diff --git a/bin/now-deploy.js b/bin/now-deploy.js
index 281b232..335124a 100755
--- a/bin/now-deploy.js
+++ b/bin/now-deploy.js
@@ -12,6 +12,7 @@ const minimist = require('minimist')
 const ms = require('ms')
 const flatten = require('arr-flatten')
 const dotenv = require('dotenv')
+const retry = require('async-retry')
 const { eraseLines } = require('ansi-escapes')
 const { write: copy } = require('clipboardy')
 
@@ -167,6 +168,7 @@ const gitRepo = {}
 
 // Options
 let forceNew = argv.force
+let deploymentName = argv.name
 const debug = argv.debug
 const clipboard = !argv['no-clipboard']
 const forwardNpm = argv['forward-npm']
@@ -174,7 +176,6 @@ const forceSync = argv.forceSync
 const shouldLogin = argv.login
 const followSymlinks = !argv.links
 const wantsPublic = argv.public
-const deploymentName = argv.name || false
 const apiUrl = argv.url || 'https://api.zeit.co'
 const isTTY = process.stdout.isTTY
 const quiet = !isTTY
@@ -191,51 +192,53 @@ if (Array.isArray(autoAliases)) {
   console.log('Read more about the new way here: http://bit.ly/2l2v5Fg\n')
 }
 
-// Create a new deployment if user changed
-// the name or made _src public.
-// This should just work fine because it doesn't
-// force a new sync, it just forces a new deployment.
+const stopDeployment = msg => {
+  error(msg)
+  process.exit(1)
+}
+
+// Create a new deployment if user changed the name or made `_src` public.
+// This works fine because it doesn't force a new sync,
+// it just forces a new deployment.
 if (deploymentName || wantsPublic) {
   forceNew = true
 }
 
 let alwaysForwardNpm
 
-Promise.resolve().then(async () => {
+async function main() {
   let config = await cfg.read({ token: argv.token })
   alwaysForwardNpm = config.forwardNpm
 
   if (argv.h || argv.help) {
     help()
-    exit(0)
+    return exit(0)
   } else if (argv.v || argv.version) {
     console.log(version)
-    process.exit(0)
-  } else if (!config.token || shouldLogin) {
-    let token
+    return exit(0)
+  }
+
+  let token = argv.token || config.token
+  if (!token || shouldLogin) {
     try {
       token = await login(apiUrl)
       config = await cfg.read()
     } catch (err) {
-      error(`Authentication error – ${err.message}`)
-      process.exit(1)
+      return stopDeployment(`Authentication error – ${err.message}`)
     }
     if (shouldLogin) {
       console.log('> Logged in successfully. Token saved in ~/.now.json')
-      process.exit(0)
-    } else {
-      sync({ token, config }).catch(err => {
-        error(`Unknown error: ${err}\n${err.stack}`)
-        process.exit(1)
-      })
+      return exit(0)
     }
-  } else {
-    sync({ token: argv.token || config.token, config }).catch(err => {
-      error(`Unknown error: ${err}\n${err.stack}`)
-      process.exit(1)
-    })
   }
-})
+
+  // If we got to here then `token` should be set
+  try {
+    await sync({ token, config })
+  } catch (err) {
+    return stopDeployment(`Unknown error: ${err}\n${err.stack}`)
+  }
+}
 
 async function sync({ token, config: { currentTeam, user } }) {
   const start = Date.now()
@@ -248,19 +251,23 @@ async function sync({ token, config: { currentTeam, user } }) {
     currentTeam
   }).getCurrent()
 
-  const stopDeployment = msg => {
-    error(msg)
-    process.exit(1)
-  }
-
-  const isValidRepo = isRepoPath(rawPath)
-
   try {
     await fs.stat(path)
   } catch (err) {
     let repo
+    let isValidRepo = false
+
+    try {
+      isValidRepo = isRepoPath(rawPath)
+    } catch (err) {
+      if (err.code === 'INVALID_URL') {
+        stopDeployment(err)
+      } else {
+        throw err
+      }
+    }
 
-    if (isValidRepo && isValidRepo !== 'no-valid-url') {
+    if (isValidRepo) {
       const gitParts = gitPathParts(rawPath)
       Object.assign(gitRepo, gitParts)
 
@@ -282,8 +289,6 @@ async function sync({ token, config: { currentTeam, user } }) {
       // Set global variable for deleting tmp dir later
       // once the deployment has finished
       Object.assign(gitRepo, repo)
-    } else if (isValidRepo === 'no-valid-url') {
-      stopDeployment(`This URL is neither a valid repository from GitHub, nor from GitLab.`)
     } else if (isValidRepo) {
       const gitRef = gitRepo.ref ? `with "${chalk.bold(gitRepo.ref)}" ` : ''
       stopDeployment(`There's no repository named "${chalk.bold(gitRepo.main)}" ${gitRef}on ${gitRepo.type}`)
@@ -309,12 +314,10 @@ async function sync({ token, config: { currentTeam, user } }) {
     }
   }
 
+  let nowConfig
   let deploymentType
 
-  let hasPackage
-  let hasDockerfile
-  let isStatic
-
+  // CLI deployment type explicit overrides
   if (argv.docker) {
     if (debug) {
       console.log(`> [debug] Forcing \`deploymentType\` = \`docker\``)
@@ -322,101 +325,89 @@ async function sync({ token, config: { currentTeam, user } }) {
 
     deploymentType = 'docker'
   } else if (argv.npm) {
-    deploymentType = 'npm'
-  } else if (argv.static) {
     if (debug) {
-      console.log(`> [debug] Forcing static deployment`)
+      console.log(`> [debug] Forcing \`deploymentType\` = \`npm\``)
     }
 
     deploymentType = 'npm'
-    isStatic = true
-  } else {
-    try {
-      await fs.stat(resolve(path, 'package.json'))
-    } catch (err) {
-      hasPackage = true
+  } else if (argv.static) {
+    if (debug) {
+      console.log(`> [debug] Forcing \`deploymentType\` = \`static\``)
     }
 
-    ;[hasPackage, hasDockerfile] = await Promise.all([
-      await (async () => {
-        try {
-          await fs.stat(resolve(path, 'package.json'))
-        } catch (err) {
-          return false
-        }
-        return true
-      })(),
-      await (async () => {
-        try {
-          await fs.stat(resolve(path, 'Dockerfile'))
-        } catch (err) {
-          return false
+    deploymentType = 'static'
+  }
+
+  let meta
+  await retry(
+    async bail => {
+      try {
+        meta = await readMetaData(path, {
+          deploymentType,
+          deploymentName,
+          quiet: true
+        })
+
+        nowConfig = meta.nowConfig
+
+        if (!deploymentType) {
+          deploymentType = meta.type
+
+          if (debug) {
+            console.log(`> [debug] Detected \`deploymentType\` = \`${deploymentType}\``)
+          }
         }
-        return true
-      })()
-    ])
 
-    if (hasPackage && hasDockerfile) {
-      if (debug) {
-        console.log('[debug] multiple manifests found, disambiguating')
-      }
+        if (!deploymentName) {
+          deploymentName = meta.name
 
-      if (isTTY) {
-        try {
-          console.log(`> Two manifests found. Press [${chalk.bold('n')}] to deploy or re-run with --flag`)
-          deploymentType = await promptOptions([
-            [
-              'npm',
-              `${chalk.bold('package.json')}\t${chalk.gray('   --npm')} `
-            ],
-            [
-              'docker',
-              `${chalk.bold('Dockerfile')}\t${chalk.gray('--docker')} `
-            ]
-          ])
-        } catch (err) {
-          error(err.message)
-          process.exit(1)
+          if (debug) {
+            console.log(`> [debug] Detected \`deploymentName\` = "${deploymentName}"`)
+          }
         }
-      } else {
-        error(
-          'Ambiguous deployment (`package.json` and `Dockerfile` found). ' +
-            'Please supply `--npm` or `--docker` to disambiguate.'
-        )
-      }
-    } else if (hasPackage) {
-      if (debug) {
-        console.log(
-          '> [debug] `package.json` found, assuming `deploymentType` = `npm`'
-        )
-      }
+      } catch (err) {
+        if (err.code === 'MULTIPLE_MANIFESTS') {
+          if (debug) {
+            console.log('> [debug] Multiple manifests found, disambiguating')
+          }
 
-      deploymentType = 'npm'
-    } else if (hasDockerfile) {
-      if (debug) {
-        console.log(
-          '> [debug] `Dockerfile` found, assuming `deploymentType` = `docker`'
-        )
-      }
+          if (isTTY) {
+            console.log(`> Two manifests found. Press [${chalk.bold('n')}] to deploy or re-run with --flag`)
+            try {
+              deploymentType = await promptOptions([
+                [
+                  'npm',
+                  `${chalk.bold('package.json')}\t${chalk.gray('   --npm')} `
+                ],
+                [
+                  'docker',
+                  `${chalk.bold('Dockerfile')}\t${chalk.gray('--docker')} `
+                ]
+              ])
+            } catch (err) {
+              console.error(err)
+              return bail()
+            }
+
+            if (debug) {
+              console.log(`> [debug] Selected \`deploymentType\` = "${deploymentType}"`)
+            }
+
+            // Invoke async-retry and try again with the explicit deployment type
+            throw err
+          }
+        }
 
-      deploymentType = 'docker'
-    } else {
-      if (debug) {
-        console.log(
-          '> [debug] No manifest files found, assuming static deployment'
-        )
+        return stopDeployment(err)
       }
-
-      isStatic = true
+    },
+    {
+      retries: 1,
+      minTimeout: 0,
+      maxTimeout: 0,
+      onRetry: console.log
     }
-  }
-
-  const { nowConfig } = await readMetaData(path, {
-    deploymentType,
-    deploymentName,
-    isStatic,
-    quiet: true
-  })
+  )
 
   const now = new Now({ apiUrl, token, debug, currentTeam })
 
@@ -529,18 +520,21 @@ async function sync({ token, config: { currentTeam, user } }) {
   })
 
   try {
-    await now.create(path, {
-      env,
-      deploymentType,
-      deploymentName,
-      followSymlinks,
-      forceNew,
-      forceSync,
-      forwardNpm: alwaysForwardNpm || forwardNpm,
-      quiet,
-      wantsPublic,
-      isStatic
-    })
+    await now.create(
+      path,
+      Object.assign(
+        {
+          env,
+          followSymlinks,
+          forceNew,
+          forceSync,
+          forwardNpm: alwaysForwardNpm || forwardNpm,
+          quiet,
+          wantsPublic
+        },
+        meta
+      )
+    )
   } catch (err) {
     if (debug) {
       console.log(`> [debug] error: ${err}\n${err.stack}`)
@@ -725,3 +719,5 @@ function printLogs(host, token, currentTeam, user) {
     process.exit(0)
   })
 }
+
+main()
diff --git a/lib/get-files.js b/lib/get-files.js
index 1faa9ba..0116832 100644
--- a/lib/get-files.js
+++ b/lib/get-files.js
@@ -77,11 +77,11 @@ const asAbsolute = function(path, parent) {
 
 async function npm(
   path,
-  pkg,
-  nowConfig = null,
+  pkg = {},
+  nowConfig = {},
   { limit = null, hasNowJson = false, debug = false } = {}
 ) {
-  const whitelist = (nowConfig && nowConfig.files) || pkg.files
+  const whitelist = nowConfig.files || pkg.files
 
   // The package.json `files` whitelist still
   // honors ignores: https://docs.npmjs.com/files/package.json#files
@@ -172,10 +172,10 @@ async function npm(
 
 async function docker(
   path,
-  nowConfig = null,
+  nowConfig = {},
   { limit = null, hasNowJson = false, debug = false } = {}
 ) {
-  const whitelist = nowConfig && nowConfig.files
+  const whitelist = nowConfig.files
 
   // Base search path
   // the now.json `files` whitelist still
diff --git a/lib/git.js b/lib/git.js
index 43bf479..a6eeb53 100644
--- a/lib/git.js
+++ b/lib/git.js
@@ -183,7 +183,10 @@ const isRepoPath = path => {
       return true
     }
 
-    return 'no-valid-url'
+    const err = new Error(`Host "${urlParts.host}" is unsupported.`)
+    err.code = 'INVALID_URL'
+    err.userError = true
+    throw err
   }
 
   return /[^\s\\]\/[^\s\\]/g.test(path)
diff --git a/lib/index.js b/lib/index.js
index 2a4aa94..ea6c199 100644
--- a/lib/index.js
+++ b/lib/index.js
@@ -20,12 +20,8 @@ const { npm: getNpmFiles, docker: getDockerFiles } = require('./get-files')
 const ua = require('./ua')
 const hash = require('./hash')
 const Agent = require('./agent')
-const readMetaData = require('./read-metadata')
 const toHost = require('./to-host')
 
-// Helpers
-const { error } = require('./error')
-
 // How many concurrent HTTP/2 stream uploads
 const MAX_CONCURRENT = 10
 
@@ -54,44 +50,44 @@ module.exports = class Now extends EventEmitter {
       forceNew = false,
       forceSync = false,
       forwardNpm = false,
-      deploymentType = 'npm',
-      deploymentName,
-      isStatic = false
+
+      // From readMetaData
+      name,
+      description,
+      type = 'npm',
+      isStatic = false,
+      pkg = {},
+      nowConfig = {},
+      hasNowJson = false
     }
   ) {
     this._path = path
     this._static = isStatic
 
     let files
-
-    const meta = await readMetaData(path, {
-      deploymentType,
-      deploymentName,
-      quiet,
-      isStatic
-    })
-    const { pkg, name, description, nowConfig, hasNowJson } = meta
-    deploymentType = meta.deploymentType
+    let engines
 
     if (this._debug) {
       console.time('> [debug] Getting files')
     }
 
     const opts = { debug: this._debug, hasNowJson }
-    if (deploymentType === 'npm') {
+    if (type === 'npm') {
       files = await getNpmFiles(path, pkg, nowConfig, opts)
 
       // A `start` or `now-start` npm script, or a `server.js` file
       // in the root directory of the deployment are required
       if (!hasNpmStart(pkg) && !hasFile(path, files, 'server.js')) {
-        error(
+        const err = new Error(
           'Missing `start` (or `now-start`) script in `package.json`. ' +
             'See: https://docs.npmjs.com/cli/start.'
         )
-
-        // eslint-disable-next-line unicorn/no-process-exit
-        process.exit(1)
+        err.userError = true
+        throw err
       }
+
+      engines = nowConfig.engines || pkg.engines
+      forwardNpm = forwardNpm || nowConfig.forwardNpm
     } else {
       files = await getDockerFiles(path, nowConfig, opts)
     }
@@ -100,40 +96,18 @@ module.exports = class Now extends EventEmitter {
       console.timeEnd('> [debug] Getting files')
     }
 
-    forwardNpm = forwardNpm || (nowConfig && nowConfig.forwardNpm)
-
-    // Read .npmrc
-    let npmrc = {}
+    // Read `registry.npmjs.org` authToken from .npmrc
     let authToken
-    if (deploymentType === 'npm' && forwardNpm) {
-      try {
-        npmrc = await readFile(resolvePath(path, '.npmrc'), 'utf8')
-        npmrc = parseIni(npmrc)
-        authToken = npmrc['//registry.npmjs.org/:_authToken']
-      } catch (err) {
-        // Do nothing
-      }
-
-      if (!authToken) {
-        try {
-          npmrc = await readFile(resolvePath(homedir(), '.npmrc'), 'utf8')
-          npmrc = parseIni(npmrc)
-          authToken = npmrc['//registry.npmjs.org/:_authToken']
-        } catch (err) {
-          // Do nothing
-        }
-      }
+    if (type === 'npm' && forwardNpm) {
+      authToken =
+        (await readAuthToken(path)) || (await readAuthToken(homedir()))
     }
 
     if (this._debug) {
       console.time('> [debug] Computing hashes')
     }
 
-    const pkgDetails = {}
-    pkgDetails.name = name
-
-    Object.assign(pkgDetails, pkg)
-
+    const pkgDetails = Object.assign({ name }, pkg)
     const hashes = await hash(files, isStatic, pkgDetails)
 
     if (this._debug) {
@@ -142,8 +116,6 @@ module.exports = class Now extends EventEmitter {
 
     this._files = hashes
 
-    const engines = (nowConfig && nowConfig.engines) || pkg.engines
-
     const deployment = await this.retry(async bail => {
       if (this._debug) {
         console.time('> [debug] /now/create')
@@ -198,7 +170,7 @@ module.exports = class Now extends EventEmitter {
           forceSync,
           name,
           description,
-          deploymentType,
+          deploymentType: type,
           registryAuthToken: authToken,
           files,
           engines
@@ -270,7 +242,7 @@ module.exports = class Now extends EventEmitter {
       }
     }
 
-    if (!quiet && deploymentType === 'npm' && deployment.nodeVersion) {
+    if (!quiet && type === 'npm' && deployment.nodeVersion) {
       if (engines && engines.node) {
         if (missingVersion) {
           console.log(`> Using Node.js ${chalk.bold(deployment.nodeVersion)} (default)`)
@@ -997,3 +969,13 @@ function hasFile(base, files, name) {
   const relative = files.map(file => toRelative(file, base))
   return relative.indexOf(name) !== -1
 }
+
+async function readAuthToken(path, name = '.npmrc') {
+  try {
+    const contents = await readFile(resolvePath(path, name), 'utf8')
+    const npmrc = parseIni(contents)
+    return npmrc['//registry.npmjs.org/:_authToken']
+  } catch (err) {
+    // Do nothing
+  }
+}
diff --git a/lib/read-metadata.js b/lib/read-metadata.js
index e88bc34..05047db 100644
--- a/lib/read-metadata.js
+++ b/lib/read-metadata.js
@@ -3,119 +3,111 @@ const { basename, resolve: resolvePath } = require('path')
 
 // Packages
 const chalk = require('chalk')
-const { readFile, exists } = require('fs-promise')
+const { readFile } = require('fs-promise')
 const { parse: parseDockerfile } = require('docker-file-parser')
 
-// Helpers
-const { error } = require('../lib/error')
-
-const listPackage = {
+// `package.json` used for "static" deployments
+const staticPackage = Object.freeze({
   scripts: {
     start: `NODE_ENV='production' serve ./content`
   },
   dependencies: {
     serve: '5.0.4'
   }
-}
+})
 
 module.exports = readMetaData
 
 async function readMetaData(
   path,
-  {
-    deploymentType = 'npm',
-    deploymentName,
-    quiet = false,
-    strict = true,
-    isStatic = false
-  }
+  { deploymentType, deploymentName, quiet = false, strict = true }
 ) {
-  let pkg = {}
-  let nowConfig = null
-  let hasNowJson = false
-
-  let name
   let description
+  let type = deploymentType
+  let name = deploymentName
 
-  try {
-    nowConfig = JSON.parse(await readFile(resolvePath(path, 'now.json')))
-    hasNowJson = true
-  } catch (err) {
-    // If the file doesn't exist then that's fine; any other error bubbles up
-    if (err.code !== 'ENOENT') {
-      const e = Error(`Failed to read JSON in "${path}/now.json"`)
-      e.userError = true
-      throw e
+  let isStatic = false
+  let pkg = await readJSON(path, 'package.json')
+  let nowConfig = await readJSON(path, 'now.json')
+  const dockerfile = await readDockerfile(path)
+
+  const hasNowJson = Boolean(nowConfig)
+
+  if (pkg && pkg.now) {
+    // If the project has both a `now.json` and `now` Object in the `package.json`
+    // file, then fail hard and let the user know that they need to pick one or the
+    // other
+    if (nowConfig) {
+      const err = new Error(
+        'You have a `now` configuration field inside `package.json` ' +
+          'but configuration is also present in `now.json`! ' +
+          "Please ensure there's a single source of configuration by removing one."
+      )
+      err.userError = true
+      throw err
+    } else {
+      nowConfig = pkg.now
     }
   }
 
-  if (hasNowJson) {
-    // User can specify the type of deployment explicitly in the `now.json` file
-    // when both a package.json and Dockerfile exist
-    if (nowConfig.type) {
-      deploymentType = nowConfig.type
-    } else if (
-      !await exists(resolvePath(path, 'package.json')) &&
-      !await exists(resolvePath(path, 'Dockerfile'))
-    ) {
-      deploymentType = 'static'
+  if (!type) {
+    // `now.json` / `pkg.now` get default type preference
+    if (nowConfig) {
+      type = nowConfig.type
     }
-    if (nowConfig.name) {
-      deploymentName = nowConfig.name
+
+    // Both `package.json` and `Dockerfile` exist! Prompt the user to pick one.
+    if (!type && pkg && dockerfile) {
+      const err = new Error(
+        'Ambiguous deployment (`package.json` and `Dockerfile` found). ' +
+          'Please supply `--npm` or `--docker` to disambiguate.'
+      )
+      err.userError = true
+      err.code = 'MULTIPLE_MANIFESTS'
+      throw err
     }
-  }
 
-  if (deploymentType === 'static') {
-    isStatic = true
-    deploymentType = 'npm'
-  }
+    if (!type && pkg) {
+      type = 'npm'
+    }
 
-  if (deploymentType === 'npm') {
-    if (isStatic) {
-      pkg = listPackage
-    } else {
-      try {
-        pkg = JSON.parse(await readFile(resolvePath(path, 'package.json')))
-      } catch (err) {
-        error(`Failed to read JSON in "${path}/package.json"`)
+    if (!type && dockerfile) {
+      type = 'docker'
+    }
 
-        // eslint-disable-next-line unicorn/no-process-exit
-        process.exit(1)
-      }
+    if (!type) {
+      type = 'static'
     }
+  }
 
-    if (!deploymentName) {
-      if (typeof pkg.name === 'string' && pkg.name !== '') {
-        name = pkg.name
-      } else {
-        name = basename(path)
+  // "static" deployments are (not-so) secretly just
+  // npm deployments under the hood
+  if (type === 'static') {
+    isStatic = true
+    type = 'npm'
+    pkg = Object.assign({ name: pkg && pkg.name }, staticPackage)
+  }
 
-        if (!quiet && !isStatic) {
-          console.log(`> No \`name\` in \`package.json\`, using ${chalk.bold(name)}`)
-        }
-      }
-    }
+  if (!name && nowConfig) {
+    name = nowConfig.name
+  }
 
-    description = pkg.description
-  } else if (deploymentType === 'docker') {
-    let docker
-    try {
-      const dockerfile = await readFile(resolvePath(path, 'Dockerfile'), 'utf8')
-      docker = parseDockerfile(dockerfile, { includeComments: true })
-    } catch (err) {
-      const e = Error(`Failed to parse "${path}/Dockerfile"`)
-      e.userError = true
-      throw e
+  if (type === 'npm') {
+    if (pkg) {
+      if (!name && pkg.name) {
+        name = String(pkg.name)
+      }
+      description = pkg.description
     }
-
-    if (strict && docker.length <= 0) {
-      const e = Error('No commands found in `Dockerfile`')
-      e.userError = true
-      throw e
+  } else if (type === 'docker') {
+    if (strict && dockerfile.length <= 0) {
+      const err = new Error('No commands found in `Dockerfile`')
+      err.userError = true
+      throw err
     }
 
     const labels = {}
-    docker.filter(cmd => cmd.name === 'LABEL').forEach(({ args }) => {
+    dockerfile.filter(cmd => cmd.name === 'LABEL').forEach(({ args }) => {
       for (const key in args) {
         if (!{}.hasOwnProperty.call(args, key)) {
           continue
@@ -125,61 +117,74 @@ async function readMetaData(
         try {
           labels[key] = args[key]
         } catch (err) {
-          const e = Error(`Error parsing value for LABEL ${key} in \`Dockerfile\``)
+          const e = new Error(
+            `Error parsing value for LABEL ${key} in \`Dockerfile\``
+          )
           e.userError = true
           throw e
         }
       }
     })
 
-    if (!deploymentName) {
-      if (labels.name) {
-        name = labels.name
-      } else {
-        name = basename(path)
-
-        if (!quiet) {
-          if (hasNowJson) {
-            console.log(`> No \`name\` LABEL in \`Dockerfile\` or \`name\` field in \`now.json\`, using ${chalk.bold(name)}`)
-          } else {
-            console.log(`> No \`name\` LABEL in \`Dockerfile\`, using ${chalk.bold(name)}`)
-          }
-        }
-      }
+    if (!name) {
+      name = labels.name
     }
 
     description = labels.description
   } else {
-    throw new TypeError(`Unsupported "deploymentType": ${deploymentType}`)
+    throw new TypeError(`Unsupported "deploymentType": ${type}`)
   }
 
-  if (deploymentName) {
-    name = deploymentName
-  }
+  // No name in `package.json` / `now.json`, or "name" label in Dockerfile.
+  // Default to the basename of the root dir
+  if (!name) {
+    name = basename(path)
 
-  if (pkg.now) {
-    // If the project has both a `now.json` and `now` Object in the `package.json`
-    // file, then fail hard and let the user know that they need to pick one or the
-    // other
-    if (hasNowJson) {
-      const e = new Error(
-        'You have a `now` configuration field' +
-          'inside `package.json`, but configuration is also present' +
-          "in `now.json`! Please ensure there's a single source of configuration by removing one"
-      )
-      e.userError = true
-      throw e
-    } else {
-      nowConfig = pkg.now
+    if (!quiet && !isStatic) {
+      if (type === 'docker') {
+        console.log(`> No \`name\` LABEL in \`Dockerfile\`, using ${chalk.bold(name)}`)
+      } else {
+        console.log(`> No \`name\` in \`package.json\`, using ${chalk.bold(name)}`)
+      }
     }
   }
 
   return {
     name,
     description,
-    deploymentType,
+    type,
+    isStatic,
     pkg,
     nowConfig,
-    hasNowJson
+    hasNowJson,
+
+    // XXX: legacy
+    deploymentType: type
+  }
+}
+
+async function readJSON(path, name) {
+  try {
+    const contents = await readFile(resolvePath(path, name), 'utf8')
+    return JSON.parse(contents)
+  } catch (err) {
+    // If the file doesn't exist then that's fine; any other error bubbles up
+    if (err.code !== 'ENOENT') {
+      err.userError = true
+      throw err
+    }
+  }
+}
+
+async function readDockerfile(path, name = 'Dockerfile') {
+  try {
+    const contents = await readFile(resolvePath(path, name), 'utf8')
+    return parseDockerfile(contents, { includeComments: true })
+  } catch (err) {
+    // If the file doesn't exist then that's fine; any other error bubbles up
+    if (err.code !== 'ENOENT') {
+      err.userError = true
+      throw err
+    }
   }
 }
diff --git a/test/_fixtures/multiple-manifests-throws/Dockerfile b/test/_fixtures/multiple-manifests-throws/Dockerfile
new file mode 100644
index 0000000..a86da2e
--- /dev/null
+++ b/test/_fixtures/multiple-manifests-throws/Dockerfile
@@ -0,0 +1 @@
+CMD echo 'world'
diff --git a/test/_fixtures/multiple-manifests-throws/package.json b/test/_fixtures/multiple-manifests-throws/package.json
new file mode 100644
index 0000000..6d41fe6
--- /dev/null
+++ b/test/_fixtures/multiple-manifests-throws/package.json
@@ -0,0 +1,3 @@
+{
+  "name": "simple"
+}
diff --git a/test/_fixtures/now-json-docker/now.json b/test/_fixtures/now-json-docker/now.json
index 88faec5..5acf2cb 100644
--- a/test/_fixtures/now-json-docker/now.json
+++ b/test/_fixtures/now-json-docker/now.json
@@ -1,5 +1,4 @@
 {
-  "type": "docker",
   "files": [
     "b.js"
   ]
diff --git a/test/_fixtures/type-in-package-now-with-dockerfile/Dockerfile b/test/_fixtures/type-in-package-now-with-dockerfile/Dockerfile
new file mode 100644
index 0000000..a86da2e
--- /dev/null
+++ b/test/_fixtures/type-in-package-now-with-dockerfile/Dockerfile
@@ -0,0 +1 @@
+CMD echo 'world'
diff --git a/test/_fixtures/type-in-package-now-with-dockerfile/package.json b/test/_fixtures/type-in-package-now-with-dockerfile/package.json
new file mode 100644
index 0000000..a48ec2d
--- /dev/null
+++ b/test/_fixtures/type-in-package-now-with-dockerfile/package.json
@@ -0,0 +1,5 @@
+{
+  "now": {
+    "type": "npm"
+  }
+}
diff --git a/test/index.js b/test/index.js
index c312f58..e8677d8 100644
--- a/test/index.js
+++ b/test/index.js
@@ -212,3 +212,29 @@ test('throws when both `now.json` and `package.json:now` exist', async t => {
     /please ensure there's a single source of configuration/i.test(e.message)
   )
 })
+
+test('throws when `package.json` and `Dockerfile` exist', async t => {
+  let e
+  try {
+    await readMetadata(fixture('multiple-manifests-throws'), {
+      quiet: true,
+      strict: false
+    })
+  } catch (err) {
+    e = err
+  }
+  t.is(e.userError, true)
+  t.is(e.code, 'MULTIPLE_MANIFESTS')
+  t.pass(/ambiguous deployment/i.test(e.message))
+})
+
+test('support `package.json:now.type` to bypass multiple manifests error', async t => {
+  const f = fixture('type-in-package-now-with-dockerfile')
+  const { type, nowConfig, hasNowJson } = await readMetadata(f, {
+    quiet: true,
+    strict: false
+  })
+  t.is(type, 'npm')
+  t.is(nowConfig.type, 'npm')
+  t.is(hasNowJson, false)
+})