diff --git a/CHANGELOG.md b/CHANGELOG.md
index 3ce5d1ea6..fc951202d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,3 +1,132 @@
+## 5.0.0
+
+### Breaking Change - Goodbye `faraday` 👋 
+
+This version removes the dependency of [faraday](https://github.com/lostisland/faraday) and replaces related implementation with the `Net::HTTP` standard library. 
+
+(If you didn't notice it, the SDK previously used `faraday` as the HTTP client to send events to Sentry. You can find the implementation in [HTTPTransport](https://github.com/getsentry/sentry-ruby/blob/v4-9/sentry-ruby/lib/sentry/transport/http_transport.rb).)
+
+#### Why
+
+Since the old `sentry-raven` SDK, we've been using `faraday` as the SDKs' HTTP client for years. It's an amazing tool and saved us many work, allowing us to focus on SDK features. 
+
+But because many users also use `faraday` in their own apps and have their own version requirements, managing this dependency has become harder and harder over the past few years. Just to list a few related issues:
+
+- [#944](https://github.com/getsentry/sentry-ruby/issues/944)
+- [#1424](https://github.com/getsentry/sentry-ruby/issues/1424)
+- [#1524](https://github.com/getsentry/sentry-ruby/issues/1524)
+
+And with the release of [faraday 2.0](https://github.com/lostisland/faraday/releases/tag/v2.0.0), we could only imagine it gets even more difficult (which it kinda did, see [#1663](https://github.com/getsentry/sentry-ruby/issues/1663)).
+
+So we decided to officially say goodbye to it with this release.
+
+
+#### What's changed?
+
+
+By default, the SDK used `faraday`'s `net_http` adapter, which is also built on top of `Net::HTTP`. So this change shouldn't impact most of the users.
+
+The only noticeable changes are the removal of 2 faraday-specific transport configurations:
+
+- `config.transport.http_adapter`
+- `config.transport.faraday_builder`
+
+**If you are already on version `4.9.x` and do not use those configuration options, it'll be as simple as `bundle update`.**
+
+#### What if I still want to use `faraday` to send my events?
+
+`sentry-ruby` already allows users to set a custom transport class with:
+
+```ruby
+Sentry.init do |config|
+  config.transport.transport_class = MyTransportClass
+end
+```
+
+So to use a faraday-based transport, you can:
+
+1. Build a `FaradayTransport` like this:
+
+```rb
+require 'sentry/transport/http_transport'
+require 'faraday'
+
+class FaradayTransport < Sentry::HTTPTransport
+  attr_reader :adapter
+
+  def initialize(*args)
+    @adapter = :net_http
+    super
+  end
+
+  def send_data(data)
+    encoding = ""
+
+    if should_compress?(data)
+      data = Zlib.gzip(data)
+      encoding = GZIP_ENCODING
+    end
+
+    response = conn.post @endpoint do |req|
+      req.headers['Content-Type'] = CONTENT_TYPE
+      req.headers['Content-Encoding'] = encoding
+      req.headers['X-Sentry-Auth'] = generate_auth_header
+      req.body = data
+    end
+
+    if has_rate_limited_header?(response.headers)
+      handle_rate_limited_response(response.headers)
+    end
+  rescue Faraday::Error => e
+    error_info = e.message
+
+    if e.response
+      if e.response[:status] == 429
+        handle_rate_limited_response(e.response[:headers])
+      else
+        error_info += "\nbody: #{e.response[:body]}"
+        error_info += " Error in headers is: #{e.response[:headers]['x-sentry-error']}" if e.response[:headers]['x-sentry-error']
+      end
+    end
+
+    raise Sentry::ExternalError, error_info
+  end
+
+  private
+
+  def set_conn
+    server = @dsn.server
+
+    log_debug("Sentry HTTP Transport connecting to #{server}")
+
+    Faraday.new(server, :ssl => ssl_configuration, :proxy => @transport_configuration.proxy) do |builder|
+      builder.response :raise_error
+      builder.options.merge! faraday_opts
+      builder.headers[:user_agent] = "sentry-ruby/#{Sentry::VERSION}"
+      builder.adapter(*adapter)
+    end
+  end
+
+  def faraday_opts
+    [:timeout, :open_timeout].each_with_object({}) do |opt, memo|
+      memo[opt] = @transport_configuration.public_send(opt) if @transport_configuration.public_send(opt)
+    end
+  end
+
+  def ssl_configuration
+    {
+      verify: @transport_configuration.ssl_verification,
+      ca_file: @transport_configuration.ssl_ca_file
+    }.merge(@transport_configuration.ssl || {})
+  end
+end
+```
+
+2. Set `config.transport.transport = FaradayTransport`
+
+
+**Please keep in mind that this may not work in the future when the SDK changes its transport implementation.**
+
 ## 4.9.2
 
 ### Bug Fixes
diff --git a/sentry-ruby/lib/sentry/transport/configuration.rb b/sentry-ruby/lib/sentry/transport/configuration.rb
index e9728fd2e..13f63111c 100644
--- a/sentry-ruby/lib/sentry/transport/configuration.rb
+++ b/sentry-ruby/lib/sentry/transport/configuration.rb
@@ -3,8 +3,7 @@
 module Sentry
   class Transport
     class Configuration
-      attr_accessor :timeout, :open_timeout, :proxy, :ssl, :ssl_ca_file, :ssl_verification, :http_adapter, :faraday_builder,
-        :encoding
+      attr_accessor :timeout, :open_timeout, :proxy, :ssl, :ssl_ca_file, :ssl_verification, :encoding
       attr_reader :transport_class
 
       def initialize
diff --git a/sentry-ruby/lib/sentry/transport/http_transport.rb b/sentry-ruby/lib/sentry/transport/http_transport.rb
index ccc0dd908..886a48ce6 100644
--- a/sentry-ruby/lib/sentry/transport/http_transport.rb
+++ b/sentry-ruby/lib/sentry/transport/http_transport.rb
@@ -1,7 +1,7 @@
 # frozen_string_literal: true
 
-require 'faraday'
-require 'zlib'
+require "net/http"
+require "zlib"
 
 module Sentry
   class HTTPTransport < Transport
@@ -12,12 +12,12 @@ class HTTPTransport < Transport
     DEFAULT_DELAY = 60
     RETRY_AFTER_HEADER = "retry-after"
     RATE_LIMIT_HEADER = "x-sentry-rate-limits"
+    USER_AGENT = "sentry-ruby/#{Sentry::VERSION}"
 
-    attr_reader :conn, :adapter
+    attr_reader :conn
 
     def initialize(*args)
       super
-      @adapter = @transport_configuration.http_adapter || Faraday.default_adapter
       @conn = set_conn
       @endpoint = @dsn.envelope_endpoint
     end
@@ -30,29 +30,37 @@ def send_data(data)
         encoding = GZIP_ENCODING
       end
 
-      response = conn.post @endpoint do |req|
-        req.headers['Content-Type'] = CONTENT_TYPE
-        req.headers['Content-Encoding'] = encoding
-        req.headers['X-Sentry-Auth'] = generate_auth_header
-        req.body = data
+      headers = {
+        'Content-Type' => CONTENT_TYPE,
+        'Content-Encoding' => encoding,
+        'X-Sentry-Auth' => generate_auth_header,
+        'User-Agent' => USER_AGENT
+      }
+
+      response = conn.start do |http|
+        request = ::Net::HTTP::Post.new(@endpoint, headers)
+        request.body = data
+        http.request(request)
       end
 
-      if has_rate_limited_header?(response.headers)
-        handle_rate_limited_response(response.headers)
-      end
-    rescue Faraday::Error => e
-      error_info = e.message
+      if response.code.match?(/\A2\d{2}/)
+        if has_rate_limited_header?(response)
+          handle_rate_limited_response(response)
+        end
+      else
+        error_info = "the server responded with status #{response.code}"
 
-      if e.response
-        if e.response[:status] == 429
-          handle_rate_limited_response(e.response[:headers])
+        if response.code == "429"
+          handle_rate_limited_response(response)
         else
-          error_info += "\nbody: #{e.response[:body]}"
-          error_info += " Error in headers is: #{e.response[:headers]['x-sentry-error']}" if e.response[:headers]['x-sentry-error']
+          error_info += "\nbody: #{response.body}"
+          error_info += " Error in headers is: #{response['x-sentry-error']}" if response['x-sentry-error']
         end
-      end
 
-      raise Sentry::ExternalError, error_info
+        raise Sentry::ExternalError, error_info
+      end
+    rescue SocketError => e
+      raise Sentry::ExternalError.new(e.message)
     end
 
     private
@@ -120,31 +128,40 @@ def should_compress?(data)
     end
 
     def set_conn
-      server = @dsn.server
+      server = URI(@dsn.server)
 
       log_debug("Sentry HTTP Transport connecting to #{server}")
 
-      Faraday.new(server, :ssl => ssl_configuration, :proxy => @transport_configuration.proxy) do |builder|
-        @transport_configuration.faraday_builder&.call(builder)
-        builder.response :raise_error
-        builder.options.merge! faraday_opts
-        builder.headers[:user_agent] = "sentry-ruby/#{Sentry::VERSION}"
-        builder.adapter(*adapter)
-      end
-    end
+      use_ssl = server.scheme == "https"
+      port = use_ssl ? 443 : 80
 
-    # TODO: deprecate and replace where possible w/Faraday Builder
-    def faraday_opts
-      [:timeout, :open_timeout].each_with_object({}) do |opt, memo|
-        memo[opt] = @transport_configuration.public_send(opt) if @transport_configuration.public_send(opt)
+      connection =
+        if proxy = @transport_configuration.proxy
+          ::Net::HTTP.new(server.hostname, port, proxy[:uri].hostname, proxy[:uri].port, proxy[:user], proxy[:password])
+        else
+          ::Net::HTTP.new(server.hostname, port, nil)
+        end
+
+      connection.use_ssl = use_ssl
+      connection.read_timeout = @transport_configuration.timeout
+      connection.write_timeout = @transport_configuration.timeout if connection.respond_to?(:write_timeout)
+      connection.open_timeout = @transport_configuration.open_timeout
+
+      ssl_configuration.each do |key, value|
+        connection.send("#{key}=", value)
       end
+
+      connection
     end
 
     def ssl_configuration
-      {
+      configuration = {
         verify: @transport_configuration.ssl_verification,
         ca_file: @transport_configuration.ssl_ca_file
       }.merge(@transport_configuration.ssl || {})
+
+      configuration[:verify_mode] = configuration.delete(:verify) ? OpenSSL::SSL::VERIFY_PEER : OpenSSL::SSL::VERIFY_NONE
+      configuration
     end
   end
 end
diff --git a/sentry-ruby/sentry-ruby-core.gemspec b/sentry-ruby/sentry-ruby-core.gemspec
index 09064c7a8..23e3072d8 100644
--- a/sentry-ruby/sentry-ruby-core.gemspec
+++ b/sentry-ruby/sentry-ruby-core.gemspec
@@ -22,6 +22,5 @@ Gem::Specification.new do |spec|
   spec.executables   = spec.files.grep(%r{^exe/}) { |f| File.basename(f) }
   spec.require_paths = ["lib"]
 
-  spec.add_dependency "faraday"
   spec.add_dependency "concurrent-ruby"
 end
diff --git a/sentry-ruby/sentry-ruby.gemspec b/sentry-ruby/sentry-ruby.gemspec
index cd499e3f7..9600e8331 100644
--- a/sentry-ruby/sentry-ruby.gemspec
+++ b/sentry-ruby/sentry-ruby.gemspec
@@ -18,6 +18,5 @@ Gem::Specification.new do |spec|
   spec.metadata["changelog_uri"] = "#{spec.homepage}/blob/master/CHANGELOG.md"
 
   spec.add_dependency "sentry-ruby-core", Sentry::VERSION
-  spec.add_dependency "faraday", "~> 1.0"
   spec.add_dependency "concurrent-ruby", '~> 1.0', '>= 1.0.2'
 end
diff --git a/sentry-ruby/spec/sentry/transport/http_transport_spec.rb b/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
index ebef8fa34..2b44f1452 100644
--- a/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
+++ b/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
@@ -38,16 +38,6 @@
       subject.send_data(data)
     end
 
-    it 'allows to customise faraday' do
-      builder = spy('faraday_builder')
-      expect(Faraday).to receive(:new).and_yield(builder)
-      configuration.transport.faraday_builder = proc { |b| b.request :instrumentation }
-
-      subject
-
-      expect(builder).to have_received(:request).with(:instrumentation)
-    end
-
     it "accepts custom proxy" do
       configuration.transport.proxy = { uri:  URI("https://example.com"), user: "stan", password: "foobar" }