diff --git a/README.md b/README.md
index c20c808c206..1584716894b 100644
--- a/README.md
+++ b/README.md
@@ -154,6 +154,12 @@ We have recently changed the destination service to which these metrics are repo
 
 You can easily opt-out of metrics collection by adding `opt_out_usage` at the top of your `Fastfile` or by setting the environment variable `FASTLANE_OPT_OUT_USAGE`. Participating helps us provide the best possible support for _fastlane_, so we hope you'll consider it a plus! :heavy_plus_sign:
 
+## Crash Reporting
+
+In order to continuously improve stability, _fastlane_ will record crash reports with sanitized stacktraces. Sanitization removes personal information from the stacktrace and error message (including home directories, _fastlane_ path, gem paths, environment variables, and parameters).
+
+You can easily opt-out of crash reporting by adding `opt_out_crash_reporting` at the top of your `Fastfile` or by setting the environment variable `FASTLANE_OPT_OUT_CRASH_REPORTING`. Just like metrics mentioned above, participating helps us provide the best possible support for _fastlane_, so we hope you'll consider it a plus! :heavy_plus_sign:
+
 ## Need Help?
 
 Please [submit an issue](https://github.com/fastlane/fastlane/issues) on GitHub and provide information about your setup.
diff --git a/fastlane/lib/fastlane/actions/opt_out_crash_reporting.rb b/fastlane/lib/fastlane/actions/opt_out_crash_reporting.rb
new file mode 100644
index 00000000000..25b15fcf541
--- /dev/null
+++ b/fastlane/lib/fastlane/actions/opt_out_crash_reporting.rb
@@ -0,0 +1,41 @@
+module Fastlane
+  module Actions
+    class OptOutCrashReportingAction < Action
+      def self.run(params)
+        ENV['FASTLANE_OPT_OUT_CRASH_REPORTING'] = "YES"
+        UI.message("Disabled crash reporting")
+      end
+
+      def self.description
+        "This will prevent reports from being uploaded when _fastlane_ crashes"
+      end
+
+      def self.details
+        [
+          "By default, fastlane will send a report when it crashes",
+          "The stacktrace is sanitized so no personal information is sent.",
+          "Learn more at https://github.com/fastlane/fastlane#crash-reporting",
+          "Add `opt_out_crash_reporting` at the top of your Fastfile to disable crash reporting"
+        ].join(' ')
+      end
+
+      def self.authors
+        ['mpirri', 'ohayon']
+      end
+
+      def self.is_supported?(platform)
+        true
+      end
+
+      def self.example_code
+        [
+          'opt_out_crash_reporting # add this to the top of your Fastfile'
+        ]
+      end
+
+      def self.category
+        :misc
+      end
+    end
+  end
+end
diff --git a/fastlane/spec/cli_tools_distributor_spec.rb b/fastlane/spec/cli_tools_distributor_spec.rb
index 37b16df010d..d6e9b2551ab 100644
--- a/fastlane/spec/cli_tools_distributor_spec.rb
+++ b/fastlane/spec/cli_tools_distributor_spec.rb
@@ -21,6 +21,10 @@
   end
 
   describe "update checking" do
+    before do
+      allow(FastlaneCore::CrashReporter).to receive(:report_crash)
+    end
+
     it "checks for updates when running a lane" do
       FastlaneSpec::Env.with_ARGV(["sigh"])
       require 'fastlane/commands_generator'
diff --git a/fastlane_core/lib/fastlane_core.rb b/fastlane_core/lib/fastlane_core.rb
index 9db7a99cce0..7ab36782160 100644
--- a/fastlane_core/lib/fastlane_core.rb
+++ b/fastlane_core/lib/fastlane_core.rb
@@ -31,6 +31,9 @@
 require 'fastlane_core/keychain_importer'
 require 'fastlane_core/swag'
 require 'fastlane_core/build_watcher'
+require 'fastlane_core/crash_reporter/crash_reporter'
+require 'fastlane_core/crash_reporter/crash_report_generator'
+require 'fastlane_core/crash_reporter/backtrace_sanitizer'
 
 # Third Party code
 require 'colored'
diff --git a/fastlane_core/lib/fastlane_core/crash_reporter/backtrace_sanitizer.rb b/fastlane_core/lib/fastlane_core/crash_reporter/backtrace_sanitizer.rb
new file mode 100644
index 00000000000..353d3aa0d84
--- /dev/null
+++ b/fastlane_core/lib/fastlane_core/crash_reporter/backtrace_sanitizer.rb
@@ -0,0 +1,42 @@
+module FastlaneCore
+  class BacktraceSanitizer
+    class << self
+      def sanitize(type: :unknown, backtrace: nil)
+        if type == :user_error || type == :crash
+          # If the crash is from `UI` we only want to include the stack trace
+          # up to the point where the crash was initiated.
+          # The two stack frames we are dropping are `method_missing` and
+          # the call to `crash!` or `user_error!`.
+          stack = backtrace.drop(2)
+        else
+          stack = backtrace
+        end
+
+        stack = remove_fastlane_gem_path(backtrace: stack)
+        stack = remove_gem_home_path(backtrace: stack)
+        remove_home_dir_mentions(backtrace: stack)
+      end
+
+      def remove_fastlane_gem_path(backtrace: nil)
+        fastlane_path = Gem.loaded_specs['fastlane'].full_gem_path
+        return backtrace unless fastlane_path
+        backtrace.map do |frame|
+          frame.gsub(fastlane_path, '[fastlane_path]')
+        end
+      end
+
+      def remove_gem_home_path(backtrace: nil)
+        return backtrace unless Gem.dir
+        backtrace.map do |frame|
+          frame.gsub(Gem.dir, '[gem_home]')
+        end
+      end
+
+      def remove_home_dir_mentions(backtrace: nil)
+        backtrace.map do |frame|
+          frame.gsub(Dir.home, '~')
+        end
+      end
+    end
+  end
+end
diff --git a/fastlane_core/lib/fastlane_core/crash_reporter/crash_report_generator.rb b/fastlane_core/lib/fastlane_core/crash_reporter/crash_report_generator.rb
new file mode 100644
index 00000000000..3bdf27264a5
--- /dev/null
+++ b/fastlane_core/lib/fastlane_core/crash_reporter/crash_report_generator.rb
@@ -0,0 +1,49 @@
+module FastlaneCore
+  class CrashReportGenerator
+    class << self
+      def types
+        {
+          user_error: '[USER_ERROR]',
+          crash: '[FASTLANE_CRASH]',
+          exception: '[EXCEPTION]',
+          connection_failure: '[CONNECTION_FAILURE]',
+          system: '[SYSTEM_ERROR]',
+          option_parser: '[OPTION_PARSER]',
+          invalid_command: '[INVALID_COMMAND]',
+          unknown: '[UNKNOWN]'
+        }
+      end
+
+      def generate(type: :unknown, exception: nil)
+        message = crash_report_message(type: type, exception: exception)
+        crash_report_payload(message: message)
+      end
+
+      private
+
+      def crash_report_message(type: :unknown, exception: nil)
+        backtrace = FastlaneCore::BacktraceSanitizer.sanitize(type: type, backtrace: exception.backtrace).join("\n")
+        message = types[type]
+        if type == :user_error
+          message += ': '
+        else
+          message += ": #{exception.message}"
+        end
+        message = message[0..100]
+        message += "\n" unless type == :user_error
+        message + backtrace
+      end
+
+      def crash_report_payload(message: '')
+        {
+          'eventTime' => Time.now.utc.to_datetime.rfc3339,
+          'serviceContext' => {
+            'service' => 'fastlane',
+            'version' => Fastlane::VERSION
+          },
+          'message' => message
+        }.to_json
+      end
+    end
+  end
+end
diff --git a/fastlane_core/lib/fastlane_core/crash_reporter/crash_reporter.rb b/fastlane_core/lib/fastlane_core/crash_reporter/crash_reporter.rb
new file mode 100644
index 00000000000..968bd7c08cf
--- /dev/null
+++ b/fastlane_core/lib/fastlane_core/crash_reporter/crash_reporter.rb
@@ -0,0 +1,58 @@
+require 'faraday'
+require 'json'
+
+module FastlaneCore
+  class CrashReporter
+    class << self
+      def crash_report_path
+        File.join(FastlaneCore.fastlane_user_dir, 'latest_crash.json')
+      end
+
+      def enabled?
+        !FastlaneCore::Env.truthy?("FASTLANE_OPT_OUT_CRASH_REPORTING")
+      end
+
+      def report_crash(type: :unknown, exception: nil)
+        return unless enabled?
+        payload = CrashReportGenerator.generate(type: type, exception: exception)
+        send_report(payload: payload)
+        save_file(payload: payload)
+        show_message unless did_show_message?
+      end
+
+      private
+
+      def show_message
+        UI.message("Sending crash report...")
+        UI.message("The stacktrace is sanitized so no personal information is sent.")
+        UI.message("To see what we are sending, look here: #{crash_report_path}")
+        UI.message("Learn more at https://github.com/fastlane/fastlane#crash-reporting")
+        UI.message("You can disable crash reporting by adding `opt_out_crash_reporting` at the top of your Fastfile")
+      end
+
+      def did_show_message?
+        file_name = ".did_show_opt_out_crash_info"
+
+        path = File.join(FastlaneCore.fastlane_user_dir, file_name)
+        did_show = File.exist?(path)
+
+        return did_show if did_show
+
+        File.write(path, '1')
+        false
+      end
+
+      def save_file(payload: "{}")
+        File.write(crash_report_path, payload)
+      end
+
+      def send_report(payload: "{}")
+        connection = Faraday.new(url: "https://clouderrorreporting.googleapis.com/v1beta1/projects/fastlane-166414/events:report?key=AIzaSyAMACPfuI-wi4grJWEZjcPvhfV2Rhmddwo")
+        connection.post do |request|
+          request.headers['Content-Type'] = 'application/json'
+          request.body = payload
+        end
+      end
+    end
+  end
+end
diff --git a/fastlane_core/lib/fastlane_core/ui/fastlane_runner.rb b/fastlane_core/lib/fastlane_core/ui/fastlane_runner.rb
index fdfd49c5dc7..b7aa66a93de 100644
--- a/fastlane_core/lib/fastlane_core/ui/fastlane_runner.rb
+++ b/fastlane_core/lib/fastlane_core/ui/fastlane_runner.rb
@@ -48,6 +48,7 @@ def run!
         if FastlaneCore::Helper.test?
           raise e
         else
+          FastlaneCore::CrashReporter.report_crash(type: :invalid_command, exception: e)
           abort "#{e}. Use --help for more information"
         end
       rescue Interrupt => e
@@ -66,11 +67,13 @@ def run!
         if FastlaneCore::Helper.test?
           raise e
         else
+          FastlaneCore::CrashReporter.report_crash(type: :option_parser, exception: e)
           abort e.to_s
         end
       rescue FastlaneCore::Interface::FastlaneError => e # user_error!
         collector.did_raise_error(@program[:name])
         show_github_issues(e.message) if e.show_github_issues
+        FastlaneCore::CrashReporter.report_crash(type: :user_error, exception: e)
         display_user_error!(e, e.message)
       rescue Errno::ENOENT => e
         # We're also printing the new-lines, as otherwise the message is not very visible in-between the error and the stacktrace
@@ -78,6 +81,7 @@ def run!
         FastlaneCore::UI.important("Error accessing file, this might be due to fastlane's directory handling")
         FastlaneCore::UI.important("Check out https://docs.fastlane.tools/advanced/#directory-behavior for more details")
         puts ""
+        FastlaneCore::CrashReporter.report_crash(type: :system, exception: e)
         raise e
       rescue FastlaneCore::Interface::FastlaneTestFailure => e # test_failure!
         display_user_error!(e, e.to_s)
@@ -87,9 +91,12 @@ def run!
         if e.message.include? 'Connection reset by peer - SSL_connect'
           handle_tls_error!(e)
         else
+          FastlaneCore::CrashReporter.report_crash(type: :connection_failure, exception: e)
           handle_unknown_error!(e)
         end
       rescue => e # high chance this is actually FastlaneCore::Interface::FastlaneCrash, but can be anything else
+        type = e.kind_of?(FastlaneCore::Interface::FastlaneCrash) ? :crash : :exception
+        FastlaneCore::CrashReporter.report_crash(type: type, exception: e)
         collector.did_crash(@program[:name])
         handle_unknown_error!(e)
       ensure
diff --git a/fastlane_core/spec/crash_reporter/backtrace_sanitizer_spec.rb b/fastlane_core/spec/crash_reporter/backtrace_sanitizer_spec.rb
new file mode 100644
index 00000000000..d697eeb3e93
--- /dev/null
+++ b/fastlane_core/spec/crash_reporter/backtrace_sanitizer_spec.rb
@@ -0,0 +1,51 @@
+describe FastlaneCore::BacktraceSanitizer do
+  context 'path sanitization' do
+    let(:fastlane_spec) { double('Gem::Specification') }
+
+    it 'returns a trace with fastlane path sanitized' do
+      expect(Gem).to receive(:loaded_specs).and_return({
+        'fastlane' => fastlane_spec
+      })
+      expect(fastlane_spec).to receive(:full_gem_path).at_least(1).and_return('/path/to/fastlane')
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               backtrace: ['/path/to/fastlane/source/file']
+      )).to eq(['[fastlane_path]/source/file'])
+    end
+
+    it 'returns a trace with gem home sanitized' do
+      expect(Gem).to receive(:dir).at_least(1).and_return('/path/to/gem')
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               backtrace: ['/path/to/gem/source/file']
+      )).to eq(['[gem_home]/source/file'])
+    end
+
+    it 'returns a trace with home directory sanitized' do
+      expect(Dir).to receive(:home).at_least(1).and_return('/path/to/home_dir')
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               backtrace: ['/path/to/home_dir/source/file']
+      )).to eq(['~/source/file'])
+    end
+  end
+
+  context 'stack frame dropping' do
+    it 'drops the first two frames from crashes' do
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               type: :crash,
+               backtrace: ['frame0', 'frame1', 'frame2']
+      )).to eq(['frame2'])
+    end
+
+    it 'drops the first two frames from user errors' do
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               type: :user_error,
+               backtrace: ['frame0', 'frame1', 'frame2']
+      )).to eq(['frame2'])
+    end
+
+    it 'drops no frames from other errors' do
+      expect(FastlaneCore::BacktraceSanitizer.sanitize(
+               backtrace: ['frame0', 'frame1', 'frame2']
+      )).to eq(['frame0', 'frame1', 'frame2'])
+    end
+  end
+end
diff --git a/fastlane_core/spec/crash_reporter/crash_report_generator_spec.rb b/fastlane_core/spec/crash_reporter/crash_report_generator_spec.rb
new file mode 100644
index 00000000000..19d8c4b398a
--- /dev/null
+++ b/fastlane_core/spec/crash_reporter/crash_report_generator_spec.rb
@@ -0,0 +1,61 @@
+describe FastlaneCore::CrashReportGenerator do
+  context 'generate crash report' do
+    let(:exception) do
+      double(
+        'Exception',
+        backtrace: [
+          'path/to/fastlane/line/that/crashed',
+          'path/to/fastlane/line/that/called/the/crash'
+        ],
+        message: 'message goes here'
+      )
+    end
+
+    let(:expected_body) do
+      {
+        'eventTime' => '0000-01-01T00:00:00+00:00',
+        'serviceContext' => {
+          'service' => 'fastlane',
+          'version' => '2.29.0'
+          },
+        'message' => ""
+      }
+    end
+
+    before do
+      allow(Time).to receive(:now).and_return(Time.utc(0))
+    end
+
+    it 'omits a message for type user_error' do
+      setup_sanitizer_expectation(type: :user_error)
+      setup_expected_body(type: :user_error, message_text: ": ")
+      expect(FastlaneCore::CrashReportGenerator.generate(type: :user_error, exception: exception)).to eq(expected_body.to_json)
+    end
+
+    it 'includes a message for other types' do
+      setup_sanitizer_expectation
+      setup_expected_body(message_text: ": #{exception.message}\n")
+      expect(FastlaneCore::CrashReportGenerator.generate(exception: exception)).to eq(expected_body.to_json)
+    end
+
+    it 'includes stack frames in message' do
+      setup_sanitizer_expectation
+      setup_expected_body(message_text: ": #{exception.message}\n")
+      report = JSON.parse(FastlaneCore::CrashReportGenerator.generate(exception: exception))
+      expect(report['message']).to include(exception.backtrace.join("\n"))
+    end
+  end
+end
+
+def setup_sanitizer_expectation(type: :unknown)
+  expect(FastlaneCore::BacktraceSanitizer).to receive(:sanitize).with(
+    type: type,
+    backtrace: exception.backtrace
+  ) do |args|
+    args[:backtrace]
+  end
+end
+
+def setup_expected_body(type: :unknown, message_text: "")
+  expected_body['message'] = "#{FastlaneCore::CrashReportGenerator.types[type]}#{message_text}#{exception.backtrace.join("\n")}"
+end
diff --git a/fastlane_core/spec/crash_reporter/crash_reporter_spec.rb b/fastlane_core/spec/crash_reporter/crash_reporter_spec.rb
new file mode 100644
index 00000000000..c766d89bcc7
--- /dev/null
+++ b/fastlane_core/spec/crash_reporter/crash_reporter_spec.rb
@@ -0,0 +1,92 @@
+describe FastlaneCore::CrashReporter do
+  context 'crash reporting' do
+    let(:exception) { double('Exception') }
+
+    let(:stub_body) do
+      {
+        'key' => 'value'
+      }
+    end
+
+    context 'post reports to Stackdriver' do
+      before do
+        silence_ui_output
+        supress_crash_report_file_writing
+        supress_opt_out_crash_reporting_file_writing
+      end
+
+      it 'posts a report to Stackdriver without specified type' do
+        stub_stackdriver_request
+        setup_crash_report_generator_expectation
+        FastlaneCore::CrashReporter.report_crash(exception: exception)
+      end
+
+      it 'posts a report to Stackdriver with specified type' do
+        stub_stackdriver_request(type: :crash)
+        setup_crash_report_generator_expectation(type: :crash)
+        FastlaneCore::CrashReporter.report_crash(type: :crash, exception: exception)
+      end
+    end
+
+    context 'opted out of crash reporting' do
+      before do
+        silence_ui_output
+        supress_opt_out_crash_reporting_file_writing
+        supress_crash_report_file_writing
+      end
+
+      it 'does not post a report to Stackdriver if opted out' do
+        ENV['FASTLANE_OPT_OUT_CRASH_REPORTING'] = '1'
+        assert_not_requested(stub_stackdriver_request)
+      end
+
+      after do
+        ENV['FASTLANE_OPT_OUT_CRASH_REPORTING'] = nil
+      end
+    end
+
+    context 'write report to file' do
+      before do
+        silence_ui_output
+        supress_stackdriver_reporting
+        setup_crash_report_generator_expectation
+        supress_opt_out_crash_reporting_file_writing
+      end
+
+      it 'writes a file with the json payload' do
+        expect(File).to receive(:write).with(FastlaneCore::CrashReporter.crash_report_path, stub_body.to_json)
+
+        FastlaneCore::CrashReporter.report_crash(exception: exception)
+      end
+    end
+  end
+end
+
+def silence_ui_output
+  allow(UI).to receive(:message)
+end
+
+def supress_opt_out_crash_reporting_file_writing
+  allow(File).to receive(:write)
+end
+
+def supress_crash_report_file_writing
+  allow(File).to receive(:write).with(FastlaneCore::CrashReporter.crash_report_path, stub_body.to_json)
+end
+
+def supress_stackdriver_reporting
+  stub_stackdriver_request
+end
+
+def setup_crash_report_generator_expectation(type: :unknown)
+  expect(FastlaneCore::CrashReportGenerator).to receive(:generate).with(
+    type: type,
+    exception: exception
+  ).and_return(stub_body.to_json)
+end
+
+def stub_stackdriver_request(type: :unknown)
+  stub_request(:post, %r{https:\/\/clouderrorreporting.googleapis.com\/v1beta1\/projects\/fastlane-166414\/events:report\?key=.*}).with do |request|
+    request.body == stub_body.to_json
+  end
+end
diff --git a/fastlane_core/spec/fastlane_runner_spec.rb b/fastlane_core/spec/fastlane_runner_spec.rb
index 7d53b780b59..77360ba8746 100644
--- a/fastlane_core/spec/fastlane_runner_spec.rb
+++ b/fastlane_core/spec/fastlane_runner_spec.rb
@@ -39,6 +39,7 @@ def run
     before(:each) do
       allow(Commander::Runner).to receive(:instance).and_return(Commander::Runner.new)
       expect(FastlaneCore::ToolCollector).to receive(:new).and_return(mock_tool_collector)
+      allow(FastlaneCore::CrashReporter).to receive(:report_crash)
     end
 
     it "calls the tool collector lifecycle methods for a successful run" do