diff --git a/codex-rs/core/src/tools/runtimes/mod.rs b/codex-rs/core/src/tools/runtimes/mod.rs
index bba1c572e..45e1754da 100644
--- a/codex-rs/core/src/tools/runtimes/mod.rs
+++ b/codex-rs/core/src/tools/runtimes/mod.rs
@@ -22,6 +22,8 @@ use codex_sandboxing::SandboxCommand;
 use codex_sandboxing::SandboxType;
 use codex_utils_absolute_path::AbsolutePathBuf;
 use std::collections::HashMap;
+#[cfg(unix)]
+use std::path::Path;
 
 pub(crate) mod apply_patch;
 pub(crate) mod shell;
@@ -70,6 +72,44 @@ pub(crate) fn exec_env_for_sandbox_permissions(
     env
 }
 
+#[cfg(unix)]
+fn prepend_path_entry(env: &mut HashMap<String, String>, path_entry: &str) -> String {
+    let updated_path = match env.get("PATH") {
+        Some(path) if !path.is_empty() => std::iter::once(path_entry)
+            .chain(path.split(':').filter(|entry| *entry != path_entry))
+            .collect::<Vec<_>>()
+            .join(":"),
+        _ => path_entry.to_string(),
+    };
+    env.insert("PATH".to_string(), updated_path.clone());
+    updated_path
+}
+
+#[cfg(unix)]
+pub(crate) fn prepend_zsh_fork_bin_to_path(
+    env: &mut HashMap<String, String>,
+    shell_zsh_path: &Path,
+) -> Option<String> {
+    let zsh_bin_dir = shell_zsh_path
+        .parent()
+        .map(|path| path.to_string_lossy().to_string())?;
+    Some(prepend_path_entry(env, &zsh_bin_dir))
+}
+
+#[cfg(unix)]
+pub(crate) fn apply_zsh_fork_path_prepend(
+    env: &mut HashMap<String, String>,
+    explicit_env_overrides: &mut HashMap<String, String>,
+    shell_zsh_path: &Path,
+) {
+    let Some(updated_path) = prepend_zsh_fork_bin_to_path(env, shell_zsh_path) else {
+        return;
+    };
+    // Snapshot wrapping restores explicit overrides after sourcing the shell
+    // snapshot, so capture this PATH override there as well.
+    explicit_env_overrides.insert("PATH".to_string(), updated_path);
+}
+
 pub(crate) fn disable_powershell_profile_for_elevated_windows_sandbox(
     command: &[String],
     shell_type: Option<&ShellType>,
diff --git a/codex-rs/core/src/tools/runtimes/mod_tests.rs b/codex-rs/core/src/tools/runtimes/mod_tests.rs
index fd10f2224..539bbb90d 100644
--- a/codex-rs/core/src/tools/runtimes/mod_tests.rs
+++ b/codex-rs/core/src/tools/runtimes/mod_tests.rs
@@ -143,6 +143,48 @@ async fn explicit_escalation_prepares_exec_without_managed_network() -> anyhow::
     Ok(())
 }
 
+#[cfg(unix)]
+#[test]
+fn apply_zsh_fork_path_prepend_uses_shell_parent() {
+    let mut env = HashMap::from([("PATH".to_string(), "/usr/bin:/bin".to_string())]);
+    let mut explicit_env_overrides = HashMap::new();
+
+    apply_zsh_fork_path_prepend(
+        &mut env,
+        &mut explicit_env_overrides,
+        PathBuf::from("/package/codex-resources/zsh/bin/zsh").as_path(),
+    );
+
+    let expected = "/package/codex-resources/zsh/bin:/usr/bin:/bin";
+    assert_eq!(env.get("PATH").map(String::as_str), Some(expected));
+    assert_eq!(
+        explicit_env_overrides.get("PATH").map(String::as_str),
+        Some(expected)
+    );
+}
+
+#[cfg(unix)]
+#[test]
+fn apply_zsh_fork_path_prepend_moves_existing_shell_parent_to_front() {
+    let mut env = HashMap::from([(
+        "PATH".to_string(),
+        "/usr/bin:/package/codex-resources/zsh/bin:/bin:/package/codex-resources/zsh/bin"
+            .to_string(),
+    )]);
+    let mut explicit_env_overrides = HashMap::new();
+
+    apply_zsh_fork_path_prepend(
+        &mut env,
+        &mut explicit_env_overrides,
+        PathBuf::from("/package/codex-resources/zsh/bin/zsh").as_path(),
+    );
+
+    assert_eq!(
+        env.get("PATH").map(String::as_str),
+        Some("/package/codex-resources/zsh/bin:/usr/bin:/bin")
+    );
+}
+
 #[test]
 fn explicit_escalation_keeps_user_proxy_env_without_codex_marker() {
     let env = HashMap::from([
@@ -818,6 +860,57 @@ fn maybe_wrap_shell_lc_with_snapshot_applies_explicit_path_override() {
     assert_eq!(String::from_utf8_lossy(&output.stdout), "/worktree/bin");
 }
 
+#[cfg(unix)]
+#[test]
+fn maybe_wrap_shell_lc_with_snapshot_preserves_zsh_fork_path_prepend() {
+    let dir = tempdir().expect("create temp dir");
+    let snapshot_path = dir.path().join("snapshot.sh");
+    std::fs::write(
+        &snapshot_path,
+        "# Snapshot file\nexport PATH='/snapshot/bin'\n",
+    )
+    .expect("write snapshot");
+    let session_shell = shell_with_snapshot(
+        ShellType::Bash,
+        "/bin/bash",
+        snapshot_path.abs(),
+        dir.path().abs(),
+    );
+    let command = vec![
+        "/bin/bash".to_string(),
+        "-lc".to_string(),
+        "printf '%s' \"$PATH\"".to_string(),
+    ];
+    let zsh_path = dir
+        .path()
+        .join("codex-resources")
+        .join("zsh")
+        .join("bin")
+        .join("zsh");
+    let zsh_bin_dir = zsh_path.parent().expect("zsh path should have parent");
+    let mut env = HashMap::from([("PATH".to_string(), "/worktree/bin".to_string())]);
+    let mut explicit_env_overrides = HashMap::new();
+    apply_zsh_fork_path_prepend(&mut env, &mut explicit_env_overrides, zsh_path.as_path());
+    let rewritten = maybe_wrap_shell_lc_with_snapshot(
+        &command,
+        &session_shell,
+        &dir.path().abs(),
+        &explicit_env_overrides,
+        &env,
+    );
+    let output = Command::new(&rewritten[0])
+        .args(&rewritten[1..])
+        .env("PATH", env.get("PATH").expect("PATH should be set"))
+        .output()
+        .expect("run rewritten command");
+
+    assert!(output.status.success(), "command failed: {output:?}");
+    assert_eq!(
+        String::from_utf8_lossy(&output.stdout),
+        format!("{}:/worktree/bin", zsh_bin_dir.display())
+    );
+}
+
 #[test]
 fn maybe_wrap_shell_lc_with_snapshot_does_not_embed_override_values_in_argv() {
     let dir = tempdir().expect("create temp dir");
diff --git a/codex-rs/core/src/tools/runtimes/shell.rs b/codex-rs/core/src/tools/runtimes/shell.rs
index df63f6cd4..8b8fe0450 100644
--- a/codex-rs/core/src/tools/runtimes/shell.rs
+++ b/codex-rs/core/src/tools/runtimes/shell.rs
@@ -20,6 +20,8 @@ use crate::shell::ShellType;
 use crate::tools::flat_tool_name;
 use crate::tools::network_approval::NetworkApprovalMode;
 use crate::tools::network_approval::NetworkApprovalSpec;
+#[cfg(unix)]
+use crate::tools::runtimes::apply_zsh_fork_path_prepend;
 use crate::tools::runtimes::build_sandbox_command;
 use crate::tools::runtimes::disable_powershell_profile_for_elevated_windows_sandbox;
 use crate::tools::runtimes::exec_env_for_sandbox_permissions;
@@ -234,11 +236,23 @@ impl ToolRuntime<ShellRequest, ExecToolCallOutput> for ShellRuntime {
         let managed_network =
             managed_network_for_sandbox_permissions(req.network.as_ref(), req.sandbox_permissions);
         let env = exec_env_for_sandbox_permissions(&req.env, req.sandbox_permissions);
+        let explicit_env_overrides = req.explicit_env_overrides.clone();
+        #[cfg(unix)]
+        let (env, explicit_env_overrides) = {
+            let mut env = env;
+            let mut explicit_env_overrides = explicit_env_overrides;
+            if self.backend == ShellRuntimeBackend::ShellCommandZshFork
+                && let Some(shell_zsh_path) = ctx.session.services.shell_zsh_path.as_deref()
+            {
+                apply_zsh_fork_path_prepend(&mut env, &mut explicit_env_overrides, shell_zsh_path);
+            }
+            (env, explicit_env_overrides)
+        };
         let command = maybe_wrap_shell_lc_with_snapshot(
             &req.command,
             session_shell.as_ref(),
             &req.cwd,
-            &req.explicit_env_overrides,
+            &explicit_env_overrides,
             &env,
         );
         let command = disable_powershell_profile_for_elevated_windows_sandbox(
diff --git a/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs b/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs
index fef8db5ca..998a1c02f 100644
--- a/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs
+++ b/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs
@@ -16,6 +16,7 @@ use crate::sandboxing::SandboxPermissions;
 use crate::shell::ShellType;
 use crate::tools::runtimes::build_sandbox_command;
 use crate::tools::runtimes::exec_env_for_sandbox_permissions;
+use crate::tools::runtimes::prepend_zsh_fork_bin_to_path;
 use crate::tools::sandboxing::PermissionRequestPayload;
 use crate::tools::sandboxing::SandboxAttempt;
 use crate::tools::sandboxing::ToolCtx;
@@ -116,7 +117,8 @@ pub(super) async fn try_run_zsh_fork(
         return Ok(None);
     }
 
-    let env = exec_env_for_sandbox_permissions(&req.env, req.sandbox_permissions);
+    let mut env = exec_env_for_sandbox_permissions(&req.env, req.sandbox_permissions);
+    prepend_zsh_fork_bin_to_path(&mut env, shell_zsh_path);
     let command =
         build_sandbox_command(command, &req.cwd, &env, req.additional_permissions.clone())?;
     let options = ExecOptions {
diff --git a/codex-rs/core/src/tools/runtimes/unified_exec.rs b/codex-rs/core/src/tools/runtimes/unified_exec.rs
index c613f198e..01054a036 100644
--- a/codex-rs/core/src/tools/runtimes/unified_exec.rs
+++ b/codex-rs/core/src/tools/runtimes/unified_exec.rs
@@ -17,6 +17,8 @@ use crate::shell::ShellType;
 use crate::tools::flat_tool_name;
 use crate::tools::network_approval::NetworkApprovalMode;
 use crate::tools::network_approval::NetworkApprovalSpec;
+#[cfg(unix)]
+use crate::tools::runtimes::apply_zsh_fork_path_prepend;
 use crate::tools::runtimes::build_sandbox_command;
 use crate::tools::runtimes::disable_powershell_profile_for_elevated_windows_sandbox;
 use crate::tools::runtimes::exec_env_for_sandbox_permissions;
@@ -261,6 +263,19 @@ impl<'a> ToolRuntime<UnifiedExecRequest, UnifiedExecProcess> for UnifiedExecRunt
         if let Some(network) = managed_network {
             network.apply_to_env(&mut env);
         }
+        let explicit_env_overrides = req.explicit_env_overrides.clone();
+        #[cfg(unix)]
+        let explicit_env_overrides = {
+            let mut explicit_env_overrides = explicit_env_overrides;
+            if let UnifiedExecShellMode::ZshFork(zsh_fork_config) = &self.shell_mode {
+                apply_zsh_fork_path_prepend(
+                    &mut env,
+                    &mut explicit_env_overrides,
+                    zsh_fork_config.shell_zsh_path.as_path(),
+                );
+            }
+            explicit_env_overrides
+        };
         let environment_is_remote = req.environment.is_remote();
         let command = if environment_is_remote {
             base_command.to_vec()
@@ -269,7 +284,7 @@ impl<'a> ToolRuntime<UnifiedExecRequest, UnifiedExecProcess> for UnifiedExecRunt
                 base_command,
                 session_shell.as_ref(),
                 &req.cwd,
-                &req.explicit_env_overrides,
+                &explicit_env_overrides,
                 &env,
             )
         };
diff --git a/codex-rs/core/tests/suite/approvals.rs b/codex-rs/core/tests/suite/approvals.rs
index e16a4a14a..2a5f8fc43 100644
--- a/codex-rs/core/tests/suite/approvals.rs
+++ b/codex-rs/core/tests/suite/approvals.rs
@@ -46,6 +46,8 @@ use serde_json::Value;
 use serde_json::json;
 use std::env;
 use std::fs;
+#[cfg(unix)]
+use std::os::unix::fs::PermissionsExt;
 use std::path::PathBuf;
 use std::sync::Arc;
 use std::time::Duration;
@@ -2528,6 +2530,166 @@ async fn spawned_subagent_execpolicy_amendment_propagates_to_parent_session() ->
     Ok(())
 }
 
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+#[cfg(unix)]
+async fn env_zsh_script_spawned_by_python_can_request_escalation_under_zsh_fork() -> Result<()> {
+    skip_if_no_network!(Ok(()));
+
+    let Some(runtime) = zsh_fork_runtime("zsh-fork env zsh nested escalation test")? else {
+        return Ok(());
+    };
+
+    let approval_policy = AskForApproval::OnRequest;
+    let permission_profile = restrictive_workspace_write_profile();
+    let outside_dir = tempfile::tempdir_in(std::env::current_dir()?)?;
+    let outside_path = outside_dir.path().join("zsh-fork-env-zsh-escalated.txt");
+    let outside_path_arg = shlex::try_join([outside_path.to_string_lossy().as_ref()])?;
+    let rules = r#"prefix_rule(pattern=["touch"], decision="prompt")"#.to_string();
+
+    let server = start_mock_server().await;
+    let outside_path_for_hook = outside_path.clone();
+    let test = build_zsh_fork_test(
+        &server,
+        runtime,
+        approval_policy,
+        permission_profile.clone(),
+        move |home| {
+            let _ = fs::remove_file(&outside_path_for_hook);
+            let rules_dir = home.join("rules");
+            fs::create_dir_all(&rules_dir).unwrap();
+            fs::write(rules_dir.join("default.rules"), &rules).unwrap();
+        },
+    )
+    .await?;
+
+    let script_path = test.cwd.path().join("runs-under-env-zsh");
+    fs::write(
+        &script_path,
+        format!(
+            "#!/usr/bin/env zsh\ntouch {outside_path_arg}\nprint -r -- nested-env-zsh-complete\n"
+        ),
+    )?;
+    let mut script_permissions = fs::metadata(&script_path)?.permissions();
+    script_permissions.set_mode(0o755);
+    fs::set_permissions(&script_path, script_permissions)?;
+
+    let script_literal = serde_json::to_string(script_path.to_string_lossy().as_ref())?;
+    let python_script = format!(
+        "import subprocess; subprocess.run([{script_literal}], check=True, close_fds=False)"
+    );
+    let command = shlex::try_join(["python3", "-c", python_script.as_str()])?;
+
+    let call_id = "zsh-fork-env-zsh-nested-escalation";
+    let event = shell_event(
+        call_id,
+        &command,
+        /*timeout_ms*/ 30_000,
+        SandboxPermissions::UseDefault,
+    )?;
+    let _ = mount_sse_once(
+        &server,
+        sse(vec![
+            ev_response_created("resp-zsh-fork-env-zsh-1"),
+            event,
+            ev_completed("resp-zsh-fork-env-zsh-1"),
+        ]),
+    )
+    .await;
+    let results = mount_sse_once(
+        &server,
+        sse(vec![
+            ev_assistant_message("msg-zsh-fork-env-zsh-1", "done"),
+            ev_completed("resp-zsh-fork-env-zsh-2"),
+        ]),
+    )
+    .await;
+
+    let session_model = test.session_configured.model.clone();
+    let (sandbox_policy, permission_profile) =
+        turn_permission_fields(permission_profile, test.cwd.path());
+    test.codex
+        .submit(Op::UserInput {
+            items: vec![UserInput::Text {
+                text: "run nested env zsh script through python".into(),
+                text_elements: Vec::new(),
+            }],
+            environments: None,
+            final_output_json_schema: None,
+            responsesapi_client_metadata: None,
+            additional_context: Default::default(),
+            thread_settings: codex_protocol::protocol::ThreadSettingsOverrides {
+                cwd: Some(test.cwd.path().to_path_buf()),
+                approval_policy: Some(approval_policy),
+                approvals_reviewer: Some(ApprovalsReviewer::User),
+                sandbox_policy: Some(sandbox_policy),
+                permission_profile,
+                collaboration_mode: Some(codex_protocol::config_types::CollaborationMode {
+                    mode: codex_protocol::config_types::ModeKind::Default,
+                    settings: codex_protocol::config_types::Settings {
+                        model: session_model,
+                        reasoning_effort: None,
+                        developer_instructions: None,
+                    },
+                }),
+                ..Default::default()
+            },
+        })
+        .await?;
+
+    let approval_event = wait_for_event_with_timeout(
+        &test.codex,
+        |event| {
+            matches!(
+                event,
+                EventMsg::ExecApprovalRequest(_) | EventMsg::TurnComplete(_)
+            )
+        },
+        Duration::from_secs(10),
+    )
+    .await;
+    let EventMsg::ExecApprovalRequest(approval) = approval_event else {
+        panic!("expected nested zsh script to request approval before completion");
+    };
+    assert!(
+        approval.command.iter().any(|arg| arg.ends_with("/touch"))
+            && approval
+                .command
+                .iter()
+                .any(|arg| arg == outside_path.to_string_lossy().as_ref()),
+        "expected approval for nested touch command, got: {:?}",
+        approval.command
+    );
+
+    test.codex
+        .submit(Op::ExecApproval {
+            id: approval.effective_approval_id(),
+            turn_id: None,
+            decision: ReviewDecision::Approved,
+        })
+        .await?;
+
+    wait_for_completion(&test).await;
+
+    let result = parse_result(&results.single_request().function_call_output(call_id));
+    assert_eq!(
+        result.exit_code.unwrap_or(0),
+        0,
+        "nested env zsh script should complete successfully: {}",
+        result.stdout
+    );
+    assert!(
+        result.stdout.contains("nested-env-zsh-complete"),
+        "nested script did not report completion: {}",
+        result.stdout
+    );
+    assert!(
+        outside_path.exists(),
+        "approved nested touch should create the out-of-workspace file"
+    );
+
+    Ok(())
+}
+
 #[tokio::test(flavor = "multi_thread", worker_threads = 2)]
 #[cfg(unix)]
 async fn matched_prefix_rule_runs_unsandboxed_under_zsh_fork() -> Result<()> {