
+
+  desc 'Generate new tiny_mce_assets and replace old assets in RTE'
+  task regenerate_images: :environment do
+    regex = /\[~tiny_mce_id:([0-9a-zA-Z]+)\]/
+    replaced_images = 0
+    failed_attempts = 0
+    all_images = TinyMceAsset.count
+    failed_attempts_ids = []
+    puts 'Start processing steps...'
+    Step.find_each do |step|
+      next unless step.description && step.description.match(regex)
+      team = step.protocol.team
+      step.description.gsub!(regex) do |el|
+        match = el.match(regex)
+        old_img = TinyMceAsset.find_by_id(match[1])
+        new_img = TinyMceAsset.create(image: old_img.image,
+                                      team: team,
+                                      reference: step)
+        if new_img
+          # This image will be removed by `remove_obsolete_images` rake task
+          # until all the steps are not updated we still need this image
+          # in case it appears on some other step
+          old_img.update_attributes(result_text_id: nil, step_id: nil)
+          replaced_images += 1
+          "[~tiny_mce_id:#{new_img.id}]"
+        else
+          failed_attempts += 1
+          failed_attempts_ids << old_img.id
+          "[~tiny_mce_id:#{old_img.id}]" # return the old img
+        end
+      end
+      step.save
+    end
+    puts 'Completed processing steps...'
+    puts 'Start processing result_texts...'
+    ResultText.find_each do |result_text|
+      next unless result_text.text && result_text.text.match(regex)
+      team = result_text.result.my_module.protocol.team
+      result_text.text.gsub!(regex) do |el|
+        match = el.match(regex)
+        old_img = TinyMceAsset.find_by_id(match[1])
+        new_img = TinyMceAsset.create(image: old_img.image,
+                                      team: team,
+                                      reference: result_text)
+        if new_img
+          # This image will be removed by `remove_obsolete_images` rake task
+          # until all the steps are not updated we still need this image
+          # in case it appears on some other step
+          old_img.update_attributes(result_text_id: nil, step_id: nil)
+          replaced_images += 1
+          "[~tiny_mce_id:#{new_img.id}]"
+        else
+          failed_attempts += 1
+          failed_attempts_ids << old_img.id
+          "[~tiny_mce_id:#{old_img.id}]" # return the old img
+        end
+      end
+      result_text.save
+    end
+    puts 'Completed processing result_texts...'
+    puts '----------- TASK REPORT -----------------'
+    puts "All images: #{all_images}"
+    puts "Recreated images: #{replaced_images}"
+    puts "Failed attempts: #{failed_attempts}"
+    puts "TinyMceAsset ids of failed attempts: #{failed_attempts_ids}"
+    puts '-----------------------------------------'
   end
 end