diff --git a/lib/index.js b/lib/index.js
index cf223fe..76ea2cb 100644
--- a/lib/index.js
+++ b/lib/index.js
@@ -19,7 +19,9 @@ const {
 
 const { dirname, relative } = require('path')
 const toBatchSyntax = require('./to-batch-syntax')
-const shebangExpr = /^#!\s*(?:\/usr\/bin\/env\s*((?:[^ \t=]+=[^ \t=]+\s+)*))?([^ \t]+)(.*)$/
+// linting disabled because this regex is really long
+// eslint-disable-next-line max-len
+const shebangExpr = /^#!\s*(?:\/usr\/bin\/env\s+(?:-S\s+)?((?:[^ \t=]+=[^ \t=]+\s+)*))?([^ \t]+)(.*)$/
 
 const cmdShimIfExists = (from, to) =>
   stat(from).then(() => cmdShim(from, to), () => {})
diff --git a/tap-snapshots/test/basic.js.test.cjs b/tap-snapshots/test/basic.js.test.cjs
index 0f1e9c4..74e1486 100644
--- a/tap-snapshots/test/basic.js.test.cjs
+++ b/tap-snapshots/test/basic.js.test.cjs
@@ -556,3 +556,72 @@ esac
 exec "$basedir/from.exe"   "$@"
 
 `
+
+exports[`test/basic.js TAP shebang with env -S > cmd 1`] = `
+@ECHO off\\r
+GOTO start\\r
+:find_dp0\\r
+SET dp0=%~dp0\\r
+EXIT /b\\r
+:start\\r
+SETLOCAL\\r
+CALL :find_dp0\\r
+\\r
+IF EXIST "%dp0%\\node.exe" (\\r
+  SET "_prog=%dp0%\\node.exe"\\r
+) ELSE (\\r
+  SET "_prog=node"\\r
+  SET PATHEXT=%PATHEXT:;.JS;=;%\\r
+)\\r
+\\r
+endLocal & goto #_undefined_# 2>NUL || title %COMSPEC% & "%_prog%" --expose_gc "%dp0%\\from.env.S" %*\\r
+
+`
+
+exports[`test/basic.js TAP shebang with env -S > cmd 2`] = `
+#!/usr/bin/env pwsh
+$basedir=Split-Path $MyInvocation.MyCommand.Definition -Parent
+
+$exe=""
+if ($PSVersionTable.PSVersion -lt "6.0" -or $IsWindows) {
+  # Fix case when both the Windows and Linux builds of Node
+  # are installed in the same directory
+  $exe=".exe"
+}
+$ret=0
+if (Test-Path "$basedir/node$exe") {
+  # Support pipeline input
+  if ($MyInvocation.ExpectingInput) {
+    $input | & "$basedir/node$exe" --expose_gc "$basedir/from.env.S" $args
+  } else {
+    & "$basedir/node$exe" --expose_gc "$basedir/from.env.S" $args
+  }
+  $ret=$LASTEXITCODE
+} else {
+  # Support pipeline input
+  if ($MyInvocation.ExpectingInput) {
+    $input | & "node$exe" --expose_gc "$basedir/from.env.S" $args
+  } else {
+    & "node$exe" --expose_gc "$basedir/from.env.S" $args
+  }
+  $ret=$LASTEXITCODE
+}
+exit $ret
+
+`
+
+exports[`test/basic.js TAP shebang with env -S > shell 1`] = `
+#!/bin/sh
+basedir=$(dirname "$(echo "$0" | sed -e 's,\\\\,/,g')")
+
+case \`uname\` in
+    *CYGWIN*|*MINGW*|*MSYS*) basedir=\`cygpath -w "$basedir"\`;;
+esac
+
+if [ -x "$basedir/node" ]; then
+  exec "$basedir/node" --expose_gc "$basedir/from.env.S" "$@"
+else 
+  exec node --expose_gc "$basedir/from.env.S" "$@"
+fi
+
+`
diff --git a/test/00-setup.js b/test/00-setup.js
index 239748a..5c2e6c0 100644
--- a/test/00-setup.js
+++ b/test/00-setup.js
@@ -13,6 +13,8 @@ const froms = {
   'from.sh': '#!/usr/bin/sh\necho hi\n',
   'from.sh.args': '#!/usr/bin/sh -x\necho hi\n',
   'from.env.multiple.variables': '#!/usr/bin/env key=value key2=value2 node --flag-one --flag-two',
+  'from.env.S': '#!/usr/bin/env -S node --expose_gc\ngc()\n',
+  'from.env.nospace': '#!/usr/bin/envnode\nconsole.log(/hi/)\n',
 }
 
 mkdirSync(fixtures, { recursive: true })
diff --git a/test/basic.js b/test/basic.js
index c33d919..3442b12 100755
--- a/test/basic.js
+++ b/test/basic.js
@@ -120,3 +120,12 @@ test('multiple variables', async t => {
   matchSnapshot(t, fs.readFileSync(to + '.cmd', 'utf8'), 'cmd')
   matchSnapshot(t, fs.readFileSync(to + '.ps1', 'utf8'), 'ps1')
 })
+
+test('shebang with env -S', async t => {
+  var from = path.resolve(fixtures, 'from.env.S')
+  var to = path.resolve(fixtures, 'sh.env.S.shim')
+  await cmdShim(from, to)
+  matchSnapshot(t, fs.readFileSync(to, 'utf8'), 'shell')
+  matchSnapshot(t, fs.readFileSync(to + '.cmd', 'utf8'), 'cmd')
+  matchSnapshot(t, fs.readFileSync(to + '.ps1', 'utf8'), 'cmd')
+})