diff --git a/roles/common/files/pip_check_requirements_upgrades.sh b/roles/common/files/pip_check_requirements_upgrades.sh
index 9d721287bebd8400ec0b811d2f31ee871a399b81..965b4034b5777e9ee32a39f15746fdde0c63bf37 100755
--- a/roles/common/files/pip_check_requirements_upgrades.sh
+++ b/roles/common/files/pip_check_requirements_upgrades.sh
@@ -122,24 +122,24 @@ fi
 # Set-up functions for printing coloured messages.
 function debug() {
     if [[ $debug != 0 ]]; then
-        echo "${_text_bold}${_text_blue}[DEBUG]${_text_reset}" "$@"
+        echo -e "${_text_bold}${_text_blue}[DEBUG]${_text_reset}" "$@"
     fi
 }
 
 function info() {
-    echo "${_text_bold}${_text_white}[INFO] ${_text_reset}" "$@"
+    echo -e "${_text_bold}${_text_white}[INFO] ${_text_reset}" "$@"
 }
 
 function success() {
-    echo "${_text_bold}${_text_green}[OK]   ${_text_reset}" "$@"
+    echo -e "${_text_bold}${_text_green}[OK]   ${_text_reset}" "$@"
 }
 
 function warning() {
-    echo "${_text_bold}${_text_yellow}[WARN] ${_text_reset}" "$@"
+    echo -e "${_text_bold}${_text_yellow}[WARN] ${_text_reset}" "$@"
 }
 
 function error() {
-    echo "${_text_bold}${_text_red}[ERROR]${_text_reset}" "$@" >&2
+    echo -e "${_text_bold}${_text_red}[ERROR]${_text_reset}" "$@" >&2
 }
 
 # Clean-up command for temporary files.
@@ -147,7 +147,7 @@ function on_exit() {
     debug "Cleaning-up temporary file: $tmp_current"
     [[ -f $tmp_current ]] && rm "$tmp_current"
 
-    debug "Cleaning-up temporayr file: $tmp_new"
+    debug "Cleaning-up temporary file: $tmp_new"
     [[ -f $tmp_new ]] && rm "$tmp_new"
 }
 trap on_exit EXIT
@@ -247,11 +247,16 @@ for environment in "$config_dir"/*; do
 
 	# Deploy the existing requirements file and the new one.
 	sed -e 's/[[:blank:]]*#.*//' "$req_txt" | grep -v "^$" | sort -u > "$tmp_current" 
-	if ! pip-compile --no-header --no-annotate --no-index --output-file "$tmp_new" "$req_in" > /dev/null; then
+	if ! pip-compile --upgrade --dry-run --no-header --no-annotate --no-index "$req_in" 2>&1 | \
+               grep -v 'Dry-run' | sed -e 's/[[:blank:]]*#.*//' | grep -v "^$" | \
+               sort -u > "$tmp_new" ; then
 	    error "Failed while running pip-compile command against (see error stack trace above): $req_in"
 	    continue
 	fi
 
+        debug "Current requirements:\n$(cat "$tmp_current")"
+        debug "New requirements:\n$(cat "$tmp_new")"
+
 	# Run diff, storing the output and result.
 	diff=$(diff -u "$tmp_current" "$tmp_new")
 	result="$?"
diff --git a/testsite/playbooks/roles/wsgihello2/files/requirements.in b/testsite/playbooks/roles/wsgihello2/files/requirements.in
index 909e5cedddcd1f546d649d1de0db0fffc46c7e50..50e81ced2918547e2b4a687115e84a9fa79657af 100644
--- a/testsite/playbooks/roles/wsgihello2/files/requirements.in
+++ b/testsite/playbooks/roles/wsgihello2/files/requirements.in
@@ -1 +1,3 @@
-ipcalc
\ No newline at end of file
+django-apptemplates
+ipcalc
+django~=1.8.0
diff --git a/testsite/playbooks/roles/wsgihello2/files/requirements.txt b/testsite/playbooks/roles/wsgihello2/files/requirements.txt
index 7412659c9362e6db6bd7864a0e83e9201fc95722..4718881b5fb6ca3d34cfd0fbf089b399b0222d29 100644
--- a/testsite/playbooks/roles/wsgihello2/files/requirements.txt
+++ b/testsite/playbooks/roles/wsgihello2/files/requirements.txt
@@ -1 +1,3 @@
+django-apptemplates==1.2
 ipcalc==1.1.3
+django==1.8.16
diff --git a/testsite/playbooks/roles/wsgihello2/meta/main.yml b/testsite/playbooks/roles/wsgihello2/meta/main.yml
index 8d3aae6fc26cfe0a749d1bea1c439afe2d96c951..ed06a8e101af83879303edad2eb96fb7a9f2c770 100644
--- a/testsite/playbooks/roles/wsgihello2/meta/main.yml
+++ b/testsite/playbooks/roles/wsgihello2/meta/main.yml
@@ -13,7 +13,7 @@ dependencies:
     environment_variables:
       WEBSITE_NAME: "Majic Ansible Roles Test Site"
     wsgi_requirements:
-      - futures==3.0.1
+      - futures==3.1.1
       - gunicorn==19.6.0
   - role: database
     db_name: wsgi_{{ testsite_domain_underscores }}