diff --git a/Gemfile b/Gemfile
index d1c00b498..e219f5159 100644
--- a/Gemfile
+++ b/Gemfile
@@ -76,6 +76,8 @@ gem 'simple-navigation', '~> 4.0'
 gem 'simple_form', '~> 3.4'
 gem 'sprockets-rails', '~> 3.2', require: 'sprockets/railtie'
 gem 'strong_migrations'
+gem 'tty-command'
+gem 'tty-prompt'
 gem 'twitter-text', '~> 1.14'
 gem 'tzinfo-data', '~> 1.2017'
 gem 'webpacker', '~> 3.0'
diff --git a/Gemfile.lock b/Gemfile.lock
index b82fc49a6..2131afa65 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -173,6 +173,7 @@ GEM
       faraday
       multi_json
     encryptor (3.0.0)
+    equatable (0.5.0)
     erubi (1.7.0)
     et-orbi (1.0.8)
       tzinfo
@@ -224,6 +225,7 @@ GEM
     hashie (3.5.7)
     highline (1.7.10)
     hiredis (0.6.1)
+    hitimes (1.2.6)
     hkdf (0.3.0)
     htmlentities (4.3.4)
     http (3.0.0)
@@ -312,6 +314,7 @@ GEM
     msgpack (1.1.0)
     multi_json (1.12.2)
     multipart-post (2.0.0)
+    necromancer (0.4.0)
     net-scp (1.2.1)
       net-ssh (>= 2.6.5)
     net-ssh (4.2.0)
@@ -356,6 +359,9 @@ GEM
       parallel
     parser (2.4.0.2)
       ast (~> 2.3)
+    pastel (0.7.2)
+      equatable (~> 0.5.0)
+      tty-color (~> 0.4.0)
     pg (0.21.0)
     pghero (1.7.0)
       activerecord
@@ -550,6 +556,23 @@ GEM
     thread (0.2.2)
     thread_safe (0.3.6)
     tilt (2.0.8)
+    timers (4.1.2)
+      hitimes
+    tty-color (0.4.2)
+    tty-command (0.7.0)
+      pastel (~> 0.7.0)
+    tty-cursor (0.5.0)
+    tty-prompt (0.15.0)
+      necromancer (~> 0.4.0)
+      pastel (~> 0.7.0)
+      timers (~> 4.0)
+      tty-cursor (~> 0.5.0)
+      tty-reader (~> 0.2.0)
+    tty-reader (0.2.0)
+      tty-cursor (~> 0.5.0)
+      tty-screen (~> 0.6.4)
+      wisper (~> 2.0.0)
+    tty-screen (0.6.4)
     twitter-text (1.14.7)
       unf (~> 0.1.0)
     tzinfo (1.2.4)
@@ -579,6 +602,7 @@ GEM
     websocket-driver (0.6.5)
       websocket-extensions (>= 0.1.0)
     websocket-extensions (0.1.3)
+    wisper (2.0.0)
     xpath (2.1.0)
       nokogiri (~> 1.3)
 
@@ -684,6 +708,8 @@ DEPENDENCIES
   simplecov (~> 0.14)
   sprockets-rails (~> 3.2)
   strong_migrations
+  tty-command
+  tty-prompt
   twitter-text (~> 1.14)
   tzinfo-data (~> 1.2017)
   uglifier (~> 3.2)
diff --git a/lib/tasks/mastodon.rake b/lib/tasks/mastodon.rake
index 486c035de..e144621e5 100644
--- a/lib/tasks/mastodon.rake
+++ b/lib/tasks/mastodon.rake
@@ -4,6 +4,362 @@ require 'optparse'
 require 'colorize'
 
 namespace :mastodon do
+  desc 'Configure the instance for production use'
+  task :setup do
+    prompt = TTY::Prompt.new
+    env    = {}
+
+    begin
+      prompt.say('Your instance is identified by its domain name. Changing it afterward will break things.')
+      env['LOCAL_DOMAIN'] = prompt.ask('Domain name:') do |q|
+        q.required true
+        q.modify :strip
+        q.validate(/\A[a-z0-9\.\-]+\z/i)
+        q.messages[:valid?] = 'Invalid domain. If you intend to use unicode characters, enter punycode here'
+      end
+
+      prompt.say "\n"
+
+      prompt.say('Single user mode disables registrations and redirects the landing page to your public profile.')
+      env['SINGLE_USER_MODE'] = prompt.yes?('Do you want to enable single user mode?', default: false)
+
+      %w(SECRET_KEY_BASE PAPERCLIP_SECRET OTP_SECRET).each do |key|
+        env[key] = SecureRandom.hex(64)
+      end
+
+      vapid_key = Webpush.generate_key
+
+      env['VAPID_PRIVATE_KEY'] = vapid_key.private_key
+      env['VAPID_PUBLIC_KEY']  = vapid_key.public_key
+
+      prompt.say "\n"
+
+      using_docker        = prompt.yes?('Are you using Docker to run Mastodon?')
+      db_connection_works = false
+
+      prompt.say "\n"
+
+      loop do
+        env['DB_HOST'] = prompt.ask('PostgreSQL host:') do |q|
+          q.required true
+          q.default using_docker ? 'db' : '/var/run/postgresql'
+          q.modify :strip
+        end
+
+        env['DB_PORT'] = prompt.ask('PostgreSQL port:') do |q|
+          q.required true
+          q.default 5432
+          q.convert :int
+        end
+
+        env['DB_NAME'] = prompt.ask('Name of PostgreSQL database:') do |q|
+          q.required true
+          q.default using_docker ? 'postgres' : 'mastodon_production'
+          q.modify :strip
+        end
+
+        env['DB_USER'] = prompt.ask('Name of PostgreSQL user:') do |q|
+          q.required true
+          q.default using_docker ? 'postgres' : 'mastodon'
+          q.modify :strip
+        end
+
+        env['DB_PASS'] = prompt.ask('Password of PostgreSQL user:') do |q|
+          q.echo false
+        end
+
+        # The chosen database may not exist yet. Connect to default database
+        # to avoid "database does not exist" error.
+        db_options = {
+          adapter: :postgresql,
+          database: 'postgres',
+          host: env['DB_HOST'],
+          port: env['DB_PORT'],
+          user: env['DB_USER'],
+          password: env['DB_PASS'],
+        }
+
+        begin
+          ActiveRecord::Base.establish_connection(db_options)
+          ActiveRecord::Base.connection
+          prompt.ok 'Database configuration works! 🎆'
+          db_connection_works = true
+          break
+        rescue StandardError => e
+          prompt.error 'Database connection could not be established with this configuration, try again.'
+          prompt.error e.message
+          break unless prompt.yes?('Try again?')
+        end
+      end
+
+      prompt.say "\n"
+
+      loop do
+        env['REDIS_HOST'] = prompt.ask('Redis host:') do |q|
+          q.required true
+          q.default using_docker ? 'redis' : 'localhost'
+          q.modify :strip
+        end
+
+        env['REDIS_PORT'] = prompt.ask('Redis port:') do |q|
+          q.required true
+          q.default 6379
+          q.convert :int
+        end
+
+        redis_options = {
+          host: env['REDIS_HOST'],
+          port: env['REDIS_PORT'],
+          driver: :hiredis,
+        }
+
+        begin
+          redis = Redis.new(redis_options)
+          redis.ping
+          prompt.ok 'Redis configuration works! 🎆'
+          break
+        rescue StandardError => e
+          prompt.error 'Redis connection could not be established with this configuration, try again.'
+          prompt.error e.message
+          break unless prompt.yes?('Try again?')
+        end
+      end
+
+      prompt.say "\n"
+
+      if prompt.yes?('Do you want to store uploaded files on the cloud?', default: false)
+        case prompt.select('Provider', ['Amazon S3', 'Wasabi', 'Minio'])
+        when 'Amazon S3'
+          env['S3_ENABLED']  = 'true'
+          env['S3_PROTOCOL'] = 'https'
+
+          env['S3_BUCKET'] = prompt.ask('S3 bucket name:') do |q|
+            q.required true
+            q.default "files.#{env['LOCAL_DOMAIN']}"
+            q.modify :strip
+          end
+
+          env['S3_REGION'] = prompt.ask('S3 region:') do |q|
+            q.required true
+            q.default 'us-east-1'
+            q.modify :strip
+          end
+
+          env['S3_HOSTNAME'] = prompt.ask('S3 hostname:') do |q|
+            q.required true
+            q.default 's3-us-east-1.amazonaws.com'
+            q.modify :strip
+          end
+
+          env['AWS_ACCESS_KEY_ID'] = prompt.ask('S3 access key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+
+          env['AWS_SECRET_ACCESS_KEY'] = prompt.ask('S3 secret key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+        when 'Wasabi'
+          env['S3_ENABLED']  = 'true'
+          env['S3_PROTOCOL'] = 'https'
+          env['S3_REGION']   = 'us-east-1'
+          env['S3_HOSTNAME'] = 's3.wasabisys.com'
+          env['S3_ENDPOINT'] = 'https://s3.wasabisys.com/'
+
+          env['S3_BUCKET'] = prompt.ask('Wasabi bucket name:') do |q|
+            q.required true
+            q.default "files.#{env['LOCAL_DOMAIN']}"
+            q.modify :strip
+          end
+
+          env['AWS_ACCESS_KEY_ID'] = prompt.ask('Wasabi access key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+
+          env['AWS_SECRET_ACCESS_KEY'] = prompt.ask('Wasabi secret key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+        when 'Minio'
+          env['S3_ENABLED']  = 'true'
+          env['S3_PROTOCOL'] = 'https'
+          env['S3_REGION']   = 'us-east-1'
+
+          env['S3_ENDPOINT'] = prompt.ask('Minio endpoint URL:') do |q|
+            q.required true
+            q.modify :strip
+          end
+
+          env['S3_PROTOCOL'] = env['S3_ENDPOINT'].start_with?('https') ? 'https' : 'http'
+          env['S3_HOSTNAME'] = env['S3_ENDPOINT'].gsub(/\Ahttps?:\/\//, '')
+
+          env['S3_BUCKET'] = prompt.ask('Minio bucket name:') do |q|
+            q.required true
+            q.default "files.#{env['LOCAL_DOMAIN']}"
+            q.modify :strip
+          end
+
+          env['AWS_ACCESS_KEY_ID'] = prompt.ask('Minio access key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+
+          env['AWS_SECRET_ACCESS_KEY'] = prompt.ask('Minio secret key:') do |q|
+            q.required true
+            q.modify :strip
+          end
+        end
+
+        if prompt.yes?('Do you want to access the uploaded files from your own domain?')
+          env['S3_CLOUDFRONT_HOST'] = prompt.ask('Domain for uploaded files:') do |q|
+            q.required true
+            q.default "files.#{env['LOCAL_DOMAIN']}"
+            q.modify :strip
+          end
+        end
+      end
+
+      prompt.say "\n"
+
+      loop do
+        env['SMTP_SERVER'] = prompt.ask('SMTP server:') do |q|
+          q.required true
+          q.default 'smtp.mailgun.org'
+          q.modify :strip
+        end
+
+        env['SMTP_PORT'] = prompt.ask('SMTP port:') do |q|
+          q.required true
+          q.default 587
+          q.convert :int
+        end
+
+        env['SMTP_LOGIN'] = prompt.ask('SMTP username:') do |q|
+          q.modify :strip
+        end
+
+        env['SMTP_PASSWORD'] = prompt.ask('SMTP password:') do |q|
+          q.echo false
+        end
+
+        env['SMTP_FROM_ADDRESS'] = prompt.ask('E-mail address to send e-mails "from":') do |q|
+          q.required true
+          q.default "Mastodon <notifications@#{env['LOCAL_DOMAIN']}>"
+          q.modify :strip
+        end
+
+        break unless prompt.yes?('Send a test e-mail with this configuration right now?')
+
+        send_to = prompt.ask('Send test e-mail to:', required: true)
+
+        begin
+          ActionMailer::Base.smtp_settings = {
+            :port                 => env['SMTP_PORT'],
+            :address              => env['SMTP_SERVER'],
+            :user_name            => env['SMTP_LOGIN'].presence,
+            :password             => env['SMTP_PASSWORD'].presence,
+            :domain               => env['LOCAL_DOMAIN'],
+            :authentication       => :plain,
+            :enable_starttls_auto => true,
+          }
+
+          ActionMailer::Base.default_options = {
+            from: env['SMTP_FROM_ADDRESS'],
+          }
+
+          mail = ActionMailer::Base.new.mail to: send_to, subject: 'Test', body: 'Mastodon SMTP configuration works!'
+          mail.deliver
+        rescue StandardError => e
+          prompt.error 'E-mail could not be sent with this configuration, try again.'
+          prompt.error e.message
+          break unless prompt.yes?('Try again?')
+        end
+      end
+
+      prompt.say "\n"
+      prompt.say 'This configuration will be written to .env.production'
+
+      if prompt.yes?('Save configuration?')
+        cmd = TTY::Command.new(printer: :quiet)
+
+        File.write(Rails.root.join('.env.production'), "# Generated with mastodon:setup on #{Time.now.utc}\n\n" + env.each_pair.map { |key, value| "#{key}=#{value}" }.join("\n") + "\n")
+
+        prompt.say "\n"
+        prompt.say 'Now that configuration is saved, the database schema must be loaded.'
+        prompt.warn 'If the database already exists, this will erase its contents.'
+
+        if prompt.yes?('Prepare the database now?')
+          prompt.say 'Running `RAILS_ENV=production rails db:setup` ...'
+          prompt.say "\n"
+
+          if cmd.run!({ RAILS_ENV: 'production' }, :rails, 'db:setup').failure?
+            prompt.say "\n"
+            prompt.error 'That failed! Perhaps your configuration is not right'
+          else
+            prompt.say "\n"
+            prompt.ok 'Done!'
+          end
+        end
+
+        prompt.say "\n"
+        prompt.say 'The final step is compiling CSS/JS assets.'
+        prompt.say 'This may take a while and consume a lot of RAM.'
+
+        if prompt.yes?('Compile the assets now?')
+          prompt.say 'Running `RAILS_ENV=production rails assets:precompile` ...'
+          prompt.say "\n"
+
+          if cmd.run!({ RAILS_ENV: 'production' }, :rails, 'assets:precompile').failure?
+            prompt.say "\n"
+            prompt.error 'That failed! Maybe you need swap space?'
+          else
+            prompt.say "\n"
+            prompt.say 'Done!'
+          end
+        end
+
+        prompt.say "\n"
+        prompt.ok 'All done! You can now power on the Mastodon server 🐘'
+        prompt.say "\n"
+
+        if db_connection_works && prompt.yes?('Do you want to create an admin user straight away?')
+          env.each_pair do |key, value|
+            ENV[key] = value.to_s
+          end
+
+          require_relative '../../config/environment'
+          disable_log_stdout!
+
+          username = prompt.ask('Username:') do |q|
+            q.required true
+            q.default 'admin'
+            q.validate(/\A[a-z0-9_]+\z/i)
+            q.modify :strip
+          end
+
+          email = prompt.ask('E-mail:') do |q|
+            q.required true
+            q.modify :strip
+          end
+
+          password = SecureRandom.hex(16)
+
+          user = User.new(admin: true, email: email, password: password, confirmed_at: Time.now.utc, account_attributes: { username: username })
+          user.save(validate: false)
+
+          prompt.ok "You can login with the password: #{password}"
+          prompt.warn 'You can change your password once you login.'
+        end
+      else
+        prompt.warn 'Nothing saved. Bye!'
+      end
+    rescue TTY::Reader::InputInterrupt
+      prompt.ok 'Aborting. Bye!'
+    end
+  end
+
   desc 'Execute daily tasks (deprecated)'
   task :daily do
     # No-op
@@ -67,32 +423,40 @@ namespace :mastodon do
   desc 'Add a user by providing their email, username and initial password.' \
        'The user will receive a confirmation email, then they must reset their password before logging in.'
   task add_user: :environment do
-    print 'Enter email: '
-    email = STDIN.gets.chomp
-
-    print 'Enter username: '
-    username = STDIN.gets.chomp
-
-    print 'Create user and send them confirmation mail [y/N]: '
-    confirm = STDIN.gets.chomp
-    puts
-
-    if confirm.casecmp('y').zero?
-      password = SecureRandom.hex
-      user = User.new(email: email, password: password, account_attributes: { username: username })
-      if user.save
-        puts 'User added and confirmation mail sent to user\'s email address.'
-        puts "Here is the random password generated for the user: #{password}"
-      else
-        puts 'Following errors occured while creating new user:'
-        user.errors.each do |key, val|
-          puts "#{key}: #{val}"
+    disable_log_stdout!
+
+    prompt = TTY::Prompt.new
+
+    begin
+      email = prompt.ask('E-mail:', required: true) do |q|
+        q.modify :strip
+      end
+
+      username = prompt.ask('Username:', required: true) do |q|
+        q.modify :strip
+      end
+
+      role = prompt.select('Role:', %w(user moderator admin))
+
+      if prompt.yes?('Proceed to create the user?')
+        user = User.new(email: email, password: SecureRandom.hex, admin: role == 'admin', moderator: role == 'moderator', account_attributes: { username: username })
+
+        if user.save
+          prompt.ok 'User created and confirmation mail sent to the user\'s email address.'
+          prompt.ok "Here is the random password generated for the user: #{password}"
+        else
+          prompt.warn 'User was not created because of the following errors:'
+
+          user.errors.each do |key, val|
+            prompt.error "#{key}: #{val}"
+          end
         end
+      else
+        prompt.ok 'Aborting. Bye!'
       end
-    else
-      puts 'Aborted by user.'
+    rescue TTY::Reader::InputInterrupt
+      prompt.ok 'Aborting. Bye!'
     end
-    puts
   end
 
   namespace :media do