diff --git a/Dockerfile.debug b/Dockerfile.debug
index 7cd609cf..eb8a79c4 100644
--- a/Dockerfile.debug
+++ b/Dockerfile.debug
@@ -18,6 +18,10 @@ FROM docker.io/golang:1.20.0-bullseye
 COPY --from=build /go/bin/headscale /bin/headscale
 ENV TZ UTC
 
+RUN apt-get update \
+    && apt-get install --no-install-recommends --yes less jq \
+    && rm -rf /var/lib/apt/lists/* \
+    && apt-get clean
 RUN mkdir -p /var/run/headscale
 
 # Need to reset the entrypoint or everything will run as a busybox script