diff --git a/examples/server/api.md b/examples/server/api.md
index 3ade7bee..fc64fb02 100644
--- a/examples/server/api.md
+++ b/examples/server/api.md
@@ -1037,7 +1037,11 @@ Notes:
 
 #### `POST /sdcpp/v1/jobs/{id}/cancel`
 
-Attempts to cancel an accepted job.
+Cancels a queued job immediately, or requests interruption of a generating image or
+video job. A generating job returns `200 OK` with `cancel_requested: true` and
+remains `generating` until execution stops at a cancellation checkpoint. Continue
+polling until its status becomes `cancelled`. Cancelled jobs have no result.
+Repeated cancellation requests are safe; terminal jobs are returned unchanged.
 
 Typical status codes:
 
diff --git a/examples/server/async_jobs.cpp b/examples/server/async_jobs.cpp
index edd93593..3e40e506 100644
--- a/examples/server/async_jobs.cpp
+++ b/examples/server/async_jobs.cpp
@@ -3,13 +3,46 @@
 #include "async_jobs.h"
 
 #include <algorithm>
+#include <chrono>
 #include <iomanip>
 #include <sstream>
+#include <thread>
 
 #include "common/log.h"
 #include "common/media_io.h"
 #include "common/resource_owners.hpp"
 
+class JobCancellationMonitor {
+    std::mutex mutex_;
+    std::condition_variable cv_;
+    bool done_ = false;
+    std::thread thread_;
+
+public:
+    // The caller holds sd_ctx_mutex until this monitor has joined, keeping the
+    // context alive and preventing cancellation from reaching another request.
+    JobCancellationMonitor(sd_ctx_t* ctx, const AsyncGenerationJob& job)
+        : thread_([this, ctx, &job]() {
+              std::unique_lock<std::mutex> lock(mutex_);
+              while (!done_) {
+                  if (job.cancel_requested.load()) {
+                      // Each generation pass resets the library flag, including ADetailer.
+                      sd_cancel_generation(ctx, SD_CANCEL_ALL);
+                  }
+                  cv_.wait_for(lock, std::chrono::milliseconds(10), [this]() { return done_; });
+              }
+          }) {}
+
+    ~JobCancellationMonitor() {
+        {
+            std::lock_guard<std::mutex> lock(mutex_);
+            done_ = true;
+        }
+        cv_.notify_one();
+        thread_.join();
+    }
+};
+
 static void preview_callback(int step, int frame_count, sd_image_t* frames, bool is_noisy, void* data) {
     (void)is_noisy;
     if (frame_count <= 0 || frames == nullptr || frames[0].data == nullptr) {
@@ -142,6 +175,7 @@ bool cancel_queued_job(AsyncJobManager& manager, AsyncGenerationJob& job) {
     }
 
     manager.queue.erase(new_end, manager.queue.end());
+    job.cancel_requested.store(true);
     job.status       = AsyncJobStatus::Cancelled;
     job.completed_at = unix_timestamp_now_ms();
     job.result_images_b64.clear();
@@ -156,13 +190,14 @@ bool cancel_queued_job(AsyncJobManager& manager, AsyncGenerationJob& job) {
 
 json make_async_job_json(const AsyncJobManager& manager, const AsyncGenerationJob& job) {
     json result;
-    result["id"]             = job.id;
-    result["kind"]           = async_job_kind_name(job.kind);
-    result["status"]         = async_job_status_name(job.status);
-    result["created"]        = job.created_at;
-    result["started"]        = job.started_at == 0 ? json(nullptr) : json(job.started_at);
-    result["completed"]      = job.completed_at == 0 ? json(nullptr) : json(job.completed_at);
-    result["queue_position"] = 0;
+    result["id"]               = job.id;
+    result["kind"]             = async_job_kind_name(job.kind);
+    result["status"]           = async_job_status_name(job.status);
+    result["cancel_requested"] = job.cancel_requested.load();
+    result["created"]          = job.created_at;
+    result["started"]          = job.started_at == 0 ? json(nullptr) : json(job.started_at);
+    result["completed"]        = job.completed_at == 0 ? json(nullptr) : json(job.completed_at);
+    result["queue_position"]   = 0;
 
     if (job.status == AsyncJobStatus::Queued) {
         size_t position = 1;
@@ -235,6 +270,10 @@ bool execute_img_gen_job(ServerRuntime& runtime,
 
     {
         std::lock_guard<std::mutex> lock(*runtime.sd_ctx_mutex);
+        if (job.cancel_requested.load()) {
+            return false;
+        }
+        JobCancellationMonitor cancellation(runtime.sd_ctx, job);
         set_preview_callback(job);
         sd_image_t* raw_results = nullptr;
         int num_results         = 0;
@@ -244,6 +283,9 @@ bool execute_img_gen_job(ServerRuntime& runtime,
         }
         clear_preview_callback();
         results.adopt(raw_results, num_results);
+        if (job.cancel_requested.load()) {
+            return false;
+        }
         if (!results.empty() && !apply_server_adetailer(runtime, job.img_gen, params, results)) {
             error_message = "ADetailer failed";
             return false;
@@ -251,7 +293,7 @@ bool execute_img_gen_job(ServerRuntime& runtime,
     }
 
     const int num_results = results.count();
-    if (num_results <= 0) {
+    if (job.cancel_requested.load() || num_results <= 0) {
         error_message = "generate_image returned no results";
         return false;
     }
@@ -314,6 +356,10 @@ bool execute_vid_gen_job(ServerRuntime& runtime,
 
     {
         std::lock_guard<std::mutex> lock(*runtime.sd_ctx_mutex);
+        if (job.cancel_requested.load()) {
+            return false;
+        }
+        JobCancellationMonitor cancellation(runtime.sd_ctx, job);
         set_preview_callback(job);
         sd_image_t* raw_results = nullptr;
         if (!generate_video(runtime.sd_ctx, &params, &raw_results, &num_results, &generated_audio, &output_fps)) {
@@ -324,7 +370,7 @@ bool execute_vid_gen_job(ServerRuntime& runtime,
     }
 
     num_results = results.count();
-    if (num_results <= 0) {
+    if (job.cancel_requested.load() || num_results <= 0) {
         free_sd_audio(generated_audio);
         error_message = "generate_video returned no results";
         return false;
@@ -410,7 +456,11 @@ void async_job_worker(ServerRuntime& runtime) {
             }
 
             job->completed_at = unix_timestamp_now_ms();
-            if (ok) {
+            if (job->cancel_requested.load()) {
+                job->status        = AsyncJobStatus::Cancelled;
+                job->error_code    = "cancelled";
+                job->error_message = "job cancelled by client";
+            } else if (ok) {
                 job->status                 = AsyncJobStatus::Completed;
                 job->result_images_b64      = std::move(output_images);
                 job->result_media_b64       = std::move(output_media_b64);
diff --git a/examples/server/async_jobs.h b/examples/server/async_jobs.h
index 049a9d73..aa54370b 100644
--- a/examples/server/async_jobs.h
+++ b/examples/server/async_jobs.h
@@ -1,5 +1,6 @@
 #pragma once
 
+#include <atomic>
 #include <condition_variable>
 #include <cstdint>
 #include <deque>
@@ -32,9 +33,10 @@ struct AsyncGenerationJob {
     std::string id;
     AsyncJobKind kind     = AsyncJobKind::ImgGen;
     AsyncJobStatus status = AsyncJobStatus::Queued;
-    int64_t created_at    = unix_timestamp_now_ms();
-    int64_t started_at    = 0;
-    int64_t completed_at  = 0;
+    std::atomic<bool> cancel_requested{false};
+    int64_t created_at   = unix_timestamp_now_ms();
+    int64_t started_at   = 0;
+    int64_t completed_at = 0;
     ImgGenJobRequest img_gen;
     VidGenJobRequest vid_gen;
     std::vector<std::string> result_images_b64;
diff --git a/examples/server/frontend b/examples/server/frontend
index e36e34a2..34e5ad6e 160000
--- a/examples/server/frontend
+++ b/examples/server/frontend
@@ -1 +1 @@
-Subproject commit e36e34a2e2204e3df654b16cadc112d8ce8f3174
+Subproject commit 34e5ad6edcaf827b7fe1e9ffa55ee86cd2fc43d2
diff --git a/examples/server/routes_sdcpp.cpp b/examples/server/routes_sdcpp.cpp
index 8eb9c9ab..bea6b69c 100644
--- a/examples/server/routes_sdcpp.cpp
+++ b/examples/server/routes_sdcpp.cpp
@@ -206,7 +206,7 @@ static json make_img_gen_features_json() {
         {"hires", true},
         {"cache", true},
         {"cancel_queued", true},
-        {"cancel_generating", false},
+        {"cancel_generating", true},
         {"preview", true},
     };
 }
@@ -221,7 +221,7 @@ static json make_vid_gen_features_json() {
         {"vae_tiling", true},
         {"cache", true},
         {"cancel_queued", true},
-        {"cancel_generating", false},
+        {"cancel_generating", true},
         {"preview", true},
     };
 }
@@ -380,8 +380,8 @@ static json make_capabilities_json(ServerRuntime& runtime) {
     json top_level_defaults       = json::object();
     json top_level_output_formats = json::array();
     json top_level_features       = {
-              {"cancel_queued", true},
-              {"cancel_generating", false},
+        {"cancel_queued", true},
+        {"cancel_generating", true},
     };
     std::string current_mode = "";
     if (supports_img) {
@@ -840,8 +840,9 @@ void register_sdcpp_api_endpoints(httplib::Server& svr, ServerRuntime& rt) {
         }
 
         if (job.status == AsyncJobStatus::Generating) {
-            res.status = 409;
-            res.set_content(R"({"error":"job is currently generating and cannot be interrupted yet"})", "application/json");
+            job.cancel_requested.store(true);
+            res.status = 200;
+            res.set_content(make_async_job_json(manager, job).dump(), "application/json");
             return;
         }