diff --git a/scripts/pip-compile.sh b/scripts/pip-compile.sh
index 0f0ae77b9..0538c579c 100755
--- a/scripts/pip-compile.sh
+++ b/scripts/pip-compile.sh
@@ -3,16 +3,41 @@
 # exit when any command fails
 set -e
 
+# First compile the base requirements
 pip-compile \
     requirements/requirements.in \
     --output-file=requirements.txt \
     $1
 
-for SUFFIX in dev help browser playwright; do
+# Then compile each additional requirements file in sequence,
+# using the previous requirements as constraints
+pip-compile \
+    requirements/requirements-dev.in \
+    --output-file=requirements/requirements-dev.txt \
+    --constraint=requirements.txt \
+    $1
 
-    pip-compile \
-        requirements/requirements-${SUFFIX}.in \
-        --output-file=requirements/requirements-${SUFFIX}.txt \
-        $1
-done
+pip-compile \
+    requirements/requirements-help.in \
+    --output-file=requirements/requirements-help.txt \
+    --constraint=requirements.txt \
+    --constraint=requirements/requirements-dev.txt \
+    $1
+
+pip-compile \
+    requirements/requirements-browser.in \
+    --output-file=requirements/requirements-browser.txt \
+    --constraint=requirements.txt \
+    --constraint=requirements/requirements-dev.txt \
+    --constraint=requirements/requirements-help.txt \
+    $1
+
+pip-compile \
+    requirements/requirements-playwright.in \
+    --output-file=requirements/requirements-playwright.txt \
+    --constraint=requirements.txt \
+    --constraint=requirements/requirements-dev.txt \
+    --constraint=requirements/requirements-help.txt \
+    --constraint=requirements/requirements-browser.txt \
+    $1