diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9bc4c4e1a..93499c03e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,7 @@
 - Increase `Envelope::Item::MAX_SERIALIZED_PAYLOAD_SIZE` to 1MB [#2108](https://github.com/getsentry/sentry-ruby/pull/2108)
 - Fix `db_config` begin `nil` in `ActiveRecordSubscriber` [#2111](https://github.com/getsentry/sentry-ruby/pull/2111)
   - Fixes [#2109](https://github.com/getsentry/sentry-ruby/issues/2109)
+- Always send envelope trace header from dynamic sampling context [#2113](https://github.com/getsentry/sentry-ruby/pull/2113)
 
 ## 5.11.0
 
diff --git a/sentry-ruby/lib/sentry/transport.rb b/sentry-ruby/lib/sentry/transport.rb
index e1b020b30..2b786af78 100644
--- a/sentry-ruby/lib/sentry/transport.rb
+++ b/sentry-ruby/lib/sentry/transport.rb
@@ -144,7 +144,7 @@ def envelope_from_event(event)
         sent_at: Sentry.utc_now.iso8601
       }
 
-      if event.is_a?(TransactionEvent) && event.dynamic_sampling_context
+      if event.is_a?(Event) && event.dynamic_sampling_context
         envelope_headers[:trace] = event.dynamic_sampling_context
       end
 
diff --git a/sentry-ruby/spec/sentry/transport_spec.rb b/sentry-ruby/spec/sentry/transport_spec.rb
index cb0f58dae..7a44cbc89 100644
--- a/sentry-ruby/spec/sentry/transport_spec.rb
+++ b/sentry-ruby/spec/sentry/transport_spec.rb
@@ -16,23 +16,40 @@
     Sentry::Hub.new(client, Sentry::Scope.new)
   end
 
+  let(:dynamic_sampling_context) do
+    {
+      "sample_rate" => "0.01337",
+      "public_key" => "49d0f7386ad645858ae85020e393bef3",
+      "trace_id" => "771a43a4192642f0b136d5159a501700",
+      "user_id" => "Amélie"
+    }
+  end
+
   subject { client.transport }
 
   describe "#serialize_envelope" do
     context "normal event" do
-      let(:event) { client.event_from_exception(ZeroDivisionError.new("divided by 0")) }
+      let(:event) do
+        event = client.event_from_exception(ZeroDivisionError.new("divided by 0"))
+        event.dynamic_sampling_context = dynamic_sampling_context
+        event
+      end
+
       let(:envelope) { subject.envelope_from_event(event) }
 
       it "generates correct envelope content" do
         result, _ = subject.serialize_envelope(envelope)
 
         envelope_header, item_header, item = result.split("\n")
+        envelope_header_parsed = JSON.parse(envelope_header)
 
-        expect(envelope_header).to eq(
-          <<~ENVELOPE_HEADER.chomp
-            {"event_id":"#{event.event_id}","dsn":"#{Sentry::TestHelper::DUMMY_DSN}","sdk":#{Sentry.sdk_meta.to_json},"sent_at":"#{Time.now.utc.iso8601}"}
-          ENVELOPE_HEADER
-        )
+        expect(envelope_header_parsed).to eq({
+          "event_id" => event.event_id,
+          "dsn" => Sentry::TestHelper::DUMMY_DSN,
+          "sdk" => Sentry.sdk_meta,
+          "sent_at" => Time.now.utc.iso8601,
+          "trace" => dynamic_sampling_context
+        })
 
         expect(item_header).to eq(
           '{"type":"event","content_type":"application/json"}'
@@ -47,15 +64,6 @@
         Sentry::Transaction.new(name: "test transaction", op: "rack.request", hub: hub)
       end
 
-      let(:dynamic_sampling_context) do
-        {
-          "sample_rate" => "0.01337",
-          "public_key" => "49d0f7386ad645858ae85020e393bef3",
-          "trace_id" => "771a43a4192642f0b136d5159a501700",
-          "user_id" => "Amélie"
-        }
-      end
-
       let(:event) do
         event = client.event_from_transaction(transaction)
         event.dynamic_sampling_context = dynamic_sampling_context