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 41221841ef..c4bf9ed5a1 100644
--- a/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs
+++ b/codex-rs/core/src/tools/runtimes/shell/unix_escalation.rs
@@ -634,9 +634,11 @@ impl EscalationPolicy for CoreShellActionProvider {
         let decision_driven_by_policy =
             Self::decision_driven_by_policy(&evaluation.matched_rules, evaluation.decision);
         let unsandboxed_allowed = unsandboxed_execution_allowed(&self.file_system_sandbox_policy);
-        let needs_escalation = unsandboxed_allowed
+        let needs_unsandboxed_escalation = unsandboxed_allowed
             && (self.sandbox_permissions.requires_escalated_permissions()
                 || decision_driven_by_policy);
+        let needs_escalation =
+            self.sandbox_permissions.uses_additional_permissions() || needs_unsandboxed_escalation;
 
         let decision_source = if decision_driven_by_policy {
             DecisionSource::PrefixRule
@@ -862,7 +864,7 @@ impl ShellCommandExecutor for CoreShellCommandExecutor {
             EscalationExecution::Unsandboxed => PreparedExec {
                 command,
                 cwd: workdir.to_path_buf(),
-                env,
+                env: exec_env_for_sandbox_permissions(&env, SandboxPermissions::RequireEscalated),
                 arg0: Some(first_arg.clone()),
             },
             EscalationExecution::TurnDefault => {
diff --git a/codex-rs/core/src/tools/runtimes/shell/unix_escalation_tests.rs b/codex-rs/core/src/tools/runtimes/shell/unix_escalation_tests.rs
index ecdf015fd5..87e0854176 100644
--- a/codex-rs/core/src/tools/runtimes/shell/unix_escalation_tests.rs
+++ b/codex-rs/core/src/tools/runtimes/shell/unix_escalation_tests.rs
@@ -1,4 +1,5 @@
 use super::CoreShellActionProvider;
+use super::CoreShellCommandExecutor;
 use super::InterceptedExecPolicyContext;
 use super::ParsedShellCommand;
 use super::commands_for_intercepted_exec_policy;
@@ -16,6 +17,9 @@ use codex_execpolicy::PolicyParser;
 use codex_execpolicy::RuleMatch;
 use codex_hooks::Hooks;
 use codex_hooks::HooksConfig;
+use codex_network_proxy::PROXY_ACTIVE_ENV_KEY;
+use codex_network_proxy::PROXY_ENV_KEYS;
+use codex_protocol::config_types::WindowsSandboxLevel;
 use codex_protocol::models::AdditionalPermissionProfile;
 use codex_protocol::models::FileSystemPermissions;
 use codex_protocol::models::PermissionProfile;
@@ -29,13 +33,16 @@ use codex_protocol::protocol::AskForApproval;
 use codex_protocol::protocol::GranularApprovalConfig;
 use codex_protocol::protocol::GuardianCommandSource;
 use codex_sandboxing::SandboxType;
+use codex_sandboxing::policy_transforms::effective_permission_profile;
 use codex_shell_escalation::EscalationExecution;
 use codex_shell_escalation::EscalationPermissions;
 use codex_shell_escalation::ExecResult;
 use codex_shell_escalation::ResolvedPermissionProfile;
+use codex_shell_escalation::ShellCommandExecutor;
 use codex_utils_absolute_path::AbsolutePathBuf;
 use pretty_assertions::assert_eq;
 use serde_json::Value;
+use std::collections::HashMap;
 use std::path::PathBuf;
 use std::sync::Arc;
 use std::time::Duration;
@@ -348,6 +355,100 @@ fn shell_request_escalation_execution_is_explicit() {
     );
 }
 
+#[tokio::test]
+async fn unsandboxed_intercepted_exec_strips_managed_network_env() -> anyhow::Result<()> {
+    let workdir = test_sandbox_cwd();
+    let executor = CoreShellCommandExecutor {
+        command: Vec::new(),
+        cwd: workdir.clone(),
+        permission_profile: PermissionProfile::workspace_write(),
+        file_system_sandbox_policy: read_only_file_system_sandbox_policy(),
+        network_sandbox_policy: NetworkSandboxPolicy::Restricted,
+        sandbox: SandboxType::None,
+        env: HashMap::new(),
+        network: None,
+        windows_sandbox_level: WindowsSandboxLevel::Disabled,
+        arg0: None,
+        sandbox_policy_cwd: workdir.clone(),
+        windows_sandbox_workspace_roots: vec![workdir.clone()],
+        codex_linux_sandbox_exe: None,
+        use_legacy_landlock: false,
+    };
+    let mut env = HashMap::new();
+    env.insert(PROXY_ACTIVE_ENV_KEY.to_string(), "1".to_string());
+    for key in PROXY_ENV_KEYS {
+        env.insert((*key).to_string(), format!("proxy-{key}"));
+    }
+
+    let prepared = executor
+        .prepare_escalated_exec(
+            &AbsolutePathBuf::from_absolute_path("/usr/bin/curl")?,
+            &["curl".to_string(), "example.com".to_string()],
+            &workdir,
+            env,
+            EscalationExecution::Unsandboxed,
+        )
+        .await?;
+
+    assert!(!prepared.env.contains_key(PROXY_ACTIVE_ENV_KEY));
+    for key in PROXY_ENV_KEYS {
+        assert!(!prepared.env.contains_key(*key));
+    }
+
+    Ok(())
+}
+
+#[tokio::test]
+async fn preapproved_additional_permissions_escalate_intercepted_exec() -> anyhow::Result<()> {
+    let (session, turn_context) = make_session_and_context().await;
+    let requested_permissions = AdditionalPermissionProfile {
+        file_system: Some(FileSystemPermissions::from_read_write_roots(
+            /*read*/ None,
+            Some(vec![
+                AbsolutePathBuf::from_absolute_path("/tmp/output").unwrap(),
+            ]),
+        )),
+        ..Default::default()
+    };
+    let workdir = test_sandbox_cwd();
+    let permission_profile = effective_permission_profile(
+        &PermissionProfile::workspace_write(),
+        Some(&requested_permissions),
+    );
+    let provider = CoreShellActionProvider {
+        policy: Arc::new(RwLock::new(codex_execpolicy::Policy::empty())),
+        session: Arc::new(session),
+        turn: Arc::new(turn_context),
+        call_id: "preapproved-additional-permissions".to_string(),
+        tool_name: GuardianCommandSource::Shell,
+        approval_policy: AskForApproval::OnRequest,
+        permission_profile: permission_profile.clone(),
+        file_system_sandbox_policy: read_only_file_system_sandbox_policy(),
+        sandbox_policy_cwd: workdir.clone(),
+        sandbox_permissions: SandboxPermissions::WithAdditionalPermissions,
+        approval_sandbox_permissions: SandboxPermissions::UseDefault,
+        prompt_permissions: Some(requested_permissions),
+        stopwatch: codex_shell_escalation::Stopwatch::new(Duration::from_secs(1)),
+    };
+
+    let action = codex_shell_escalation::EscalationPolicy::determine_action(
+        &provider,
+        &AbsolutePathBuf::from_absolute_path("/usr/bin/printf")?,
+        &["printf".to_string(), "hello".to_string()],
+        &workdir,
+    )
+    .await?;
+
+    let expected = codex_shell_escalation::EscalationDecision::Escalate(
+        EscalationExecution::Permissions(EscalationPermissions::ResolvedPermissionProfile(
+            ResolvedPermissionProfile { permission_profile },
+        )),
+    );
+    assert_eq!(action, expected);
+
+    Ok(())
+}
+
 #[tokio::test(flavor = "current_thread")]
 async fn execve_permission_request_hook_short_circuits_prompt() -> anyhow::Result<()> {
     let (session, mut turn_context) = make_session_and_context().await;
diff --git a/codex-rs/core/src/tools/runtimes/unified_exec.rs b/codex-rs/core/src/tools/runtimes/unified_exec.rs
index bf04a6fe35..454c966c54 100644
--- a/codex-rs/core/src/tools/runtimes/unified_exec.rs
+++ b/codex-rs/core/src/tools/runtimes/unified_exec.rs
@@ -265,17 +265,15 @@ impl<'a> ToolRuntime<UnifiedExecRequest, UnifiedExecProcess> for UnifiedExecRunt
         let base_command = &req.command;
         let session_shell = ctx.session.user_shell();
         let (file_system_sandbox_policy, _) = attempt.permissions.to_runtime_permissions();
-        let sandbox_permissions = sandbox_permissions_preserving_denied_reads(
+        let launch_sandbox_permissions = sandbox_permissions_preserving_denied_reads(
             req.sandbox_permissions,
             &file_system_sandbox_policy,
         );
-        let req = &UnifiedExecRequest {
-            sandbox_permissions,
-            ..req.clone()
-        };
-        let managed_network =
-            managed_network_for_sandbox_permissions(req.network.as_ref(), req.sandbox_permissions);
-        let mut env = exec_env_for_sandbox_permissions(&req.env, req.sandbox_permissions);
+        let managed_network = managed_network_for_sandbox_permissions(
+            req.network.as_ref(),
+            launch_sandbox_permissions,
+        );
+        let mut env = exec_env_for_sandbox_permissions(&req.env, launch_sandbox_permissions);
         if let Some(network) = managed_network {
             network.apply_to_env(&mut env);
         }
@@ -412,6 +410,7 @@ mod tests {
     use crate::exec::DEFAULT_EXEC_COMMAND_TIMEOUT_MS;
     use crate::tools::sandboxing::ToolRuntime;
     use codex_exec_server::Environment;
+    use codex_tools::ZshForkConfig;
     use std::time::Duration;
     use tempfile::tempdir;
 
@@ -473,4 +472,103 @@ mod tests {
 
         assert_eq!(runtime.sandbox_cwd(&request), Some(&sandbox_cwd));
     }
+
+    #[tokio::test]
+    async fn zsh_fork_first_attempt_preserves_parent_sandbox_override() {
+        let manager = UnifiedExecProcessManager::default();
+        let request = test_request(
+            SandboxPermissions::RequireEscalated,
+            ExecApprovalRequirement::NeedsApproval {
+                reason: None,
+                proposed_execpolicy_amendment: None,
+            },
+        );
+        let direct_runtime = UnifiedExecRuntime::new(&manager, UnifiedExecShellMode::Direct);
+        let zsh_fork_runtime = UnifiedExecRuntime::new(&manager, zsh_fork_mode());
+
+        assert_eq!(
+            direct_runtime.sandbox_permissions(&request),
+            SandboxPermissions::RequireEscalated
+        );
+        assert_eq!(
+            zsh_fork_runtime.sandbox_permissions(&request),
+            SandboxPermissions::RequireEscalated
+        );
+    }
+
+    #[tokio::test]
+    async fn zsh_fork_first_attempt_preserves_additional_permissions_request() {
+        let manager = UnifiedExecProcessManager::default();
+        let request = test_request(
+            SandboxPermissions::WithAdditionalPermissions,
+            ExecApprovalRequirement::NeedsApproval {
+                reason: None,
+                proposed_execpolicy_amendment: None,
+            },
+        );
+        let zsh_fork_runtime = UnifiedExecRuntime::new(&manager, zsh_fork_mode());
+
+        assert_eq!(
+            zsh_fork_runtime.sandbox_permissions(&request),
+            SandboxPermissions::WithAdditionalPermissions
+        );
+    }
+
+    #[tokio::test]
+    async fn zsh_fork_execpolicy_allow_preserves_parent_sandbox_override() {
+        let manager = UnifiedExecProcessManager::default();
+        let request = test_request(
+            SandboxPermissions::UseDefault,
+            ExecApprovalRequirement::Skip {
+                bypass_sandbox: true,
+                proposed_execpolicy_amendment: None,
+            },
+        );
+        let runtime = UnifiedExecRuntime::new(&manager, zsh_fork_mode());
+
+        assert_eq!(
+            runtime.exec_approval_requirement(&request),
+            Some(ExecApprovalRequirement::Skip {
+                bypass_sandbox: true,
+                proposed_execpolicy_amendment: None,
+            })
+        );
+    }
+
+    fn test_request(
+        sandbox_permissions: SandboxPermissions,
+        exec_approval_requirement: ExecApprovalRequirement,
+    ) -> UnifiedExecRequest {
+        let cwd = AbsolutePathBuf::try_from(std::env::current_dir().unwrap())
+            .expect("current dir is absolute");
+        UnifiedExecRequest {
+            command: vec!["zsh".to_string(), "-c".to_string(), "echo hi".to_string()],
+            shell_type: ShellType::Zsh,
+            hook_command: "echo hi".to_string(),
+            process_id: 1000,
+            cwd: cwd.clone(),
+            sandbox_cwd: cwd,
+            environment: Arc::new(Environment::default_for_tests()),
+            env: HashMap::new(),
+            exec_server_env_config: None,
+            explicit_env_overrides: HashMap::new(),
+            network: None,
+            tty: false,
+            sandbox_permissions,
+            additional_permissions: None,
+            #[cfg(unix)]
+            additional_permissions_preapproved: false,
+            justification: None,
+            exec_approval_requirement,
+        }
+    }
+
+    fn zsh_fork_mode() -> UnifiedExecShellMode {
+        let cwd = std::env::current_dir().expect("read current dir");
+        UnifiedExecShellMode::ZshFork(ZshForkConfig {
+            shell_zsh_path: AbsolutePathBuf::try_from(cwd.join("zsh")).expect("absolute zsh path"),
+            main_execve_wrapper_exe: AbsolutePathBuf::try_from(cwd.join("execve-wrapper"))
+                .expect("absolute wrapper path"),
+        })
+    }
 }
diff --git a/codex-rs/core/tests/common/zsh_fork.rs b/codex-rs/core/tests/common/zsh_fork.rs
index e58ebd81dd..5abfc753b9 100644
--- a/codex-rs/core/tests/common/zsh_fork.rs
+++ b/codex-rs/core/tests/common/zsh_fork.rs
@@ -94,6 +94,33 @@ where
     builder.build(server).await
 }
 
+pub async fn build_unified_exec_zsh_fork_test<F>(
+    server: &wiremock::MockServer,
+    runtime: ZshForkRuntime,
+    approval_policy: AskForApproval,
+    permission_profile: PermissionProfile,
+    pre_build_hook: F,
+) -> Result<TestCodex>
+where
+    F: FnOnce(&Path) + Send + 'static,
+{
+    let mut builder = test_codex()
+        .with_pre_build_hook(pre_build_hook)
+        .with_config(move |config| {
+            runtime.apply_to_config(config, approval_policy, permission_profile);
+            config.use_experimental_unified_exec_tool = true;
+            config
+                .features
+                .enable(Feature::UnifiedExec)
+                .expect("test config should allow feature update");
+            config
+                .features
+                .enable(Feature::UnifiedExecZshFork)
+                .expect("test config should allow feature update");
+        });
+    builder.build(server).await
+}
+
 fn find_test_zsh_path() -> Result<Option<PathBuf>> {
     let repo_root = codex_utils_cargo_bin::repo_root()?;
     let dotslash_zsh = repo_root.join("codex-rs/app-server/tests/suite/zsh");
diff --git a/codex-rs/core/tests/suite/approvals.rs b/codex-rs/core/tests/suite/approvals.rs
index aceac7320e..96ac47cf45 100644
--- a/codex-rs/core/tests/suite/approvals.rs
+++ b/codex-rs/core/tests/suite/approvals.rs
@@ -15,6 +15,7 @@ use codex_protocol::permissions::FileSystemAccessMode;
 use codex_protocol::permissions::FileSystemPath;
 use codex_protocol::permissions::FileSystemSandboxEntry;
 use codex_protocol::permissions::FileSystemSandboxPolicy;
+use codex_protocol::permissions::FileSystemSpecialPath;
 use codex_protocol::permissions::NetworkSandboxPolicy;
 use codex_protocol::protocol::ApplyPatchApprovalRequestEvent;
 use codex_protocol::protocol::AskForApproval;
@@ -43,6 +44,7 @@ use core_test_support::test_codex::test_codex;
 use core_test_support::test_codex::turn_permission_fields;
 use core_test_support::wait_for_event;
 use core_test_support::wait_for_event_with_timeout;
+use core_test_support::zsh_fork::build_unified_exec_zsh_fork_test;
 use core_test_support::zsh_fork::build_zsh_fork_test;
 use core_test_support::zsh_fork::restrictive_workspace_write_profile;
 use core_test_support::zsh_fork::zsh_fork_runtime;
@@ -2800,6 +2802,146 @@ async fn matched_prefix_rule_runs_unsandboxed_under_zsh_fork() -> Result<()> {
     Ok(())
 }
 
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+#[cfg(unix)]
+async fn unified_exec_zsh_fork_parent_approval_preserves_denied_reads() -> Result<()> {
+    skip_if_no_network!(Ok(()));
+
+    let Some(runtime) = zsh_fork_runtime("unified-exec zsh-fork denied-read approval test")? else {
+        return Ok(());
+    };
+
+    let denied_dir = tempfile::tempdir_in(std::env::current_dir()?)?;
+    let denied_path = denied_dir.path().join("secret.env");
+    let secret = "unified-exec-zsh-fork-denied-read-secret";
+    fs::write(&denied_path, format!("{secret}\n"))?;
+    let file_system_sandbox_policy = FileSystemSandboxPolicy::restricted(vec![
+        FileSystemSandboxEntry {
+            path: FileSystemPath::Special {
+                value: FileSystemSpecialPath::Root,
+            },
+            access: FileSystemAccessMode::Read,
+        },
+        FileSystemSandboxEntry {
+            path: FileSystemPath::GlobPattern {
+                pattern: denied_path.to_string_lossy().to_string(),
+            },
+            access: FileSystemAccessMode::Deny,
+        },
+        FileSystemSandboxEntry {
+            path: FileSystemPath::Special {
+                value: FileSystemSpecialPath::project_roots(/*subpath*/ None),
+            },
+            access: FileSystemAccessMode::Write,
+        },
+    ]);
+    assert!(
+        file_system_sandbox_policy.has_denied_read_restrictions(),
+        "test must exercise a permission profile with denied reads"
+    );
+    let permission_profile = PermissionProfile::from_runtime_permissions(
+        &file_system_sandbox_policy,
+        NetworkSandboxPolicy::Restricted,
+    );
+
+    let approval_policy = AskForApproval::OnRequest;
+    let command = format!("cat {denied_path:?}");
+
+    let server = start_mock_server().await;
+    let test = build_unified_exec_zsh_fork_test(
+        &server,
+        runtime,
+        approval_policy,
+        permission_profile,
+        move |_home| {},
+    )
+    .await?;
+
+    let call_id = "uexec-zsh-fork-parent-approval-denied-read";
+    let event = exec_command_event(
+        call_id,
+        &command,
+        Some(30_000),
+        SandboxPermissions::RequireEscalated,
+        Some("attempt a denied read for the test"),
+    )?;
+    let _ = mount_sse_once(
+        &server,
+        sse(vec![
+            ev_response_created("resp-uexec-zsh-fork-denied-read-1"),
+            event,
+            ev_completed("resp-uexec-zsh-fork-denied-read-1"),
+        ]),
+    )
+    .await;
+    let results = mount_sse_once(
+        &server,
+        sse(vec![
+            ev_assistant_message("msg-uexec-zsh-fork-denied-read-1", "done"),
+            ev_completed("resp-uexec-zsh-fork-denied-read-2"),
+        ]),
+    )
+    .await;
+
+    let session_model = test.session_configured.model.clone();
+    let (sandbox_policy, permission_profile) = turn_permission_fields(
+        test.session_configured.permission_profile.clone(),
+        test.cwd.path(),
+    );
+    test.codex
+        .submit(Op::UserInput {
+            items: vec![UserInput::Text {
+                text: "run approved unified exec denied read through zsh fork".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 = expect_exec_approval(&test, &command).await;
+    test.codex
+        .submit(Op::ExecApproval {
+            id: approval.effective_approval_id(),
+            turn_id: None,
+            decision: ReviewDecision::Approved,
+        })
+        .await?;
+    wait_for_completion_without_approval(&test).await;
+
+    let result = parse_result(&results.single_request().function_call_output(call_id));
+    assert_ne!(
+        result.exit_code.unwrap_or(0),
+        0,
+        "denied-read command should stay sandboxed after parent approval"
+    );
+    assert!(
+        !result.stdout.contains(secret),
+        "denied-read command unexpectedly printed the secret: {}",
+        result.stdout
+    );
+
+    Ok(())
+}
+
 #[tokio::test(flavor = "current_thread")]
 #[cfg(unix)]
 async fn invalid_requested_prefix_rule_falls_back_for_compound_command() -> Result<()> {