diff --git a/sentry-sidekiq/lib/sentry/sidekiq/error_handler.rb b/sentry-sidekiq/lib/sentry/sidekiq/error_handler.rb
index af5b78900..024364e96 100644
--- a/sentry-sidekiq/lib/sentry/sidekiq/error_handler.rb
+++ b/sentry-sidekiq/lib/sentry/sidekiq/error_handler.rb
@@ -21,12 +21,14 @@ def call(ex, context, sidekiq_config = nil)
         scope = Sentry.get_current_scope
         scope.set_transaction_name(context_filter.transaction_name, source: :task) unless scope.transaction_name
 
+        retry_lim = retry_limit(context, sidekiq_config)
+
         # If Sentry is configured to only report an error _after_ all retries have been exhausted,
         # and if the job is retryable, and have not exceeded the retry_limit,
         # return early.
         if Sentry.configuration.sidekiq.report_after_job_retries && retryable?(context)
           retry_count = context.dig(:job, "retry_count")
-          if retry_count.nil? || retry_count < retry_limit(context, sidekiq_config) - 1
+          if retry_count.nil? || retry_count < retry_lim - 1
             return
           end
         end
@@ -43,8 +45,10 @@ def call(ex, context, sidekiq_config = nil)
           # attempt 2 - this is your first retry so retry_count is 0
           # attempt 3 - you have retried once, retry_count is 1
           attempt = retry_count.nil? ? 1 : retry_count.to_i + 2
+          # Cap at the final attempt so jobs with fewer retries than the threshold still report.
+          effective_threshold = [attempt_threshold, retry_lim + 1].min
 
-          return if attempt < attempt_threshold
+          return if attempt < effective_threshold
         end
 
         Sentry::Sidekiq.capture_exception(
diff --git a/sentry-sidekiq/spec/sentry/sidekiq_spec.rb b/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
index 4c2cc344a..a7b727eb3 100644
--- a/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
+++ b/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
@@ -141,6 +141,17 @@ def retry_last_failed_job
       retry_last_failed_job
       expect(transport.events.count).to eq(0)
     end
+
+    it "reports on the final attempt when retry limit is below the threshold" do
+      worker = Class.new(SadWorker)
+      worker.sidekiq_options attempt_threshold: 3, retry: 1
+
+      execute_worker(processor, worker)
+      expect(transport.events.count).to eq(0)
+
+      retry_last_failed_job
+      expect(transport.events.count).to eq(1)
+    end
   end
 
   context "with config.report_only_dead_jobs = true" do