diff --git a/__tests__/cli.test.js b/__tests__/cli.test.js
index 19364ca08a80..5dcbcf69a465 100644
--- a/__tests__/cli.test.js
+++ b/__tests__/cli.test.js
@@ -1,21 +1,53 @@
-import { spawnSync } from 'child_process'
-import fs from 'fs'
 import path from 'path'
 
-function runCli(task, options) {
-  return spawnSync('node', [`${path.join(process.cwd(), 'lib/cli.js')}`, `${task}`, ...options])
-}
+import cli from '../src/cli/main'
+import * as constants from '../src/cli/constants'
+import * as utils from '../src/cli/utils'
 
-function pathToFixture(fixture) {
-  return path.resolve(`${__dirname}/fixtures/${fixture}`)
-}
+describe('cli', () => {
+  const inputCssPath = path.resolve(__dirname, 'fixtures/tailwind-input.css')
+  const customConfigPath = path.resolve(__dirname, 'fixtures/custom-config.js')
 
-function readFixture(fixture) {
-  return fs.readFileSync(pathToFixture(fixture), 'utf8')
-}
+  beforeEach(() => {
+    console.log = jest.fn()
+    process.stdout.write = jest.fn()
+    utils.writeFile = jest.fn()
+  })
 
-test('stdout only contains processed output', () => {
-  const expected = readFixture('tailwind-cli-output.css')
-  const result = runCli('build', [pathToFixture('tailwind-cli-input.css')])
-  expect(result.stdout.toString()).toEqual(expected)
+  describe('init', () => {
+    it('creates a Tailwind config file', () => {
+      cli(['init']).then(() => {
+        expect(utils.writeFile.mock.calls[0][0]).toEqual(constants.defaultConfigFile)
+        expect(utils.writeFile.mock.calls[0][1]).toContain('defaultConfig')
+      })
+    })
+
+    it('creates a Tailwind config file in a custom location', () => {
+      cli(['init', 'custom.js']).then(() => {
+        expect(utils.writeFile.mock.calls[0][0]).toEqual('custom.js')
+        expect(utils.writeFile.mock.calls[0][1]).toContain('defaultConfig')
+      })
+    })
+  })
+
+  describe('build', () => {
+    it('compiles CSS file', () => {
+      cli(['build', inputCssPath]).then(() => {
+        expect(process.stdout.write.mock.calls[0][0]).toContain('.example')
+      })
+    })
+
+    it('compiles CSS file using custom configuration', () => {
+      cli(['build', inputCssPath, '--config', customConfigPath]).then(() => {
+        expect(process.stdout.write.mock.calls[0][0]).toContain('400px')
+      })
+    })
+
+    it('creates compiled CSS file', () => {
+      cli(['build', inputCssPath, '--output', 'output.css']).then(() => {
+        expect(utils.writeFile.mock.calls[0][0]).toEqual('output.css')
+        expect(utils.writeFile.mock.calls[0][1]).toContain('.example')
+      })
+    })
+  })
 })
diff --git a/__tests__/customConfig.test.js b/__tests__/customConfig.test.js
index f96ea9a5b4aa..1c3c9a4f39f4 100644
--- a/__tests__/customConfig.test.js
+++ b/__tests__/customConfig.test.js
@@ -3,7 +3,7 @@ import postcss from 'postcss'
 import tailwind from '../src/index'
 
 test('it uses the values from the custom config file', () => {
-  return postcss([tailwind(path.resolve(`${__dirname}/fixtures/customConfig.js`))])
+  return postcss([tailwind(path.resolve(`${__dirname}/fixtures/custom-config.js`))])
     .process(
       `
         @responsive {
diff --git a/__tests__/fixtures/customConfig.js b/__tests__/fixtures/custom-config.js
similarity index 100%
rename from __tests__/fixtures/customConfig.js
rename to __tests__/fixtures/custom-config.js
diff --git a/__tests__/fixtures/tailwind-cli-input.css b/__tests__/fixtures/tailwind-cli-input.css
deleted file mode 100644
index 563d20e99ce8..000000000000
--- a/__tests__/fixtures/tailwind-cli-input.css
+++ /dev/null
@@ -1,3 +0,0 @@
-body {
-  color: green;
-}
diff --git a/__tests__/fixtures/tailwind-cli-output.css b/__tests__/fixtures/tailwind-cli-output.css
deleted file mode 100644
index 563d20e99ce8..000000000000
--- a/__tests__/fixtures/tailwind-cli-output.css
+++ /dev/null
@@ -1,3 +0,0 @@
-body {
-  color: green;
-}
diff --git a/package.json b/package.json
index 07fa4a67812e..b75571b5a000 100644
--- a/package.json
+++ b/package.json
@@ -24,7 +24,6 @@
     "test": "jest && eslint . && nsp check"
   },
   "devDependencies": {
-    "autoprefixer": "^7.1.6",
     "babel-cli": "^6.6.5",
     "babel-core": "^6.7.2",
     "babel-jest": "^20.0.3",
@@ -43,16 +42,20 @@
     "rimraf": "^2.6.1"
   },
   "dependencies": {
-    "commander": "^2.11.0",
+    "autoprefixer": "^7.1.6",
+    "bytes": "^3.0.0",
+    "chalk": "^2.4.1",
     "css.escape": "^1.5.1",
     "fs-extra": "^4.0.2",
     "lodash": "^4.17.5",
+    "node-emoji": "^1.8.1",
     "perfectionist": "^2.4.0",
     "postcss": "^6.0.9",
     "postcss-functions": "^3.0.0",
     "postcss-js": "^1.0.1",
     "postcss-nested": "^3.0.0",
-    "postcss-selector-parser": "^3.1.1"
+    "postcss-selector-parser": "^3.1.1",
+    "pretty-hrtime": "^1.0.3"
   },
   "browserslist": [
     "> 1%"
diff --git a/src/cli.js b/src/cli.js
index 5433800b6360..312ff6c26895 100755
--- a/src/cli.js
+++ b/src/cli.js
@@ -1,96 +1,6 @@
 #!/usr/bin/env node
-/* eslint-disable no-process-exit */
 
-import path from 'path'
-import fs from 'fs-extra'
-import tailwind from '..'
-import postcss from 'postcss'
-import process from 'process'
-import program from 'commander'
+import main from './cli/main'
+import * as utils from './cli/utils'
 
-function writeStrategy(options) {
-  if (options.output === undefined) {
-    return output => {
-      process.stdout.write(output)
-    }
-  }
-  return output => {
-    fs.outputFileSync(options.output, output)
-  }
-}
-
-function buildTailwind(inputFile, config, write) {
-  console.warn('Building Tailwind!')
-
-  const input = fs.readFileSync(inputFile, 'utf8')
-
-  return postcss([tailwind(config)])
-    .process(input, { from: inputFile })
-    .then(result => {
-      write(result.css)
-      console.warn('Finished building Tailwind!')
-    })
-    .catch(error => console.error(error))
-}
-
-const packageJson = require(path.resolve(__dirname, '../package.json'))
-
-program.version(packageJson.version).usage('<command> [<args>]')
-
-program
-  .command('init [filename]')
-  .usage('[options] [filename]')
-  .action((filename = 'tailwind.js') => {
-    let destination = path.resolve(filename)
-
-    if (!path.extname(filename).includes('.js')) {
-      destination += '.js'
-    }
-
-    if (fs.existsSync(destination)) {
-      console.error(`Destination ${destination} already exists, aborting.`)
-      process.exit(1)
-    }
-
-    const output = fs.readFileSync(path.resolve(__dirname, '../defaultConfig.stub.js'), 'utf8')
-    fs.outputFileSync(destination, output.replace('// let defaultConfig', 'let defaultConfig'))
-    fs.outputFileSync(
-      destination,
-      output.replace("require('./plugins/container')", "require('tailwindcss/plugins/container')")
-    )
-    console.warn(`Generated Tailwind config: ${destination}`)
-    process.exit()
-  })
-
-program
-  .command('build')
-  .usage('[options] <file ...>')
-  .option('-c, --config [path]', 'Path to config file')
-  .option('-o, --output [path]', 'Output file')
-  .action((file, options) => {
-    let inputFile = program.args[0]
-
-    if (!inputFile) {
-      console.error('No input file given!')
-      process.exit(1)
-    }
-
-    buildTailwind(inputFile, options.config, writeStrategy(options)).then(() => {
-      process.exit()
-    })
-  })
-
-program
-  .command('*', null, {
-    noHelp: true,
-  })
-  .action(() => {
-    program.help()
-  })
-
-program.parse(process.argv)
-
-if (program.args.length === 0) {
-  program.help()
-  process.exit()
-}
+main(process.argv.slice(2)).catch(error => utils.die(error.stack))
diff --git a/src/cli/commands/build.js b/src/cli/commands/build.js
new file mode 100644
index 000000000000..ab3939854deb
--- /dev/null
+++ b/src/cli/commands/build.js
@@ -0,0 +1,143 @@
+import autoprefixer from 'autoprefixer'
+import bytes from 'bytes'
+import chalk from 'chalk'
+import postcss from 'postcss'
+import prettyHrtime from 'pretty-hrtime'
+
+import tailwind from '../..'
+
+import commands from '.'
+import * as emoji from '../emoji'
+import * as utils from '../utils'
+
+export const usage = 'build <file> [options]'
+export const description = 'Compiles Tailwind CSS file.'
+
+export const options = [
+  {
+    usage: '-o, --output <file>',
+    description: 'Output file.',
+  },
+  {
+    usage: '-c, --config <file>',
+    description: 'Tailwind config file.',
+  },
+]
+
+export const optionMap = {
+  output: ['output', 'o'],
+  config: ['config', 'c'],
+}
+
+/**
+ * Prints the error message and stops the process.
+ *
+ * @param {...string} [msgs]
+ */
+function stop(...msgs) {
+  utils.header()
+  utils.error(...msgs)
+  utils.die()
+}
+
+/**
+ * Prints the error message and help for this command, then stops the process.
+ *
+ * @param {...string} [msgs]
+ */
+function stopWithHelp(...msgs) {
+  utils.header()
+  utils.error(...msgs)
+  commands.help.forCommand(commands.build)
+  utils.die()
+}
+
+/**
+ * Compiles CSS file.
+ *
+ * @param {string} inputFile
+ * @param {string} configFile
+ * @param {string} outputFile
+ * @return {Promise}
+ */
+function build(inputFile, configFile, outputFile) {
+  const css = utils.readFile(inputFile)
+
+  return new Promise((resolve, reject) => {
+    postcss([tailwind(configFile), autoprefixer])
+      .process(css, {
+        from: inputFile,
+        to: outputFile,
+      })
+      .then(resolve)
+      .catch(reject)
+  })
+}
+
+/**
+ * Compiles CSS file and writes it to stdout.
+ *
+ * @param {string} inputFile
+ * @param {string} configFile
+ * @param {string} outputFile
+ * @return {Promise}
+ */
+function buildToStdout(inputFile, configFile, outputFile) {
+  return build(inputFile, configFile, outputFile).then(result => process.stdout.write(result.css))
+}
+
+/**
+ * Compiles CSS file and writes it to a file.
+ *
+ * @param {string} inputFile
+ * @param {string} configFile
+ * @param {string} outputFile
+ * @param {int[]} startTime
+ * @return {Promise}
+ */
+function buildToFile(inputFile, configFile, outputFile, startTime) {
+  utils.header()
+  utils.log()
+  utils.log(emoji.go, 'Building...', chalk.bold.cyan(inputFile))
+
+  return build(inputFile, configFile, outputFile).then(result => {
+    utils.writeFile(outputFile, result.css)
+
+    const prettyTime = prettyHrtime(process.hrtime(startTime))
+
+    utils.log()
+    utils.log(emoji.yes, 'Finished in', chalk.bold.magenta(prettyTime))
+    utils.log(emoji.pack, 'Size:', chalk.bold.magenta(bytes(result.css.length)))
+    utils.log(emoji.disk, 'Saved to', chalk.bold.cyan(outputFile))
+    utils.footer()
+  })
+}
+
+/**
+ * Runs the command.
+ *
+ * @param {string[]} cliParams
+ * @param {object} cliOptions
+ * @return {Promise}
+ */
+export function run(cliParams, cliOptions) {
+  return new Promise((resolve, reject) => {
+    const startTime = process.hrtime()
+    const inputFile = cliParams[0]
+    const configFile = cliOptions.config && cliOptions.config[0]
+    const outputFile = cliOptions.output && cliOptions.output[0]
+
+    !inputFile && stopWithHelp('CSS file is required.')
+    !utils.exists(inputFile) && stop(chalk.bold.magenta(inputFile), 'does not exist.')
+
+    configFile &&
+      !utils.exists(configFile) &&
+      stop(chalk.bold.magenta(configFile), 'does not exist.')
+
+    const buildPromise = outputFile
+      ? buildToFile(inputFile, configFile, outputFile, startTime)
+      : buildToStdout(inputFile, configFile, outputFile)
+
+    buildPromise.then(resolve).catch(reject)
+  })
+}
diff --git a/src/cli/commands/help.js b/src/cli/commands/help.js
new file mode 100644
index 000000000000..a0803145694b
--- /dev/null
+++ b/src/cli/commands/help.js
@@ -0,0 +1,85 @@
+import chalk from 'chalk'
+import { forEach, map, padEnd } from 'lodash'
+
+import commands from '.'
+import * as constants from '../constants'
+import * as utils from '../utils'
+
+export const usage = 'help [command]'
+export const description = 'More information about the command.'
+
+const PADDING_SIZE = 3
+
+/**
+ * Prints general help.
+ */
+export function forApp() {
+  const pad = Math.max(...map(commands, 'usage.length')) + PADDING_SIZE
+
+  utils.log()
+  utils.log('Usage:')
+  utils.log('  ', chalk.bold(constants.cli + ' <command> [options]'))
+  utils.log()
+  utils.log('Commands:')
+  forEach(commands, command => {
+    utils.log('  ', chalk.bold(padEnd(command.usage, pad)), command.description)
+  })
+}
+
+/**
+ * Prints help for a command.
+ *
+ * @param {object} command
+ */
+export function forCommand(command) {
+  utils.log()
+  utils.log('Usage:')
+  utils.log('  ', chalk.bold(constants.cli, command.usage))
+  utils.log()
+  utils.log('Description:')
+  utils.log('  ', chalk.bold(command.description))
+
+  if (command.options) {
+    const pad = Math.max(...map(command.options, 'usage.length')) + PADDING_SIZE
+
+    utils.log()
+    utils.log('Options:')
+    forEach(command.options, option => {
+      utils.log('  ', chalk.bold(padEnd(option.usage, pad)), option.description)
+    })
+  }
+}
+
+/**
+ * Prints invalid command error and general help. Kills the process.
+ *
+ * @param {string} commandName
+ */
+export function invalidCommand(commandName) {
+  utils.error('Invalid command:', chalk.bold.magenta(commandName))
+  forApp()
+  utils.die()
+}
+
+/**
+ * Runs the command.
+ *
+ * @param {string[]} cliParams
+ * @return {Promise}
+ */
+export function run(cliParams) {
+  return new Promise(resolve => {
+    utils.header()
+
+    const commandName = cliParams[0]
+    const command = commands[commandName]
+
+    !commandName && forApp()
+    commandName && command && forCommand(command)
+    commandName && !command && invalidCommand(commandName)
+
+    utils.footer()
+
+    resolve()
+  })
+}
diff --git a/src/cli/commands/index.js b/src/cli/commands/index.js
new file mode 100644
index 000000000000..180121917cac
--- /dev/null
+++ b/src/cli/commands/index.js
@@ -0,0 +1,5 @@
+import * as help from './help'
+import * as init from './init'
+import * as build from './build'
+
+export default { help, init, build }
diff --git a/src/cli/commands/init.js b/src/cli/commands/init.js
new file mode 100644
index 000000000000..1d127240c337
--- /dev/null
+++ b/src/cli/commands/init.js
@@ -0,0 +1,39 @@
+import chalk from 'chalk'
+
+import * as constants from '../constants'
+import * as emoji from '../emoji'
+import * as utils from '../utils'
+
+export const usage = 'init [file]'
+export const description =
+  'Creates Tailwind config file. Default: ' + chalk.bold.magenta(constants.defaultConfigFile)
+
+/**
+ * Runs the command.
+ *
+ * @param {string[]} cliParams
+ * @return {Promise}
+ */
+export function run(cliParams) {
+  return new Promise(resolve => {
+    utils.header()
+
+    const file = cliParams[0] || constants.defaultConfigFile
+
+    utils.exists(file) && utils.die(chalk.bold.magenta(file), 'already exists.')
+
+    const stub = utils
+      .readFile(constants.configStubFile)
+      .replace('// let defaultConfig', 'let defaultConfig')
+      .replace("require('./plugins/container')", "require('tailwindcss/plugins/container')")
+
+    utils.writeFile(file, stub)
+
+    utils.log()
+    utils.log(emoji.yes, 'Created Tailwind config file:', chalk.bold.magenta(file))
+
+    utils.footer()
+
+    resolve()
+  })
+}
diff --git a/src/cli/constants.js b/src/cli/constants.js
new file mode 100644
index 000000000000..3e9fdb42da4c
--- /dev/null
+++ b/src/cli/constants.js
@@ -0,0 +1,5 @@
+import path from 'path'
+
+export const cli = 'tailwind'
+export const defaultConfigFile = 'tailwind.js'
+export const configStubFile = path.resolve(__dirname, '../../defaultConfig.stub.js')
diff --git a/src/cli/emoji.js b/src/cli/emoji.js
new file mode 100644
index 000000000000..58655706672b
--- /dev/null
+++ b/src/cli/emoji.js
@@ -0,0 +1,7 @@
+import { get } from 'node-emoji'
+
+export const yes = get('white_check_mark')
+export const no = get('no_entry_sign')
+export const go = get('rocket')
+export const pack = get('package')
+export const disk = get('floppy_disk')
diff --git a/src/cli/main.js b/src/cli/main.js
new file mode 100644
index 000000000000..06d2947a409a
--- /dev/null
+++ b/src/cli/main.js
@@ -0,0 +1,22 @@
+import commands from './commands'
+import * as utils from './utils'
+
+/**
+ * CLI application entrypoint.
+ *
+ * @param {string[]} cliArgs
+ * @return {Promise}
+ */
+export default function run(cliArgs) {
+  return new Promise((resolve, reject) => {
+    const params = utils.parseCliParams(cliArgs)
+    const command = commands[params[0]]
+    const options = command ? utils.parseCliOptions(cliArgs, command.optionMap) : {}
+
+    const commandPromise = command
+      ? command.run(params.slice(1), options)
+      : commands.help.run(params)
+
+    commandPromise.then(resolve).catch(reject)
+  })
+}
diff --git a/src/cli/utils.js b/src/cli/utils.js
new file mode 100644
index 000000000000..ac138b854c25
--- /dev/null
+++ b/src/cli/utils.js
@@ -0,0 +1,123 @@
+import chalk from 'chalk'
+import { ensureFileSync, existsSync, outputFileSync, readFileSync } from 'fs-extra'
+import { findKey, mapValues, trimStart } from 'lodash'
+
+import * as emoji from './emoji'
+import packageJson from '../../package.json'
+
+/**
+ * Gets CLI parameters.
+ *
+ * @param {string[]} cliArgs
+ * @return {string[]}
+ */
+export function parseCliParams(cliArgs) {
+  const firstOptionIndex = cliArgs.findIndex(cliArg => cliArg.startsWith('-'))
+
+  return firstOptionIndex > -1 ? cliArgs.slice(0, firstOptionIndex) : cliArgs
+}
+
+/**
+ * Gets mapped CLI options.
+ *
+ * @param {string[]} cliArgs
+ * @param {object} [optionMap]
+ * @return {object}
+ */
+export function parseCliOptions(cliArgs, optionMap = {}) {
+  let options = {}
+  let currentOption = []
+
+  cliArgs.forEach(cliArg => {
+    const option = cliArg.startsWith('-') && trimStart(cliArg, '-').toLowerCase()
+    const resolvedOption = findKey(optionMap, aliases => aliases.includes(option))
+
+    if (resolvedOption) {
+      currentOption = options[resolvedOption] || (options[resolvedOption] = [])
+    } else if (option) {
+      currentOption = []
+    } else {
+      currentOption.push(cliArg)
+    }
+  })
+
+  return { ...mapValues(optionMap, () => undefined), ...options }
+}
+
+/**
+ * Prints messages to console.
+ *
+ * @param {...string} [msgs]
+ */
+export function log(...msgs) {
+  console.log('  ', ...msgs)
+}
+
+/**
+ * Prints application header to console.
+ */
+export function header() {
+  log()
+  log(chalk.bold(packageJson.name), chalk.bold.cyan(packageJson.version))
+}
+
+/**
+ * Prints application footer to console.
+ */
+export function footer() {
+  log()
+}
+
+/**
+ * Prints error messages to console.
+ *
+ * @param {...string} [msgs]
+ */
+export function error(...msgs) {
+  log()
+  console.error('  ', emoji.no, chalk.bold.red(msgs.join(' ')))
+}
+
+/**
+ * Kills the process. Optionally prints error messages to console.
+ *
+ * @param {...string} [msgs]
+ */
+export function die(...msgs) {
+  msgs.length && error(...msgs)
+  footer()
+  process.exit(1) // eslint-disable-line
+}
+
+/**
+ * Checks if path exists.
+ *
+ * @param {string} path
+ * @return {boolean}
+ */
+export function exists(path) {
+  return existsSync(path)
+}
+
+/**
+ * Gets file content.
+ *
+ * @param {string} path
+ * @return {string}
+ */
+export function readFile(path) {
+  return readFileSync(path, 'utf-8')
+}
+
+/**
+ * Writes content to file.
+ *
+ * @param {string} path
+ * @param {string} content
+ * @return {string}
+ */
+export function writeFile(path, content) {
+  ensureFileSync(path)
+
+  return outputFileSync(path, content)
+}