diff --git a/CHANGELOG.md b/CHANGELOG.md
index 31b26a520..8a1282731 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,12 @@
 # Changelog
 
+## 26.10.7
+
+### Fixed
+
+- One slow request, like a plugin waiting on an SSH host, no longer shows Server connection lost. The app now checks the server first
+- Canceled requests no longer show Server connection lost
+
 ## 26.10.6
 
 ### Added
diff --git a/package-lock.json b/package-lock.json
index 957ec17d3..47204c90a 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "termix",
-  "version": "26.10.6",
+  "version": "26.10.7",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "termix",
-      "version": "26.10.6",
+      "version": "26.10.7",
       "hasInstallScript": true,
       "workspaces": [
         "packages/*"
diff --git a/package.json b/package.json
index fb1a9a06d..54017e717 100644
--- a/package.json
+++ b/package.json
@@ -4,7 +4,7 @@
   "workspaces": [
     "packages/*"
   ],
-  "version": "26.10.6",
+  "version": "26.10.7",
   "description": "Self-hosted, plugin-based server management.",
   "author": "Karmaa",
   "main": "electron/main.cjs",
diff --git a/src/ui/lib/db-health-monitor.ts b/src/ui/lib/db-health-monitor.ts
index 1c9a96647..bcfbe2416 100644
--- a/src/ui/lib/db-health-monitor.ts
+++ b/src/ui/lib/db-health-monitor.ts
@@ -31,6 +31,8 @@ class DatabaseHealthMonitor {
   private static instance: DatabaseHealthMonitor;
   private listeners: Map<string, EventListener[]> = new Map();
   private degradedActive: boolean = false;
+  private probe: (() => Promise<boolean>) | null = null;
+  private probing: Promise<void> | null = null;
 
   private constructor() {}
 
@@ -83,22 +85,48 @@ class DatabaseHealthMonitor {
       errorCode === "DATABASE_ERROR" ||
       errorCode === "DB_CONNECTION_FAILED";
 
+    // A cancel is on purpose and says nothing about the backend.
+    if (errorCode === "ERR_CANCELED" || lowerMessage === "canceled") return;
+
     const isBackendUnreachable =
       errorCode === "ERR_NETWORK" ||
       errorCode === "ECONNREFUSED" ||
-      errorCode === "ECONNABORTED" ||
       errorCode === "ECONNRESET" ||
-      errorCode === "ETIMEDOUT" ||
-      errorCode === "ERR_CANCELED" ||
       (lowerMessage.includes("network error") &&
-        errorLike.response === undefined) ||
+        errorLike.response === undefined);
+
+    // One slow request (like a plugin waiting on an SSH host) is not a lost
+    // backend, so a timeout only counts when a quick check fails too.
+    const isTimeout =
+      errorCode === "ECONNABORTED" ||
+      errorCode === "ETIMEDOUT" ||
       lowerMessage.includes("request aborted") ||
       lowerMessage.includes("timeout");
 
-    if (!(isDatabaseError || isBackendUnreachable)) {
-      return;
+    if (isDatabaseError || isBackendUnreachable) {
+      this.markDegraded(errorMessage, errorCode);
+    } else if (isTimeout) {
+      if (!this.probe) {
+        this.markDegraded(errorMessage, errorCode);
+        return;
+      }
+      this.probing ??= this.probe()
+        .catch(() => false)
+        .then((reachable) => {
+          if (!reachable) this.markDegraded(errorMessage, errorCode);
+        })
+        .finally(() => {
+          this.probing = null;
+        });
     }
+  }
 
+  /** Sets the quick check used after a request times out. */
+  setReachabilityProbe(probe: (() => Promise<boolean>) | null) {
+    this.probe = probe;
+  }
+
+  private markDegraded(errorMessage: string, errorCode: string | undefined) {
     if (!this.degradedActive) {
       this.degradedActive = true;
       this.emit("database-connection-degraded", {
diff --git a/src/ui/main-axios.ts b/src/ui/main-axios.ts
index f923be108..96fb3faa4 100644
--- a/src/ui/main-axios.ts
+++ b/src/ui/main-axios.ts
@@ -676,6 +676,18 @@ function initializeApiInstances() {
 
   // Authentication API (port 30001)
   authApi = createApiInstance(getApiUrl("", 30001), "AUTH");
+  const healthApi = authApi;
+  dbHealthMonitor.setReachabilityProbe(() =>
+    healthApi
+      .get("/health", {
+        timeout: 5000,
+        __silentRetry: true,
+      } as AxiosRequestConfigExtended)
+      .then(
+        () => true,
+        () => false,
+      ),
+  );
 
   // RBAC API (port 30001)
   rbacApi = createApiInstance(getApiUrl("", 30001), "RBAC");
diff --git a/src/ui/tests/lib/db-health-monitor.test.ts b/src/ui/tests/lib/db-health-monitor.test.ts
new file mode 100644
index 000000000..d8bd6fe4c
--- /dev/null
+++ b/src/ui/tests/lib/db-health-monitor.test.ts
@@ -0,0 +1,70 @@
+import { afterEach, describe, expect, it, vi } from "vitest";
+import { dbHealthMonitor } from "@/lib/db-health-monitor";
+
+function watch() {
+  const degraded = vi.fn<(...args: unknown[]) => void>();
+  dbHealthMonitor.on("database-connection-degraded", degraded);
+  return degraded;
+}
+
+describe("dbHealthMonitor", () => {
+  let degraded: ReturnType<typeof watch>;
+
+  afterEach(() => {
+    dbHealthMonitor.off("database-connection-degraded", degraded);
+    dbHealthMonitor.setReachabilityProbe(null);
+    dbHealthMonitor.reset();
+  });
+
+  it("flags a network error at once", () => {
+    degraded = watch();
+    dbHealthMonitor.reportDatabaseError({ code: "ERR_NETWORK" });
+    expect(degraded).toHaveBeenCalledTimes(1);
+  });
+
+  it("ignores canceled requests", () => {
+    degraded = watch();
+    dbHealthMonitor.reportDatabaseError({
+      code: "ERR_CANCELED",
+      message: "canceled",
+    });
+    expect(degraded).not.toHaveBeenCalled();
+  });
+
+  it("does not flag a timeout when the backend answers", async () => {
+    degraded = watch();
+    const probe = vi.fn(async () => true);
+    dbHealthMonitor.setReachabilityProbe(probe);
+    dbHealthMonitor.reportDatabaseError({
+      code: "ECONNABORTED",
+      message: "timeout of 30000ms exceeded",
+    });
+    await vi.waitFor(() => expect(probe).toHaveBeenCalled());
+    await Promise.resolve();
+    expect(degraded).not.toHaveBeenCalled();
+  });
+
+  it("flags a timeout when the check fails too", async () => {
+    degraded = watch();
+    dbHealthMonitor.setReachabilityProbe(async () => false);
+    dbHealthMonitor.reportDatabaseError({
+      code: "ECONNABORTED",
+      message: "timeout of 30000ms exceeded",
+    });
+    await vi.waitFor(() => expect(degraded).toHaveBeenCalledTimes(1));
+  });
+
+  it("runs one check for timeouts at the same time", async () => {
+    degraded = watch();
+    let answer: (ok: boolean) => void = () => {};
+    const probe = vi.fn(
+      () => new Promise<boolean>((resolve) => (answer = resolve)),
+    );
+    dbHealthMonitor.setReachabilityProbe(probe);
+    dbHealthMonitor.reportDatabaseError({ code: "ECONNABORTED" });
+    dbHealthMonitor.reportDatabaseError({ code: "ECONNABORTED" });
+    answer(true);
+    await vi.waitFor(() => expect(probe).toHaveBeenCalledTimes(1));
+    expect(degraded).not.toHaveBeenCalled();
+  });
+});