diff --git a/compatibility b/compatibility
index 02d198d..6eebee9 100644
--- a/compatibility
+++ b/compatibility
@@ -7,6 +7,12 @@ rack:
     ruby: '>= 2.4.0'
     gem:
       rackup: '>= 0'
+      # thin is not (yet) compatible with rack 3
+      # TODO: don't bring in an unneeded server (e.g wiht this puma brings in thin)
+      thin:
+        github: 'lloeki/thin'
+        branch: 'rack-3'
+      # TODO: add blanket incompatibility declaration via e.g
       # thin: false
 sinatra:
   - version: '~> 1.0'
@@ -62,6 +68,16 @@ rails:
   - version: '~> 7.1.0'
     # 3.3 has a bug: https://bugs.ruby-lang.org/issues/20085
     ruby: ['>= 2.7', '< 3.3']
+    gem:
+      sinatra: '>= 0.a'
+      grape: '>= 0.a'
+      pry: '> 0'
+      # thin is not (yet) compatible with rack 3
+      thin:
+        github: 'lloeki/thin'
+        branch: 'rack-3'
+      # TODO: add blanket incompatibility declaration via e.g
+      # thin: false
 grape:
   - version: ['~> 1.0', '< 1.3']
     ruby: ['>= 2.0', '< 3.0']
@@ -85,3 +101,9 @@ grape:
     ruby: ['>= 2.6']
     gem:
       rackup: '>= 0'
+      # thin is not (yet) compatible with rack 3
+      thin:
+        github: 'lloeki/thin'
+        branch: 'rack-3'
+      # TODO: add blanket incompatibility declaration via e.g
+      # thin: false
diff --git a/grape.rb b/grape.rb
old mode 100644
new mode 100755
index c3afa8d..42728e9
--- a/grape.rb
+++ b/grape.rb
@@ -1,3 +1,5 @@
+#!/usr/bin/env ruby
+
 begin
   require "bundler/inline"
 rescue LoadError => e
@@ -21,15 +23,17 @@ end.tap do |m|
 end.first
 server = ARGV[1] || 'thin'
 
+gems = match.fetch('gem', {})
 gemfile(true) do
   source "https://rubygems.org"
 
   ruby match['ruby']
 
   gem 'grape', "~> #{version}.0"
-  gem server
+  gem server unless gems.key?(server)
+  gem 'ddtrace'
 
-  match.fetch('gem', []).each do |name, requirement|
+  gems.each do |name, requirement|
     gem name, requirement
   end
 end
@@ -59,6 +63,9 @@ class API < Grape::API
 end
 
 App = Rack::Builder.new do
+  use Datadog::Tracing::Contrib::Rack::TraceMiddleware
+  use Datadog::AppSec::Contrib::Rack::RequestMiddleware
+
   # precompile routes
   API.compile!
 
@@ -69,5 +76,22 @@ App = Rack::Builder.new do
   # run Rack::Cascade.new [Web, API]
 end
 
+require 'ddtrace'
+
+Datadog.configure do |c|
+  c.diagnostics.debug = true
+
+  c.telemetry.enabled = true
+
+  c.remote.enabled = true
+
+  c.tracing.enabled = true
+  c.tracing.instrument :rack
+  c.tracing.instrument :grape
+
+  c.appsec.enabled = true
+  c.appsec.instrument :rack
+end
+
 Rack::Server.new(app: App, Host: '0.0.0.0', Port: 3000).start
 
diff --git a/rack.rb b/rack.rb
old mode 100644
new mode 100755
index 02b6be4..1d3dd3f
--- a/rack.rb
+++ b/rack.rb
@@ -1,3 +1,5 @@
+#!/usr/bin/env ruby
+
 begin
   require "bundler/inline"
 rescue LoadError => e
@@ -21,15 +23,17 @@ end.tap do |m|
 end.first
 server = ARGV[1] || 'thin'
 
+gems = match.fetch('gem', {})
 gemfile(true) do
   source "https://rubygems.org"
 
-  ruby match['ruby']
+  ruby match['ruby'] if match['ruby']
 
   gem 'rack', "~> #{version}.0"
-  gem server
+  gem server unless gems.key?(server)
+  gem 'ddtrace'
 
-  match.fetch('gem', []).each do |name, requirement|
+  gems.each do |name, requirement|
     gem name, requirement
   end
 end
@@ -37,7 +41,25 @@ end
 require 'rack'
 require 'json'
 
+require 'ddtrace'
+Datadog.configure do |c|
+  c.diagnostics.debug = true
+
+  c.telemetry.enabled = true
+
+  c.remote.enabled = true
+
+  c.tracing.enabled = true
+  c.tracing.instrument :rack
+
+  c.appsec.enabled = true
+  c.appsec.instrument :rack
+end
+
 App = Rack::Builder.new do
+  use Datadog::Tracing::Contrib::Rack::TraceMiddleware
+  use Datadog::AppSec::Contrib::Rack::RequestMiddleware
+
   map "/hello/world" do
     run -> (env) { [200, { 'content-type' => 'application/json' }, [JSON.dump({ hello: :world })]] }
   end
diff --git a/rails.rb b/rails.rb
old mode 100644
new mode 100755
index 431e1bd..eefc5a4
--- a/rails.rb
+++ b/rails.rb
@@ -1,3 +1,5 @@
+#!/usr/bin/env ruby
+
 begin
   require "bundler/inline"
 rescue LoadError => e
@@ -21,16 +23,17 @@ end.tap do |m|
 end.first
 server = ARGV[1] || 'thin'
 
+gems = match.fetch('gem', {})
 gemfile(true) do
   source "https://rubygems.org"
 
   ruby match['ruby']
 
   gem 'rails', "~> #{version}.0"
-  gem server
-  gem 'ddtrace', path: '../../Datadog/dd-trace-rb', require: 'ddtrace/auto_instrument'
+  gem server unless gems.key?(server)
+  gem 'ddtrace'
 
-  match.fetch('gem', []).each do |name, requirement|
+  gems.each do |name, requirement|
     gem name, requirement
   end
 end
@@ -163,6 +166,7 @@ class App < Rails::Application
     get "/hello/world" => "hello#world"
     get "/hello/:id" => "hello#world"
 
+    #mount SimpleEngine::Engine => "/"
     mount SimpleEngine::Engine => "/engine/simple"
     mount EndpointEngine::Engine => "/engine/endpoint"
     mount RackApp => "/rack"
@@ -193,13 +197,24 @@ class HelloController < action_controller_api_class
   end
 end
 
+require 'ddtrace'
+
 Datadog.configure do |c|
-  c.diagnostics.debug = ['true', '1'].include?(ENV['DD_DIAGNOSTICS'])
+  c.diagnostics.debug = true
+
+  c.telemetry.enabled = true
+
+  c.remote.enabled = true
+
   c.tracing.enabled = true
   c.tracing.instrument :rack
   c.tracing.instrument :rails
   c.tracing.instrument :sinatra
   c.tracing.instrument :grape
+
+  c.appsec.enabled = true
+  c.appsec.instrument :rack
+  c.appsec.instrument :rails
 end
 
 SimpleApp::App.initialize!
diff --git a/shell.nix b/shell.nix
index c2451a9..8bb6e2b 100644
--- a/shell.nix
+++ b/shell.nix
@@ -13,6 +13,14 @@ in llvm.stdenv.mkDerivation {
 
     # for psych >= 5.1 pulled by rails 7.1
     pkgs.libyaml.dev
+
+    # some packages want gcc/g++
+    gcc
+
+    # tools
+    pkgs.vegeta
+    pkgs.graphviz
+    pkgs.gnuplot
   ];
 
 
diff --git a/sinatra.rb b/sinatra.rb
old mode 100644
new mode 100755
index 2d76517..faffcd4
--- a/sinatra.rb
+++ b/sinatra.rb
@@ -1,3 +1,5 @@
+#!/usr/bin/env ruby
+
 begin
   require "bundler/inline"
 rescue LoadError => e
@@ -21,15 +23,17 @@ end.tap do |m|
 end.first
 server = ARGV[1] || 'thin'
 
+gems = match.fetch('gem', {})
 gemfile(true) do
   source "https://rubygems.org"
 
   ruby match['ruby'] if match['ruby']
 
   gem 'sinatra', "~> #{version}.0"
-  gem server
+  gem server unless gems.key?(server)
+  gem 'ddtrace'
 
-  match.fetch('gem', []).each do |name, requirement|
+  gems.each do |name, requirement|
     gem name, requirement
   end
 end
@@ -37,11 +41,30 @@ end
 require 'sinatra/base'
 require 'json'
 
+require 'ddtrace'
+Datadog.configure do |c|
+  c.diagnostics.debug = true
+
+  c.telemetry.enabled = true
+
+  c.remote.enabled = true
+
+  c.tracing.enabled = true
+  c.tracing.instrument :rack, service_name: 'minimal-rack'
+  c.tracing.instrument :sinatra, service_name: 'minimal-sinatra'
+
+  c.appsec.enabled = true
+  c.appsec.instrument :rack
+  c.appsec.instrument :sinatra
+end
+
 class App < Sinatra::Base
-  get '/hello/world' do
+  use Datadog::Tracing::Contrib::Rack::TraceMiddleware
+
+  get '/hello/:id' do
     status 200
     content_type :json
-    body JSON.dump({ hello: :world })
+    body JSON.dump({ hello: params[:id] || 'world' })
   end
 end