diff --git a/crates/churn/src/agent/refresh.rs b/crates/churn/src/agent/refresh.rs
index 215b5bf..3de97cc 100644
--- a/crates/churn/src/agent/refresh.rs
+++ b/crates/churn/src/agent/refresh.rs
@@ -1,3 +1,5 @@
+use anyhow::Context;
+
 use super::agent_state::AgentState;
 
 #[derive(Clone)]
@@ -89,7 +91,7 @@ impl Task {
     pub async fn execute(&self) -> anyhow::Result<()> {
         let mut cmd = tokio::process::Command::new("apt");
         cmd.args(["apt-get", "update", "-q"]);
-        let output = cmd.output().await?;
+        let output = cmd.output().await.context("failed to run apt update")?;
         match output.status.success() {
             true => tracing::info!("successfully ran apt update"),
             false => {
@@ -103,7 +105,7 @@ impl Task {
         let mut cmd = tokio::process::Command::new("apt");
         cmd.env("DEBIAN_FRONTEND", "noninteractive")
             .args(["apt-get", "upgrade", "-y"]);
-        let output = cmd.output().await?;
+        let output = cmd.output().await.context("failed to run apt upgrade")?;
         match output.status.success() {
             true => tracing::info!("successfully ran apt upgrade"),
             false => {