diff --git a/sentry-rails/lib/sentry/rails/active_job.rb b/sentry-rails/lib/sentry/rails/active_job.rb
index c8108e7e9..e1d49af49 100644
--- a/sentry-rails/lib/sentry/rails/active_job.rb
+++ b/sentry-rails/lib/sentry/rails/active_job.rb
@@ -1,6 +1,8 @@
 # frozen_string_literal: true
 
 require "set"
+require "sentry/rails/serializer"
+require "sentry/rails/error_reporter_context"
 
 module Sentry
   module Rails
@@ -193,6 +195,7 @@ def capture_exception(job, e)
                 job_id: job.job_id,
                 provider_job_id: job.provider_job_id
               },
+              contexts: ErrorReporterContext.contexts,
               # Send synchronously: a worker process may exit before the async
               # background worker flushes its queue, which would drop the event.
               hint: { background: false }
@@ -248,22 +251,7 @@ def sentry_context(job)
           end
 
           def sentry_serialize_arguments(argument)
-            case argument
-            when Range
-              if (argument.begin || argument.end).is_a?(ActiveSupport::TimeWithZone)
-                argument.to_s
-              else
-                argument.map { |v| sentry_serialize_arguments(v) }
-              end
-            when Hash
-              argument.transform_values { |v| sentry_serialize_arguments(v) }
-            when Array, Enumerable
-              argument.map { |v| sentry_serialize_arguments(v) }
-            when ->(v) { v.respond_to?(:to_global_id) }
-              argument.to_global_id.to_s rescue argument
-            else
-              argument
-            end
+            Sentry::Rails::Serializer.serialize(argument)
           end
 
           private
diff --git a/sentry-rails/lib/sentry/rails/capture_exceptions.rb b/sentry-rails/lib/sentry/rails/capture_exceptions.rb
index 703ac97a9..fe49c9275 100644
--- a/sentry-rails/lib/sentry/rails/capture_exceptions.rb
+++ b/sentry-rails/lib/sentry/rails/capture_exceptions.rb
@@ -1,5 +1,7 @@
 # frozen_string_literal: true
 
+require "sentry/rails/error_reporter_context"
+
 module Sentry
   module Rails
     class CaptureExceptions < Sentry::Rack::CaptureExceptions
@@ -30,7 +32,7 @@ def capture_exception(exception, env)
         return unless Sentry.initialized?
         return if show_exceptions?(exception, env) && !Sentry.configuration.rails.report_rescued_exceptions
 
-        Sentry::Rails.capture_exception(exception).tap do |event|
+        Sentry::Rails.capture_exception(exception, contexts: ErrorReporterContext.contexts).tap do |event|
           env[ERROR_EVENT_ID_KEY] = event.event_id if event
         end
       end
diff --git a/sentry-rails/lib/sentry/rails/error_reporter_context.rb b/sentry-rails/lib/sentry/rails/error_reporter_context.rb
new file mode 100644
index 000000000..630116936
--- /dev/null
+++ b/sentry-rails/lib/sentry/rails/error_reporter_context.rb
@@ -0,0 +1,26 @@
+# frozen_string_literal: true
+
+require "sentry/rails/serializer"
+
+module Sentry
+  module Rails
+    module ErrorReporterContext
+      SUPPORTS_EXECUTION_CONTEXT = Gem::Version.new(::Rails.version) >= Gem::Version.new("7.0.0")
+
+      class << self
+        if SUPPORTS_EXECUTION_CONTEXT
+          def contexts
+            execution_context = ::ActiveSupport::ExecutionContext.to_h
+            return {} if execution_context.empty?
+
+            { "rails.error" => Sentry::Rails::Serializer.serialize(execution_context) }
+          end
+        else
+          def contexts
+            {}
+          end
+        end
+      end
+    end
+  end
+end
diff --git a/sentry-rails/lib/sentry/rails/serializer.rb b/sentry-rails/lib/sentry/rails/serializer.rb
new file mode 100644
index 000000000..75a1c6b57
--- /dev/null
+++ b/sentry-rails/lib/sentry/rails/serializer.rb
@@ -0,0 +1,35 @@
+# frozen_string_literal: true
+
+module Sentry
+  module Rails
+    module Serializer
+      def self.serialize(value)
+        case value
+        when Range
+          serialize_range(value)
+        when Hash
+          value.transform_values { |item| serialize(item) }
+        when Array, Enumerable
+          value.map { |item| serialize(item) }
+        when ->(item) { item.respond_to?(:to_global_id) }
+          serialize_global_id(value)
+        else
+          value
+        end
+      end
+
+      def self.serialize_global_id(value)
+        value.to_global_id.to_s
+      rescue StandardError
+        value
+      end
+
+      def self.serialize_range(range)
+        return range.to_s if range.begin.nil? || range.end.nil?
+        return range.to_s if range.begin.is_a?(::ActiveSupport::TimeWithZone)
+
+        range.map { |item| serialize(item) }
+      end
+    end
+  end
+end
diff --git a/sentry-rails/spec/active_job/shared_examples/error_context.rb b/sentry-rails/spec/active_job/shared_examples/error_context.rb
index 897d8dede..2632858e5 100644
--- a/sentry-rails/spec/active_job/shared_examples/error_context.rb
+++ b/sentry-rails/spec/active_job/shared_examples/error_context.rb
@@ -36,4 +36,34 @@ def perform
     last_frame = event.exception.values.first.stacktrace.frames.last
     expect(last_frame.vars).to include(a: "1", b: "0")
   end
+
+  it "includes Rails.error.set_context data attached before the job raises", skip: RAILS_VERSION < 7.0 do
+    job_with_context = job_fixture do
+      def perform
+        Rails.error.set_context(
+          debug_key: "important_value",
+          timestamp: Time.utc(2026, 7, 21, 12, 34, 56),
+          zoned_timestamp: ActiveSupport::TimeZone["Eastern Time (US & Canada)"].parse("2026-07-21 12:34:56"),
+          date: Date.new(2026, 7, 21)
+        )
+        raise "boom with rails error context"
+      end
+    end
+
+    expect do
+      job_with_context.perform_later
+      drain
+    end.to raise_error(RuntimeError, /boom with rails error context/)
+
+    event = last_sentry_event
+
+    expect(event.contexts).to include(
+      "rails.error" => hash_including(
+        debug_key: "important_value",
+        timestamp: Time.utc(2026, 7, 21, 12, 34, 56),
+        zoned_timestamp: ActiveSupport::TimeZone["Eastern Time (US & Canada)"].parse("2026-07-21 12:34:56"),
+        date: Date.new(2026, 7, 21)
+      )
+    )
+  end
 end
diff --git a/sentry-rails/spec/dummy/test_rails_app/app/controllers/hello_controller.rb b/sentry-rails/spec/dummy/test_rails_app/app/controllers/hello_controller.rb
index 68d996f6a..43e8b1838 100644
--- a/sentry-rails/spec/dummy/test_rails_app/app/controllers/hello_controller.rb
+++ b/sentry-rails/spec/dummy/test_rails_app/app/controllers/hello_controller.rb
@@ -7,6 +7,16 @@ def exception
     raise "An unhandled exception!"
   end
 
+  def exception_with_error_context
+    Rails.error.set_context(
+      debug_key: "important_value",
+      timestamp: Time.utc(2026, 7, 21, 12, 34, 56),
+      zoned_timestamp: ActiveSupport::TimeZone["Eastern Time (US & Canada)"].parse("2026-07-21 12:34:56"),
+      date: Date.new(2026, 7, 21)
+    )
+    raise "An unhandled exception with Rails.error context!"
+  end
+
   def reporting
     render plain: Sentry.last_event_id
   end
diff --git a/sentry-rails/spec/dummy/test_rails_app/config/application.rb b/sentry-rails/spec/dummy/test_rails_app/config/application.rb
index a1b68eeda..e952362d0 100644
--- a/sentry-rails/spec/dummy/test_rails_app/config/application.rb
+++ b/sentry-rails/spec/dummy/test_rails_app/config/application.rb
@@ -122,6 +122,7 @@ def configure
 
           routes.append do
             get "/exception", to: "hello#exception"
+            get "/exception_with_error_context", to: "hello#exception_with_error_context"
             get "/view_exception", to: "hello#view_exception"
             get "/view", to: "hello#view"
             get "/not_found", to: "hello#not_found"
diff --git a/sentry-rails/spec/sentry/rails/serializer_spec.rb b/sentry-rails/spec/sentry/rails/serializer_spec.rb
new file mode 100644
index 000000000..f6664e98c
--- /dev/null
+++ b/sentry-rails/spec/sentry/rails/serializer_spec.rb
@@ -0,0 +1,54 @@
+# frozen_string_literal: true
+
+require "spec_helper"
+
+RSpec.describe Sentry::Rails::Serializer do
+  describe ".serialize" do
+    it "recursively serializes hash values" do
+      result = described_class.serialize(a: 1, b: { c: 2..3 })
+
+      expect(result).to eq(a: 1, b: { c: [2, 3] })
+    end
+
+    it "recursively serializes array elements" do
+      result = described_class.serialize([1, [2..3]])
+
+      expect(result).to eq([1, [[2, 3]]])
+    end
+
+    it "expands ranges into arrays" do
+      expect(described_class.serialize(1..3)).to eq([1, 2, 3])
+    end
+
+    context "when the range is beginless" do
+      it "stringifies the range instead of expanding it" do
+        range = (..10)
+
+        expect(described_class.serialize(range)).to eq(range.to_s)
+      end
+    end
+
+    context "when the range is endless" do
+      it "stringifies the range instead of expanding it" do
+        range = (1..)
+
+        expect(described_class.serialize(range)).to eq(range.to_s)
+      end
+    end
+
+    context "when the range boundary is an ActiveSupport::TimeWithZone" do
+      it "stringifies the range instead of expanding it" do
+        zone = ActiveSupport::TimeZone["UTC"]
+        range = (zone.now - 1.day)...zone.now
+
+        expect(described_class.serialize(range)).to eq(range.to_s)
+      end
+    end
+
+    it "returns values without a serialization rule unchanged" do
+      object = Object.new
+
+      expect(described_class.serialize(object)).to equal(object)
+    end
+  end
+end
diff --git a/sentry-rails/spec/sentry/rails_spec.rb b/sentry-rails/spec/sentry/rails_spec.rb
index 1678a044f..8a002ca8a 100644
--- a/sentry-rails/spec/sentry/rails_spec.rb
+++ b/sentry-rails/spec/sentry/rails_spec.rb
@@ -373,6 +373,22 @@ def capture_in_separate_process(exit_code:)
 
         expect(transport.events.count).to eq(0)
       end
+
+      it "includes Rails.error.set_context data attached before an unhandled request exception" do
+        get "/exception_with_error_context"
+
+        expect(transport.events.count).to eq(1)
+
+        event = transport.events.first
+        expect(event.contexts).to include(
+          "rails.error" => hash_including(
+            debug_key: "important_value",
+            timestamp: Time.utc(2026, 7, 21, 12, 34, 56),
+            zoned_timestamp: ActiveSupport::TimeZone["Eastern Time (US & Canada)"].parse("2026-07-21 12:34:56"),
+            date: Date.new(2026, 7, 21)
+          )
+        )
+      end
     end
   end
 end