diff --git a/dockerfiles/Dockerfile.dev b/dockerfiles/Dockerfile.dev
index c5dfbcb68f..ba3d708a5c 100644
--- a/dockerfiles/Dockerfile.dev
+++ b/dockerfiles/Dockerfile.dev
@@ -20,7 +20,7 @@ RUN     go get -d github.com/mjibson/esc && \
         go build -v -o /usr/bin/esc . && \
         rm -rf /go/src/* /go/pkg/* /go/bin/*
 
-ARG     GOTESTSUM_VERSION=0.3.5
+ARG     GOTESTSUM_VERSION=0.4.0
 RUN     curl -Ls https://github.com/gotestyourself/gotestsum/releases/download/v${GOTESTSUM_VERSION}/gotestsum_${GOTESTSUM_VERSION}_linux_amd64.tar.gz -o gotestsum.tar.gz && \
         tar -xf gotestsum.tar.gz gotestsum -C /usr/bin && \
         rm gotestsum.tar.gz
diff --git a/dockerfiles/Dockerfile.e2e b/dockerfiles/Dockerfile.e2e
index 61f789003c..2ccefff139 100644
--- a/dockerfiles/Dockerfile.e2e
+++ b/dockerfiles/Dockerfile.e2e
@@ -18,7 +18,7 @@ ARG NOTARY_VERSION=v0.6.1
 RUN curl -Ls https://github.com/theupdateframework/notary/releases/download/${NOTARY_VERSION}/notary-Linux-amd64 -o /usr/local/bin/notary \
     && chmod +x /usr/local/bin/notary
 
-ARG GOTESTSUM_VERSION=0.3.5
+ARG GOTESTSUM_VERSION=0.4.0
 RUN curl -Ls https://github.com/gotestyourself/gotestsum/releases/download/v${GOTESTSUM_VERSION}/gotestsum_${GOTESTSUM_VERSION}_linux_amd64.tar.gz -o gotestsum.tar.gz \
     && tar -xf gotestsum.tar.gz gotestsum \
     && mv gotestsum /usr/local/bin/gotestsum \