diff --git a/apps/browser/src/background/main.background.ts b/apps/browser/src/background/main.background.ts
index 6e2421e499..cfb44c6c36 100644
--- a/apps/browser/src/background/main.background.ts
+++ b/apps/browser/src/background/main.background.ts
@@ -1347,14 +1347,17 @@ export default class MainBackground {
     if (flagEnabled("sdk")) {
       // Warn if the SDK for some reason can't be initialized
       let supported = false;
+      let error: Error;
       try {
         supported = await firstValueFrom(this.sdkService.supported$);
       } catch (e) {
-        // Do nothing.
+        error = e;
       }
 
       if (!supported) {
-        this.sdkService.failedToInitialize().catch((e) => this.logService.error(e));
+        this.sdkService
+          .failedToInitialize("background", error)
+          .catch((e) => this.logService.error(e));
       }
     }
 
diff --git a/apps/browser/src/popup/app.component.ts b/apps/browser/src/popup/app.component.ts
index 3c8752f3a7..f3693e4f8a 100644
--- a/apps/browser/src/popup/app.component.ts
+++ b/apps/browser/src/popup/app.component.ts
@@ -1,7 +1,7 @@
 import { ChangeDetectorRef, Component, NgZone, OnDestroy, OnInit, inject } from "@angular/core";
 import { takeUntilDestroyed } from "@angular/core/rxjs-interop";
 import { NavigationEnd, Router, RouterOutlet } from "@angular/router";
-import { Subject, takeUntil, firstValueFrom, concatMap, filter, tap, catchError, of } from "rxjs";
+import { Subject, takeUntil, firstValueFrom, concatMap, filter, tap } from "rxjs";
 
 import { LogoutReason } from "@bitwarden/auth/common";
 import { AccountService } from "@bitwarden/common/auth/abstractions/account.service";
@@ -71,21 +71,24 @@ export class AppComponent implements OnInit, OnDestroy {
   ) {
     if (flagEnabled("sdk")) {
       // Warn if the SDK for some reason can't be initialized
-      this.sdkService.supported$
-        .pipe(
-          takeUntilDestroyed(),
-          catchError(() => {
-            return of(false);
-          }),
-        )
-        .subscribe((supported) => {
+      this.sdkService.supported$.pipe(takeUntilDestroyed()).subscribe({
+        next: (supported) => {
           if (!supported) {
             this.logService.debug("SDK is not supported");
-            this.sdkService.failedToInitialize().catch((e) => this.logService.error(e));
+            this.sdkService
+              .failedToInitialize("popup", undefined)
+              .catch((e) => this.logService.error(e));
           } else {
             this.logService.debug("SDK is supported");
           }
-        });
+        },
+        error: (e: unknown) => {
+          this.sdkService
+            .failedToInitialize("popup", e as Error)
+            .catch((e) => this.logService.error(e));
+          this.logService.error(e);
+        },
+      });
     }
   }
 
diff --git a/apps/cli/src/service-container/service-container.ts b/apps/cli/src/service-container/service-container.ts
index 3424e3fb28..8d1ad6b2e7 100644
--- a/apps/cli/src/service-container/service-container.ts
+++ b/apps/cli/src/service-container/service-container.ts
@@ -872,7 +872,7 @@ export class ServiceContainer {
       }
 
       if (!supported) {
-        this.sdkService.failedToInitialize().catch((e) => this.logService.error(e));
+        this.sdkService.failedToInitialize("cli").catch((e) => this.logService.error(e));
       }
     }
   }
diff --git a/apps/desktop/src/app/app.component.ts b/apps/desktop/src/app/app.component.ts
index aba664e7a8..f1f5a15ac5 100644
--- a/apps/desktop/src/app/app.component.ts
+++ b/apps/desktop/src/app/app.component.ts
@@ -180,7 +180,7 @@ export class AppComponent implements OnInit, OnDestroy {
         .subscribe((supported) => {
           if (!supported) {
             this.logService.debug("SDK is not supported");
-            this.sdkService.failedToInitialize().catch((e) => this.logService.error(e));
+            this.sdkService.failedToInitialize("desktop").catch((e) => this.logService.error(e));
           } else {
             this.logService.debug("SDK is supported");
           }
diff --git a/apps/web/src/app/app.component.ts b/apps/web/src/app/app.component.ts
index f1b079b81a..704960c14c 100644
--- a/apps/web/src/app/app.component.ts
+++ b/apps/web/src/app/app.component.ts
@@ -104,7 +104,7 @@ export class AppComponent implements OnDestroy, OnInit {
         .subscribe((supported) => {
           if (!supported) {
             this.logService.debug("SDK is not supported");
-            this.sdkService.failedToInitialize().catch((e) => this.logService.error(e));
+            this.sdkService.failedToInitialize("web").catch((e) => this.logService.error(e));
           } else {
             this.logService.debug("SDK is supported");
           }
diff --git a/libs/common/src/platform/abstractions/sdk/sdk.service.ts b/libs/common/src/platform/abstractions/sdk/sdk.service.ts
index 04be8a992d..00c14bdfac 100644
--- a/libs/common/src/platform/abstractions/sdk/sdk.service.ts
+++ b/libs/common/src/platform/abstractions/sdk/sdk.service.ts
@@ -29,5 +29,5 @@ export abstract class SdkService {
    */
   abstract userClient$(userId: UserId): Observable<BitwardenClient>;
 
-  abstract failedToInitialize(): Promise<void>;
+  abstract failedToInitialize(category: string, error?: Error): Promise<void>;
 }
diff --git a/libs/common/src/platform/services/sdk/default-sdk.service.ts b/libs/common/src/platform/services/sdk/default-sdk.service.ts
index a161731544..b25ede006c 100644
--- a/libs/common/src/platform/services/sdk/default-sdk.service.ts
+++ b/libs/common/src/platform/services/sdk/default-sdk.service.ts
@@ -130,7 +130,7 @@ export class DefaultSdkService implements SdkService {
     return client$;
   }
 
-  async failedToInitialize(): Promise<void> {
+  async failedToInitialize(category: string, error?: Error): Promise<void> {
     // Only log on cloud instances
     if (
       this.platformUtilsService.isDev() ||
@@ -139,9 +139,20 @@ export class DefaultSdkService implements SdkService {
       return;
     }
 
-    return this.apiService.send("POST", "/wasm-debug", null, false, false, null, (headers) => {
-      headers.append("SDK-Version", "1.0.0");
-    });
+    return this.apiService.send(
+      "POST",
+      "/wasm-debug",
+      {
+        category: category,
+        error: error?.message,
+      },
+      false,
+      false,
+      null,
+      (headers) => {
+        headers.append("SDK-Version", "1.0.0");
+      },
+    );
   }
 
   private async initializeClient(