diff --git a/bcc-tools/Dockerfile b/bcc-tools/Dockerfile
index 264a072..5393133 100644
--- a/bcc-tools/Dockerfile
+++ b/bcc-tools/Dockerfile
@@ -6,7 +6,7 @@
 #	-v /etc/localtime:/etc/localtime:ro \
 #	r.j3ss.co/bcc-tools
 #
-FROM debian:stretch-slim
+FROM debian:bullseye-slim
 MAINTAINER Jessica Frazelle <jess@linux.com>
 
 ENV PATH /usr/share/bcc/tools:$PATH
diff --git a/cathode/Dockerfile b/cathode/Dockerfile
index 88de5d1..9649d33 100644
--- a/cathode/Dockerfile
+++ b/cathode/Dockerfile
@@ -1,4 +1,4 @@
-FROM debian:stretch-slim
+FROM debian:bullseye-slim
 LABEL maintainer "Jessie Frazelle <jess@linux.com>"
 
 RUN apt-get update && apt-get install -y \
diff --git a/now/Dockerfile b/now/Dockerfile
index 4b4a862..5f91515 100644
--- a/now/Dockerfile
+++ b/now/Dockerfile
@@ -6,7 +6,7 @@ RUN	apk add --no-cache \
 	curl \
 	gzip
 
-ENV NOW_VERSION 15.8.5
+ENV NOW_VERSION 15.8.7
 
 RUN curl -sSL -o "/tmp/now.gz" "https://github.com/zeit/now-cli/releases/download/${NOW_VERSION}/now-alpine.gz" \
 	&& gzip -dv "/tmp/now.gz" \
diff --git a/slack/Dockerfile b/slack/Dockerfile
index 8f7b973..cfdd852 100644
--- a/slack/Dockerfile
+++ b/slack/Dockerfile
@@ -14,7 +14,7 @@
 #	--name slack \
 #	jess/slack "$@"
 
-FROM debian:jessie-slim
+FROM debian:bullseye-slim
 LABEL maintainer "Jessie Frazelle <jess@linux.com>"
 
 ENV LC_ALL en_US.UTF-8
diff --git a/vagrant/Dockerfile b/vagrant/Dockerfile
index 5273cbc..3a9d971 100644
--- a/vagrant/Dockerfile
+++ b/vagrant/Dockerfile
@@ -1,4 +1,4 @@
-FROM debian:jessie-slim
+FROM debian:bullseye-slim
 LABEL maintainer "Jessie Frazelle <jess@linux.com>"
 
 RUN	apt-get update && apt-get install -y \
@@ -14,7 +14,6 @@ RUN	apt-get update && apt-get install -y \
 	pkg-config \
 	qemu-kvm \
 	ruby-dev \
-	ruby-fog \
 	zlib1g-dev \
 	--no-install-recommends \
 	&& rm -rf /var/lib/apt/lists/*
diff --git a/vault/Dockerfile b/vault/Dockerfile
index 75b9ce1..c5fed8c 100644
--- a/vault/Dockerfile
+++ b/vault/Dockerfile
@@ -14,7 +14,7 @@ RUN	apk add --no-cache \
 	yarn \
 	zip
 
-ENV VAULT_VERSION v1.2.0-beta2
+ENV VAULT_VERSION v1.2.0-rc1
 
 RUN go get github.com/hashicorp/vault
 
diff --git a/virtualbox/Dockerfile b/virtualbox/Dockerfile
index d6f6475..3292b7b 100644
--- a/virtualbox/Dockerfile
+++ b/virtualbox/Dockerfile
@@ -28,14 +28,15 @@
 # then you can remove all the shit you copied
 # 	rm -rf /usr/share/virtualbox /usr/lib/virtualbox
 #
-FROM debian:stretch-slim
+FROM debian:buster-slim
 LABEL maintainer "Jessie Frazelle <jess@linux.com>"
 
 ENV DEBIAN_FRONTEND noninteractive
 
 RUN apt-get update && apt-get install -y \
-	libcurl3 \
-	libvpx4 \
+	libcurl4 \
+	libvpx5 \
+	procps \
 	--no-install-recommends \
 	&& rm -rf /var/lib/apt/lists/*
 
@@ -49,7 +50,7 @@ RUN buildDeps=' \
 	&& apt-get update && apt-get install -y $buildDeps --no-install-recommends \
 	&& rm -rf /var/lib/apt/lists/* \
 	&& curl -sSL https://www.virtualbox.org/download/oracle_vbox_2016.asc | apt-key add - \
-	&& echo "deb http://download.virtualbox.org/virtualbox/debian stretch contrib" >> /etc/apt/sources.list.d/virtualbox.list \
+	&& echo "deb http://download.virtualbox.org/virtualbox/debian buster contrib" >> /etc/apt/sources.list.d/virtualbox.list \
 	&& apt-get update && apt-get install -y \
 	virtualbox-5.2 \
 	--no-install-recommends \
diff --git a/vlc/Dockerfile b/vlc/Dockerfile
index 53cd22d..7f8d7d3 100644
--- a/vlc/Dockerfile
+++ b/vlc/Dockerfile
@@ -9,7 +9,7 @@
 #	--name vlc \
 #	jess/vlc
 #
-FROM debian:stretch-slim
+FROM debian:bullseye-slim
 LABEL maintainer "Jessie Frazelle <jess@linux.com>"
 
 RUN apt-get update && apt-get install -y \