diff --git a/server/packages/sandbox-agent/src/agent_server_logs/mod.rs b/server/packages/sandbox-agent/src/agent_server_logs/mod.rs
new file mode 100644
index 0000000..d593c76
--- /dev/null
+++ b/server/packages/sandbox-agent/src/agent_server_logs/mod.rs
@@ -0,0 +1,9 @@
+#[cfg(unix)]
+mod unix;
+#[cfg(windows)]
+mod windows;
+
+#[cfg(unix)]
+pub use unix::AgentServerLogs;
+#[cfg(windows)]
+pub use windows::AgentServerLogs;
diff --git a/server/packages/sandbox-agent/src/agent_server_logs/unix.rs b/server/packages/sandbox-agent/src/agent_server_logs/unix.rs
new file mode 100644
index 0000000..746aa76
--- /dev/null
+++ b/server/packages/sandbox-agent/src/agent_server_logs/unix.rs
@@ -0,0 +1,79 @@
+use std::fs::OpenOptions;
+use std::path::{Path, PathBuf};
+
+use sandbox_agent_error::SandboxError;
+use time::{Duration, OffsetDateTime};
+
+const LOG_RETENTION_DAYS: i64 = 7;
+
+pub struct AgentServerLogs {
+    base_dir: PathBuf,
+    agent: String,
+}
+
+impl AgentServerLogs {
+    pub fn new(base_dir: PathBuf, agent: impl Into<String>) -> Self {
+        Self {
+            base_dir,
+            agent: agent.into(),
+        }
+    }
+
+    pub fn open(&self) -> Result<std::process::Stdio, SandboxError> {
+        let log_dir = self.base_dir.join(&self.agent);
+        std::fs::create_dir_all(&log_dir).map_err(|err| SandboxError::StreamError {
+            message: err.to_string(),
+        })?;
+
+        let now = OffsetDateTime::now_utc();
+        let file_name = format!(
+            "{}-{:04}-{:02}-{:02}.log",
+            self.agent,
+            now.year(),
+            now.month() as u8,
+            now.day()
+        );
+        let path = log_dir.join(file_name);
+        self.prune_logs(&log_dir, now)?;
+
+        let file = OpenOptions::new()
+            .create(true)
+            .append(true)
+            .open(&path)
+            .map_err(|err| SandboxError::StreamError {
+                message: err.to_string(),
+            })?;
+
+        eprintln!("{} server logs: {}", self.agent, path.display());
+        Ok(file.into())
+    }
+
+    fn prune_logs(&self, log_dir: &Path, now: OffsetDateTime) -> Result<(), SandboxError> {
+        let retention = Duration::days(LOG_RETENTION_DAYS);
+        let cutoff = now - retention;
+        let entries = std::fs::read_dir(log_dir).map_err(|err| SandboxError::StreamError {
+            message: err.to_string(),
+        })?;
+
+        for entry in entries {
+            let entry = match entry {
+                Ok(entry) => entry,
+                Err(_) => continue,
+            };
+            let metadata = match entry.metadata() {
+                Ok(metadata) => metadata,
+                Err(_) => continue,
+            };
+            let modified = match metadata.modified() {
+                Ok(modified) => modified,
+                Err(_) => continue,
+            };
+            let modified = OffsetDateTime::from(modified);
+            if modified < cutoff {
+                let _ = std::fs::remove_file(entry.path());
+            }
+        }
+
+        Ok(())
+    }
+}
diff --git a/server/packages/sandbox-agent/src/agent_server_logs/windows.rs b/server/packages/sandbox-agent/src/agent_server_logs/windows.rs
new file mode 100644
index 0000000..746aa76
--- /dev/null
+++ b/server/packages/sandbox-agent/src/agent_server_logs/windows.rs
@@ -0,0 +1,79 @@
+use std::fs::OpenOptions;
+use std::path::{Path, PathBuf};
+
+use sandbox_agent_error::SandboxError;
+use time::{Duration, OffsetDateTime};
+
+const LOG_RETENTION_DAYS: i64 = 7;
+
+pub struct AgentServerLogs {
+    base_dir: PathBuf,
+    agent: String,
+}
+
+impl AgentServerLogs {
+    pub fn new(base_dir: PathBuf, agent: impl Into<String>) -> Self {
+        Self {
+            base_dir,
+            agent: agent.into(),
+        }
+    }
+
+    pub fn open(&self) -> Result<std::process::Stdio, SandboxError> {
+        let log_dir = self.base_dir.join(&self.agent);
+        std::fs::create_dir_all(&log_dir).map_err(|err| SandboxError::StreamError {
+            message: err.to_string(),
+        })?;
+
+        let now = OffsetDateTime::now_utc();
+        let file_name = format!(
+            "{}-{:04}-{:02}-{:02}.log",
+            self.agent,
+            now.year(),
+            now.month() as u8,
+            now.day()
+        );
+        let path = log_dir.join(file_name);
+        self.prune_logs(&log_dir, now)?;
+
+        let file = OpenOptions::new()
+            .create(true)
+            .append(true)
+            .open(&path)
+            .map_err(|err| SandboxError::StreamError {
+                message: err.to_string(),
+            })?;
+
+        eprintln!("{} server logs: {}", self.agent, path.display());
+        Ok(file.into())
+    }
+
+    fn prune_logs(&self, log_dir: &Path, now: OffsetDateTime) -> Result<(), SandboxError> {
+        let retention = Duration::days(LOG_RETENTION_DAYS);
+        let cutoff = now - retention;
+        let entries = std::fs::read_dir(log_dir).map_err(|err| SandboxError::StreamError {
+            message: err.to_string(),
+        })?;
+
+        for entry in entries {
+            let entry = match entry {
+                Ok(entry) => entry,
+                Err(_) => continue,
+            };
+            let metadata = match entry.metadata() {
+                Ok(metadata) => metadata,
+                Err(_) => continue,
+            };
+            let modified = match metadata.modified() {
+                Ok(modified) => modified,
+                Err(_) => continue,
+            };
+            let modified = OffsetDateTime::from(modified);
+            if modified < cutoff {
+                let _ = std::fs::remove_file(entry.path());
+            }
+        }
+
+        Ok(())
+    }
+}