diff --git a/Dockerfile b/Dockerfile
index 70d8ee6..f873c58 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,6 +1,6 @@
 FROM ruby:3-alpine
 
-ARG CFNDSL_SPEC_VERSION=${CFNDSL_SPEC_VERSION:-111.0.0}
+ARG CFNDSL_SPEC_VERSION=${CFNDSL_SPEC_VERSION:-169.0.0}
 
 COPY . /src
 
@@ -14,7 +14,7 @@ RUN rm cfhighlander-*.gem ; \
 RUN adduser -u 1000 -D cfhighlander && \
     apk add --update python3 py3-pip git openssh-client bash make gcc python3-dev musl-dev && \
     ln $(which pip3) /bin/pip && \
-    pip install awscli
+    python -m pip install --break-system-packages awscli
 
 WORKDIR /work
 
diff --git a/lib/cfhighlander.version.rb b/lib/cfhighlander.version.rb
index a9fee14..759f103 100644
--- a/lib/cfhighlander.version.rb
+++ b/lib/cfhighlander.version.rb
@@ -1,3 +1,3 @@
 module Cfhighlander
-  VERSION="0.13.4".freeze
+  VERSION="0.13.5".freeze
 end
diff --git a/lib/util/cloudformation.util.rb b/lib/util/cloudformation.util.rb
index 4a617f8..3689990 100644
--- a/lib/util/cloudformation.util.rb
+++ b/lib/util/cloudformation.util.rb
@@ -115,7 +115,7 @@ def self.inline_elements(element_name, component, template)
                 value = { "Fn::And" => [{"Condition" => sub_component.condition}, value]}
               end
               # Adds the condition to the inlined resource if it doesn't already have a condition
-              if element_name == 'Resources'
+              if element_name == 'Resources' || element_name == 'Outputs'
                 value['Condition'] = sub_component.condition unless value.has_key?('Condition')
               end
             end