diff --git a/sentry-ruby/lib/sentry/transport/http_transport.rb b/sentry-ruby/lib/sentry/transport/http_transport.rb
index 764ef24bc..2cf7f752a 100644
--- a/sentry-ruby/lib/sentry/transport/http_transport.rb
+++ b/sentry-ruby/lib/sentry/transport/http_transport.rb
@@ -139,10 +139,10 @@ def faraday_opts
     end
 
     def ssl_configuration
-      (@transport_configuration.ssl || {}).merge(
-        :verify => @transport_configuration.ssl_verification,
-        :ca_file => @transport_configuration.ssl_ca_file
-      )
+      {
+        verify: @transport_configuration.ssl_verification,
+        ca_file: @transport_configuration.ssl_ca_file
+      }.merge(@transport_configuration.ssl || {})
     end
   end
 end
diff --git a/sentry-ruby/spec/contexts/with_request_mock.rb b/sentry-ruby/spec/contexts/with_request_mock.rb
index 027c2d35c..edd42d368 100644
--- a/sentry-ruby/spec/contexts/with_request_mock.rb
+++ b/sentry-ruby/spec/contexts/with_request_mock.rb
@@ -12,8 +12,8 @@ def setsockopt(*args); end
   end
 
   def stub_request(fake_response, &block)
-    allow_any_instance_of(Net::HTTP).to receive(:transport_request) do |_, request|
-      block.call(request) if block
+    allow_any_instance_of(Net::HTTP).to receive(:transport_request) do |http_obj, request|
+      block.call(request, http_obj) if block
     end.and_return(fake_response)
   end
 
diff --git a/sentry-ruby/spec/sentry/transport/http_transport_spec.rb b/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
index 2d789bfef..ebef8fa34 100644
--- a/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
+++ b/sentry-ruby/spec/sentry/transport/http_transport_spec.rb
@@ -28,8 +28,14 @@
   end
 
   describe "customizations" do
-    it 'sets a custom User-Agent' do
-      expect(subject.conn.headers[:user_agent]).to eq("sentry-ruby/#{Sentry::VERSION}")
+    let(:fake_response) { build_fake_response("200") }
+
+    it 'sets default User-Agent' do
+      stub_request(fake_response) do |request|
+        expect(request["User-Agent"]).to eq("sentry-ruby/#{Sentry::VERSION}")
+      end
+
+      subject.send_data(data)
     end
 
     it 'allows to customise faraday' do
@@ -41,6 +47,86 @@
 
       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" }
+
+      stub_request(fake_response) do |_, http_obj|
+        expect(http_obj.proxy_address).to eq("example.com")
+        expect(http_obj.proxy_user).to eq("stan")
+        expect(http_obj.proxy_pass).to eq("foobar")
+      end
+
+      subject.send_data(data)
+    end
+
+    it "accepts custom timeout" do
+      configuration.transport.timeout = 10
+
+      stub_request(fake_response) do |_, http_obj|
+        expect(http_obj.read_timeout).to eq(10)
+
+        if RUBY_VERSION >= "2.6"
+          expect(http_obj.write_timeout).to eq(10)
+        end
+      end
+
+      subject.send_data(data)
+    end
+
+    it "accepts custom open_timeout" do
+      configuration.transport.open_timeout = 10
+
+      stub_request(fake_response) do |_, http_obj|
+        expect(http_obj.open_timeout).to eq(10)
+      end
+
+      subject.send_data(data)
+    end
+
+    describe "ssl configurations" do
+      it "has the corrent default" do
+        stub_request(fake_response) do |_, http_obj|
+          expect(http_obj.verify_mode).to eq(1)
+          expect(http_obj.ca_file).to eq(nil)
+        end
+
+        subject.send_data(data)
+      end
+
+      it "accepts custom ssl_verification configuration" do
+        configuration.transport.ssl_verification = false
+
+        stub_request(fake_response) do |_, http_obj|
+          expect(http_obj.verify_mode).to eq(0)
+          expect(http_obj.ca_file).to eq(nil)
+        end
+
+        subject.send_data(data)
+      end
+
+      it "accepts custom ssl_ca_file configuration" do
+        configuration.transport.ssl_ca_file = "/tmp/foo"
+
+        stub_request(fake_response) do |_, http_obj|
+          expect(http_obj.verify_mode).to eq(1)
+          expect(http_obj.ca_file).to eq("/tmp/foo")
+        end
+
+        subject.send_data(data)
+      end
+
+      it "accepts custom ssl configuration" do
+        configuration.transport.ssl  = { verify: false, ca_file: "/tmp/foo" }
+
+        stub_request(fake_response) do |_, http_obj|
+          expect(http_obj.verify_mode).to eq(0)
+          expect(http_obj.ca_file).to eq("/tmp/foo")
+        end
+
+        subject.send_data(data)
+      end
+    end
   end
 
   describe "request payload" do