diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index cb998f93d..e2501035f 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -42,6 +42,7 @@ jobs:
             skill:
               - 'src/**'
               - 'docs/**'
+              - 'package.json'
               - 'script/generate-skill.ts'
               - 'script/generate-command-docs.ts'
               - 'script/eval-skill.ts'
diff --git a/plugins/sentry-cli/skills/sentry-cli/SKILL.md b/plugins/sentry-cli/skills/sentry-cli/SKILL.md
index e5b9a5328..308b2d2c6 100644
--- a/plugins/sentry-cli/skills/sentry-cli/SKILL.md
+++ b/plugins/sentry-cli/skills/sentry-cli/SKILL.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Guide for using the Sentry CLI to interact with Sentry from the command line. Use when the user asks about viewing issues, events, projects, organizations, making API calls, or authenticating with Sentry via CLI.
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/api.md b/plugins/sentry-cli/skills/sentry-cli/references/api.md
index 87155d21c..0ca6acb66 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/api.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/api.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-api
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Make an authenticated API request
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/auth.md b/plugins/sentry-cli/skills/sentry-cli/references/auth.md
index c992f1835..96a0ba57e 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/auth.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/auth.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-auth
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Authenticate with Sentry
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/cli.md b/plugins/sentry-cli/skills/sentry-cli/references/cli.md
index a61429ed3..658a62626 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/cli.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/cli.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-cli
-version: 0.26.0
+version: 0.27.0-dev.0
 description: CLI-related commands
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/dashboard.md b/plugins/sentry-cli/skills/sentry-cli/references/dashboard.md
index f80324d44..f31423b84 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/dashboard.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/dashboard.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-dashboard
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Manage Sentry dashboards
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/event.md b/plugins/sentry-cli/skills/sentry-cli/references/event.md
index 0487a0ab7..370babb0f 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/event.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/event.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-event
-version: 0.26.0
+version: 0.27.0-dev.0
 description: View and list Sentry events
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/init.md b/plugins/sentry-cli/skills/sentry-cli/references/init.md
index a1234e73b..0d26e9d2f 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/init.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/init.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-init
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Initialize Sentry in your project (experimental)
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/issue.md b/plugins/sentry-cli/skills/sentry-cli/references/issue.md
index a731c2a95..d9894f23f 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/issue.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/issue.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-issue
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Manage Sentry issues
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/log.md b/plugins/sentry-cli/skills/sentry-cli/references/log.md
index 07105a343..dd35fb21b 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/log.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/log.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-log
-version: 0.26.0
+version: 0.27.0-dev.0
 description: View Sentry logs
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/org.md b/plugins/sentry-cli/skills/sentry-cli/references/org.md
index ab61b7b0f..b7aaba3ef 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/org.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/org.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-org
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Work with Sentry organizations
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/project.md b/plugins/sentry-cli/skills/sentry-cli/references/project.md
index d41d9914a..63e95c661 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/project.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/project.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-project
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Work with Sentry projects
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/release.md b/plugins/sentry-cli/skills/sentry-cli/references/release.md
index 2fe57fda8..6d8435ebe 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/release.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/release.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-release
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Work with Sentry releases
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/repo.md b/plugins/sentry-cli/skills/sentry-cli/references/repo.md
index 363f58e85..e6df40a5a 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/repo.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/repo.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-repo
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Work with Sentry repositories
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/schema.md b/plugins/sentry-cli/skills/sentry-cli/references/schema.md
index 5cfa7191b..7e529e530 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/schema.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/schema.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-schema
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Browse the Sentry API schema
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/sourcemap.md b/plugins/sentry-cli/skills/sentry-cli/references/sourcemap.md
index c8880da15..01bf99305 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/sourcemap.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/sourcemap.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-sourcemap
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Manage sourcemaps
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/span.md b/plugins/sentry-cli/skills/sentry-cli/references/span.md
index f37079bdc..1954e4739 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/span.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/span.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-span
-version: 0.26.0
+version: 0.27.0-dev.0
 description: List and view spans in projects or traces
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/team.md b/plugins/sentry-cli/skills/sentry-cli/references/team.md
index 6de93dc46..5150f4ff5 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/team.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/team.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-team
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Work with Sentry teams
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/trace.md b/plugins/sentry-cli/skills/sentry-cli/references/trace.md
index 868acae7b..052be8bb1 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/trace.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/trace.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-trace
-version: 0.26.0
+version: 0.27.0-dev.0
 description: View distributed traces
 requires:
   bins: ["sentry"]
diff --git a/plugins/sentry-cli/skills/sentry-cli/references/trial.md b/plugins/sentry-cli/skills/sentry-cli/references/trial.md
index 139f6ac43..900a48ed4 100644
--- a/plugins/sentry-cli/skills/sentry-cli/references/trial.md
+++ b/plugins/sentry-cli/skills/sentry-cli/references/trial.md
@@ -1,6 +1,6 @@
 ---
 name: sentry-cli-trial
-version: 0.26.0
+version: 0.27.0-dev.0
 description: Manage product trials
 requires:
   bins: ["sentry"]
diff --git a/src/lib/sourcemap/debug-id.ts b/src/lib/sourcemap/debug-id.ts
index 7b4e629ea..2371d4194 100644
--- a/src/lib/sourcemap/debug-id.ts
+++ b/src/lib/sourcemap/debug-id.ts
@@ -133,9 +133,19 @@ export async function injectDebugId(
   // Parse, adjust mappings, add debug ID fields
   const map = JSON.parse(mapContent) as {
     mappings: string;
+    sources?: (string | null)[];
     debug_id?: string;
     debugId?: string;
   };
+
+  // Normalize Windows backslashes in the sources array so uploaded
+  // sourcemaps have consistent forward-slash paths regardless of build
+  // platform. Bundlers on Windows (esbuild, Bun) may produce paths like
+  // "src\\bin.ts". No-op on Linux/macOS.
+  if (map.sources) {
+    map.sources = map.sources.map((s) => (s ? s.replaceAll("\\", "/") : s));
+  }
+
   if (!skipSnippet) {
     // Prepend one `;` to mappings — tells decoders "no mappings for the
     // first line" (the injected snippet line). Each `;` in VLQ mappings
diff --git a/src/lib/telemetry.ts b/src/lib/telemetry.ts
index d8ecc3ad1..f3d58c22a 100644
--- a/src/lib/telemetry.ts
+++ b/src/lib/telemetry.ts
@@ -387,7 +387,12 @@ export function initSentry(
   }
 
   function ensureAbsolute(p: string): string {
-    return isRelativePath(p) ? `/${p}` : p;
+    // Normalize Windows backslashes to forward slashes for sourcemap URL
+    // matching. Bun on Windows produces paths like "dist-bin\bin.js" in
+    // Error.stack — the symbolicator expects forward slashes to match
+    // artifacts at "~/dist-bin/bin.js".
+    const normalized = p.replaceAll("\\", "/");
+    return isRelativePath(normalized) ? `/${normalized}` : normalized;
   }
 
   function normalizeExceptionFrames(event: Sentry.ErrorEvent): void {
diff --git a/test/script/debug-id.test.ts b/test/script/debug-id.test.ts
index 2498ad845..e3ae34384 100644
--- a/test/script/debug-id.test.ts
+++ b/test/script/debug-id.test.ts
@@ -285,6 +285,66 @@ describe("injectDebugId", () => {
     expect(jsAfterSecond).toBe(jsAfterFirst);
   });
 
+  test("normalizes backslashes in sourcemap sources array", async () => {
+    const jsPath = join(tmpDir, "bundle.js");
+    const mapPath = join(tmpDir, "bundle.js.map");
+
+    await writeFile(jsPath, 'console.log("hello");\n');
+    await writeFile(
+      mapPath,
+      JSON.stringify({
+        version: 3,
+        sources: ["src\\lib\\utils.ts", "src\\bin.ts"],
+        mappings: "AAAA",
+      })
+    );
+
+    await injectDebugId(jsPath, mapPath);
+
+    const mapResult = JSON.parse(await readFile(mapPath, "utf-8"));
+    expect(mapResult.sources).toEqual(["src/lib/utils.ts", "src/bin.ts"]);
+  });
+
+  test("preserves null entries in sourcemap sources array", async () => {
+    const jsPath = join(tmpDir, "bundle.js");
+    const mapPath = join(tmpDir, "bundle.js.map");
+
+    await writeFile(jsPath, 'console.log("hello");\n');
+    await writeFile(
+      mapPath,
+      JSON.stringify({
+        version: 3,
+        sources: [null, "src\\bin.ts", null],
+        mappings: "AAAA",
+      })
+    );
+
+    await injectDebugId(jsPath, mapPath);
+
+    const mapResult = JSON.parse(await readFile(mapPath, "utf-8"));
+    expect(mapResult.sources).toEqual([null, "src/bin.ts", null]);
+  });
+
+  test("preserves forward-slash sources unchanged", async () => {
+    const jsPath = join(tmpDir, "bundle.js");
+    const mapPath = join(tmpDir, "bundle.js.map");
+
+    await writeFile(jsPath, 'console.log("hello");\n');
+    await writeFile(
+      mapPath,
+      JSON.stringify({
+        version: 3,
+        sources: ["src/lib/utils.ts", "src/bin.ts"],
+        mappings: "AAAA",
+      })
+    );
+
+    await injectDebugId(jsPath, mapPath);
+
+    const mapResult = JSON.parse(await readFile(mapPath, "utf-8"));
+    expect(mapResult.sources).toEqual(["src/lib/utils.ts", "src/bin.ts"]);
+  });
+
   test("debug ID is deterministic based on sourcemap content", async () => {
     // Create two different JS files with the same sourcemap content
     const jsPath1 = join(tmpDir, "a.js");