diff --git a/src/steps/cli.ts b/src/steps/cli.ts
index 4c108a3..12e0a43 100644
--- a/src/steps/cli.ts
+++ b/src/steps/cli.ts
@@ -1,8 +1,9 @@
-import { normalize, relative } from 'path'
+import { dirname, normalize, relative } from 'path'
 import { createWriteStream, chmodSync, statSync } from 'fs'
 import { NexeCompiler } from '../compiler'
 import { NexeTarget } from '../target'
 import { STDIN_FLAG } from '../util'
+import mkdirp = require('mkdirp')
 
 /**
  * The "cli" step detects the appropriate input. If no input options are passed,
@@ -16,28 +17,32 @@ import { STDIN_FLAG } from '../util'
  */
 export default async function cli(compiler: NexeCompiler, next: () => Promise<void>) {
   await next()
-  const { log } = compiler
-  const target = compiler.options.targets.shift() as NexeTarget
-  const deliverable = await compiler.compileAsync(target)
+  const { log } = compiler,
+    target = compiler.options.targets.shift() as NexeTarget,
+    deliverable = await compiler.compileAsync(target),
+    output = normalize(compiler.output!)
+
+  mkdirp.sync(dirname(output))
 
   return new Promise((resolve, reject) => {
     const step = log.step('Writing result to file')
     deliverable
-      .pipe(createWriteStream(normalize(compiler.output!)))
+      .pipe(createWriteStream(output))
       .on('error', reject)
       .once('close', (e: Error) => {
         if (e) {
           reject(e)
         } else if (compiler.output) {
-          const output = compiler.output
-          const mode = statSync(output).mode | 0o111
+          const output = compiler.output,
+            mode = statSync(output).mode | 0o111,
+            inputFileLogOutput = relative(process.cwd(), compiler.options.input),
+            outputFileLogOutput = relative(process.cwd(), output)
+
           chmodSync(output, mode.toString(8).slice(-3))
-          const inputFile = relative(process.cwd(), compiler.options.input)
-          const outputFile = relative(process.cwd(), output)
           step.log(
             `Entry: '${
-              compiler.stdinUsed ? (compiler.options.mangle ? STDIN_FLAG : '[none]') : inputFile
-            }' written to: ${outputFile}`
+              compiler.stdinUsed ? (compiler.options.mangle ? STDIN_FLAG : '[none]') : inputFileLogOutput
+            }' written to: ${outputFileLogOutput}`
           )
           resolve(compiler.quit())
         }