diff --git a/.changeset/oauth-header-spread-order.md b/.changeset/oauth-header-spread-order.md
new file mode 100644
index 0000000000..45b58775b0
--- /dev/null
+++ b/.changeset/oauth-header-spread-order.md
@@ -0,0 +1,5 @@
+---
+'@modelcontextprotocol/client': patch
+---
+
+`StreamableHTTPClientTransport` and `SSEClientTransport` now give their transport-managed headers precedence over same-named entries in `requestInit.headers`: `Authorization` when `authProvider` yields a token, `mcp-protocol-version`, and (Streamable HTTP) `mcp-session-id`. Header names compare case-insensitively and every `HeadersInit` form is covered (plain object, tuple array, `Headers` instance). Previously the caller-supplied value won, so a static `Authorization` placeholder (e.g. an env-var API key) kept overriding the OAuth token even after the provider obtained one and the fallback-to-OAuth flow never completed; a `Headers` instance or lowercase key produced a combined `Bearer <fresh>, Bearer <stale>` value instead. A configured `Authorization` is still sent while the provider has no token, and other configured headers pass through unchanged. Closes #2208.
diff --git a/docs/migration/upgrade-to-v2.md b/docs/migration/upgrade-to-v2.md
index 802c2ec264..3353fa5cb7 100644
--- a/docs/migration/upgrade-to-v2.md
+++ b/docs/migration/upgrade-to-v2.md
@@ -808,6 +808,13 @@ value to the spec-required `application/json, text/event-stream` (v1 let it repl
 them). The required media types are always present; additional types are kept for
 proxy/gateway routing.
 
+Transport-managed headers now take precedence over same-named entries in
+`requestInit.headers`: `Authorization` when `authProvider` yields a token,
+`mcp-protocol-version`, and (Streamable HTTP) `mcp-session-id`. v1 let the configured
+header win, so a static `Authorization` placeholder kept overriding the OAuth token even
+after the provider obtained one. A configured `Authorization` value is still sent while
+the provider has no token, which is what lets a static API key fall back to OAuth.
+
 `hostHeaderValidation()` and `localhostHostValidation()` moved to
 `@modelcontextprotocol/express`. The `(allowedHostnames: string[])` signature is the
 same as every released v1.x — only the import path changes. Framework-agnostic helpers
diff --git a/packages/client/src/client/sse.ts b/packages/client/src/client/sse.ts
index 965bb91daa..e0b320b107 100644
--- a/packages/client/src/client/sse.ts
+++ b/packages/client/src/client/sse.ts
@@ -3,7 +3,6 @@ import {
     brandedHasInstance,
     createFetchWithInit,
     JSONRPCMessageSchema,
-    normalizeHeaders,
     SdkError,
     SdkErrorCode,
     SdkHttpError,
@@ -97,15 +96,23 @@ export type SSEClientTransportOptions = {
     /**
      * Customizes the initial SSE request to the server (the request that begins the stream).
      *
-     * NOTE: Setting this property will prevent an `Authorization` header from
-     * being automatically attached to the SSE request, if an {@linkcode SSEClientTransportOptions.authProvider | authProvider} is
-     * also given. This can be worked around by setting the `Authorization` header
-     * manually.
+     * A custom `fetch` supplied here is still wrapped by the transport: the
+     * transport-managed headers, including the `Authorization` header derived from
+     * {@linkcode SSEClientTransportOptions.authProvider | authProvider}, are attached to the
+     * SSE request and take precedence over a same-named entry in `requestInit.headers`
+     * (see {@linkcode SSEClientTransportOptions.requestInit | requestInit}).
      */
     eventSourceInit?: EventSourceInit;
 
     /**
      * Customizes recurring `POST` requests to the server.
+     *
+     * The transport-managed headers take precedence over a same-named entry in
+     * `headers`: `Authorization` when
+     * {@linkcode SSEClientTransportOptions.authProvider | authProvider} yields a token, and
+     * `mcp-protocol-version`. A caller-supplied `Authorization` value is therefore only sent
+     * while the provider has no token, which lets a static API key fall back to OAuth once
+     * the provider obtains one.
      */
     requestInit?: RequestInit;
 
@@ -170,7 +177,19 @@ export class SSEClientTransport implements Transport {
     private _last401Response?: Response;
 
     private async _commonHeaders(): Promise<Headers> {
-        const headers: RequestInit['headers'] & Record<string, string> = {};
+        // Start from the caller-supplied `requestInit.headers` and `set()` the
+        // transport-managed headers on top. `Headers.set` compares names
+        // case-insensitively, so Authorization / mcp-protocol-version replace a
+        // same-named caller entry whatever its spelling. (A plain-object spread would
+        // keep `authorization` and `Authorization` side by side, and the Fetch `Headers`
+        // constructor would then combine them into one two-token value.) This lets
+        // a stale static `Authorization` placeholder (e.g. an env-var API key) fall back
+        // to the OAuth token once the provider has one, and keeps this transport in step
+        // with StreamableHTTPClientTransport. See #2208.
+        // `|| undefined` keeps the old tolerance for a falsy `headers` value (e.g. `null`
+        // from a JS caller or a JSON config forwarded verbatim): the Fetch `Headers`
+        // constructor accepts `undefined` but throws on `null`.
+        const headers = new Headers(this._requestInit?.headers || undefined);
         let token: string | undefined;
         try {
             token = await this._authProvider?.token();
@@ -180,18 +199,12 @@ export class SSEClientTransport implements Transport {
             throw markAuthSeamEscape(error);
         }
         if (token) {
-            headers['Authorization'] = `Bearer ${token}`;
+            headers.set('Authorization', `Bearer ${token}`);
         }
         if (this._protocolVersion) {
-            headers['mcp-protocol-version'] = this._protocolVersion;
+            headers.set('mcp-protocol-version', this._protocolVersion);
         }
-
-        const extraHeaders = normalizeHeaders(this._requestInit?.headers);
-
-        return new Headers({
-            ...headers,
-            ...extraHeaders
-        });
+        return headers;
     }
 
     private _startOrAuth(): Promise<void> {
diff --git a/packages/client/src/client/streamableHttp.ts b/packages/client/src/client/streamableHttp.ts
index c6eaef46d8..c91c6db008 100644
--- a/packages/client/src/client/streamableHttp.ts
+++ b/packages/client/src/client/streamableHttp.ts
@@ -13,7 +13,6 @@ import {
     JSONRPCMessageSchema,
     mcpNameSource,
     mediaTypeEssence,
-    normalizeHeaders,
     PROTOCOL_VERSION_META_KEY,
     SdkError,
     SdkErrorCode,
@@ -183,6 +182,13 @@ export type StreamableHTTPClientTransportOptions = {
 
     /**
      * Customizes HTTP requests to the server.
+     *
+     * `headers` are sent on every request, but the transport-managed headers take
+     * precedence over a same-named entry here: `Authorization` when
+     * {@linkcode StreamableHTTPClientTransportOptions.authProvider | authProvider} yields a
+     * token, `mcp-session-id`, and `mcp-protocol-version`. A caller-supplied `Authorization`
+     * value is therefore only sent while the provider has no token, which lets a static API
+     * key fall back to OAuth once the provider obtains one.
      */
     requestInit?: RequestInit;
 
@@ -443,7 +449,19 @@ export class StreamableHTTPClientTransport implements Transport {
     }
 
     private async _commonHeaders(): Promise<Headers> {
-        const headers: RequestInit['headers'] & Record<string, string> = {};
+        // Start from the caller-supplied `requestInit.headers` and `set()` the
+        // transport-managed headers on top. `Headers.set` compares names
+        // case-insensitively, so Authorization / mcp-session-id / mcp-protocol-version
+        // replace a same-named caller entry whatever its spelling. (A plain-object
+        // spread would keep `authorization` and `Authorization` side by side, and the
+        // Fetch `Headers` constructor would then combine them into one two-token
+        // value.) This lets a stale static `Authorization` placeholder (e.g. an env-var
+        // API key) fall back to the OAuth token once the provider has one, and mirrors
+        // the per-request `RESERVED_REQUEST_HEADER_NAMES` guard in send(). See #2208.
+        // `|| undefined` keeps the old tolerance for a falsy `headers` value (e.g. `null`
+        // from a JS caller or a JSON config forwarded verbatim): the Fetch `Headers`
+        // constructor accepts `undefined` but throws on `null`.
+        const headers = new Headers(this._requestInit?.headers || undefined);
         let token: string | undefined;
         try {
             token = await this._authProvider?.token();
@@ -453,22 +471,15 @@ export class StreamableHTTPClientTransport implements Transport {
             throw markAuthSeamEscape(error);
         }
         if (token) {
-            headers['Authorization'] = `Bearer ${token}`;
+            headers.set('Authorization', `Bearer ${token}`);
         }
-
         if (this._sessionId) {
-            headers['mcp-session-id'] = this._sessionId;
+            headers.set('mcp-session-id', this._sessionId);
         }
         if (this._protocolVersion) {
-            headers['mcp-protocol-version'] = this._protocolVersion;
+            headers.set('mcp-protocol-version', this._protocolVersion);
         }
-
-        const extraHeaders = normalizeHeaders(this._requestInit?.headers);
-
-        return new Headers({
-            ...headers,
-            ...extraHeaders
-        });
+        return headers;
     }
 
     /**
diff --git a/packages/client/test/client/sse.test.ts b/packages/client/test/client/sse.test.ts
index a0d4e7b6f9..6952af8f76 100644
--- a/packages/client/test/client/sse.test.ts
+++ b/packages/client/test/client/sse.test.ts
@@ -303,6 +303,26 @@ describe('SSEClientTransport', () => {
             expect(lastServerRequest.headers.authorization).toBe(authToken);
         });
 
+        it('tolerates requestInit.headers set to null by a JavaScript caller', async () => {
+            // The TS type excludes null, but a JS caller or a JSON config forwarded verbatim can
+            // pass it. `new Headers(null)` throws, so the transport must map falsy to undefined.
+            transport = new SSEClientTransport(resourceBaseUrl, {
+                requestInit: { headers: null as unknown as RequestInit['headers'] }
+            });
+
+            await transport.start();
+            expect(lastServerRequest.headers.accept).toBe('text/event-stream');
+
+            const message: JSONRPCMessage = {
+                jsonrpc: '2.0',
+                id: '1',
+                method: 'test',
+                params: {}
+            };
+            await transport.send(message);
+            expect(lastServerRequest.headers['content-type']).toBe('application/json');
+        });
+
         it('passes custom headers to fetch requests', async () => {
             const customHeaders = {
                 Authorization: 'Bearer test-token',
@@ -660,6 +680,123 @@ describe('SSEClientTransport', () => {
             expect(lastServerRequest.headers['x-custom-header']).toBe('custom-value');
         });
 
+        it('lets the auth provider token override a stale caller-supplied Authorization header', async () => {
+            // Regression test for #2208: transport-managed headers are merged on top of
+            // requestInit.headers, so a static Authorization placeholder (e.g. an env-var
+            // API key) gives way to the provider's token on both the SSE GET and POSTs.
+            mockAuthProvider.tokens.mockResolvedValue({
+                access_token: 'fresh-token',
+                token_type: 'Bearer'
+            });
+
+            transport = new SSEClientTransport(resourceBaseUrl, {
+                authProvider: mockAuthProvider,
+                requestInit: {
+                    headers: {
+                        Authorization: 'Bearer stale-placeholder',
+                        'X-Custom-Header': 'custom-value'
+                    }
+                }
+            });
+
+            await transport.start();
+
+            // SSE GET
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-custom-header']).toBe('custom-value');
+
+            const message: JSONRPCMessage = {
+                jsonrpc: '2.0',
+                id: '1',
+                method: 'test',
+                params: {}
+            };
+
+            await transport.send(message);
+
+            // POST
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-custom-header']).toBe('custom-value');
+        });
+
+        it('replaces a caller-supplied Authorization header regardless of name casing (Headers instance)', async () => {
+            // #2208 follow-up: `Headers` normalizes names to lowercase; the transport must
+            // still send exactly its own token, not a combined two-token value.
+            mockAuthProvider.tokens.mockResolvedValue({
+                access_token: 'fresh-token',
+                token_type: 'Bearer'
+            });
+
+            transport = new SSEClientTransport(resourceBaseUrl, {
+                authProvider: mockAuthProvider,
+                requestInit: {
+                    headers: new Headers({
+                        authorization: 'Bearer stale-placeholder',
+                        'x-custom-header': 'custom-value'
+                    })
+                }
+            });
+
+            await transport.start();
+
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-custom-header']).toBe('custom-value');
+
+            const message: JSONRPCMessage = {
+                jsonrpc: '2.0',
+                id: '1',
+                method: 'test',
+                params: {}
+            };
+
+            await transport.send(message);
+
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-custom-header']).toBe('custom-value');
+        });
+
+        it('keeps Fetch Headers combine semantics for a repeated name in a tuple array', async () => {
+            // A repeated name in a tuple array is the one `HeadersInit` form that can express a
+            // multi-valued header, and `fetch(url, { headers: [['x', 'a'], ['x', 'b']] })` sends
+            // "x: a, b". The transport builds its headers with the same `Headers` constructor, so
+            // a caller-supplied repeated name is combined exactly as a direct `fetch` would, while
+            // a repeated *transport-managed* name is still replaced outright by the transport's
+            // own value rather than combined with it.
+            mockAuthProvider.tokens.mockResolvedValue({
+                access_token: 'fresh-token',
+                token_type: 'Bearer'
+            });
+
+            transport = new SSEClientTransport(resourceBaseUrl, {
+                authProvider: mockAuthProvider,
+                requestInit: {
+                    headers: [
+                        ['Authorization', 'Bearer stale-1'],
+                        ['Authorization', 'Bearer stale-2'],
+                        ['x-multi', 'a'],
+                        ['x-multi', 'b']
+                    ]
+                }
+            });
+
+            await transport.start();
+
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-multi']).toBe('a, b');
+
+            const message: JSONRPCMessage = {
+                jsonrpc: '2.0',
+                id: '1',
+                method: 'test',
+                params: {}
+            };
+
+            await transport.send(message);
+
+            expect(lastServerRequest.headers.authorization).toBe('Bearer fresh-token');
+            expect(lastServerRequest.headers['x-multi']).toBe('a, b');
+        });
+
         it('refreshes expired token during SSE connection', async () => {
             // Mock tokens() to return expired token until saveTokens is called
             let currentTokens: OAuthTokens = {
diff --git a/packages/client/test/client/streamableHttp.test.ts b/packages/client/test/client/streamableHttp.test.ts
index a36bbc0ad3..17fd2df276 100644
--- a/packages/client/test/client/streamableHttp.test.ts
+++ b/packages/client/test/client/streamableHttp.test.ts
@@ -702,6 +702,169 @@ describe('StreamableHTTPClientTransport', () => {
         expect(globalThis.fetch).toHaveBeenCalledTimes(2);
     });
 
+    it('OAuth-derived Authorization overrides a stale caller-supplied Authorization', async () => {
+        // Regression test for #2208: the SDK-derived common headers must be
+        // merged on top of caller-supplied headers, so OAuth-derived tokens
+        // (or any SDK-computed value) win over a stale placeholder the
+        // caller might have set in `requestInit.headers` (e.g. an env-var
+        // API key that's no longer valid).
+        const tokens: OAuthTokens = {
+            access_token: 'oauth-access-token',
+            token_type: 'Bearer'
+        };
+        mockAuthProvider.tokens.mockResolvedValue(tokens);
+        const requestInit = {
+            headers: {
+                Authorization: 'Bearer stale-placeholder',
+                'mcp-protocol-version': 'caller-supplied',
+                'X-Caller-Header': 'preserved'
+            }
+        };
+        transport = new StreamableHTTPClientTransport(new URL('http://localhost:1234/mcp'), {
+            requestInit,
+            authProvider: mockAuthProvider
+        });
+        transport.setProtocolVersion('2025-03-26');
+
+        let actualReqInit: RequestInit = {};
+        (globalThis.fetch as Mock).mockImplementation(async (_url, reqInit) => {
+            actualReqInit = reqInit;
+            return new Response(null, { status: 200, headers: { 'content-type': 'text/event-stream' } });
+        });
+
+        await transport.start();
+        await transport['_startOrAuthSse']({});
+        // On the SSE GET: the OAuth-derived token wins over the stale placeholder, and so
+        // does the transport-managed protocol version.
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('mcp-protocol-version')).toBe('2025-03-26');
+        // Caller-supplied non-auth headers still pass through.
+        expect((actualReqInit.headers as Headers).get('x-caller-header')).toBe('preserved');
+
+        // Same precedence on POST.
+        await transport.send({ jsonrpc: '2.0', method: 'test', params: {} } as JSONRPCMessage);
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('mcp-protocol-version')).toBe('2025-03-26');
+        expect((actualReqInit.headers as Headers).get('x-caller-header')).toBe('preserved');
+        expect(globalThis.fetch).toHaveBeenCalledTimes(2);
+    });
+
+    it.each([
+        [
+            'a Headers instance',
+            (): NonNullable<RequestInit['headers']> =>
+                new Headers({
+                    authorization: 'Bearer stale-placeholder',
+                    'MCP-Protocol-Version': 'caller-supplied',
+                    'x-caller-header': 'preserved'
+                })
+        ],
+        [
+            'a lowercase plain object',
+            (): NonNullable<RequestInit['headers']> => ({
+                authorization: 'Bearer stale-placeholder',
+                'MCP-Protocol-Version': 'caller-supplied',
+                'x-caller-header': 'preserved'
+            })
+        ],
+        [
+            'a tuple array',
+            (): NonNullable<RequestInit['headers']> => [
+                ['authorization', 'Bearer stale-placeholder'],
+                ['MCP-Protocol-Version', 'caller-supplied'],
+                ['x-caller-header', 'preserved']
+            ]
+        ]
+    ])('transport-managed headers replace caller-supplied ones regardless of name casing (%s)', async (_label, makeHeaders) => {
+        // #2208 follow-up: header names compare case-insensitively. A `Headers` instance
+        // normalizes names to lowercase and a caller may spell them any way; a key-exact
+        // object merge would keep both spellings and the Fetch `Headers` constructor would
+        // then combine them into one two-token value. The transport must send exactly its
+        // own value.
+        mockAuthProvider.tokens.mockResolvedValue({ access_token: 'oauth-access-token', token_type: 'Bearer' });
+        transport = new StreamableHTTPClientTransport(new URL('http://localhost:1234/mcp'), {
+            requestInit: { headers: makeHeaders() },
+            authProvider: mockAuthProvider
+        });
+        transport.setProtocolVersion('2025-03-26');
+
+        let actualReqInit: RequestInit = {};
+        (globalThis.fetch as Mock).mockImplementation(async (_url, reqInit) => {
+            actualReqInit = reqInit;
+            return new Response(null, { status: 200, headers: { 'content-type': 'text/event-stream' } });
+        });
+
+        await transport.start();
+        await transport['_startOrAuthSse']({});
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('mcp-protocol-version')).toBe('2025-03-26');
+        expect((actualReqInit.headers as Headers).get('x-caller-header')).toBe('preserved');
+
+        await transport.send({ jsonrpc: '2.0', method: 'test', params: {} } as JSONRPCMessage);
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('mcp-protocol-version')).toBe('2025-03-26');
+        expect((actualReqInit.headers as Headers).get('x-caller-header')).toBe('preserved');
+    });
+
+    it('keeps Fetch Headers combine semantics for a repeated name in a tuple array', async () => {
+        // A repeated name in a tuple array is the one `HeadersInit` form that can express a
+        // multi-valued header, and `fetch(url, { headers: [['x', 'a'], ['x', 'b']] })` sends
+        // "x: a, b". The transport builds its headers with the same `Headers` constructor, so
+        // a caller-supplied repeated name is combined exactly as a direct `fetch` would, while
+        // a repeated *transport-managed* name is still replaced outright by the transport's
+        // own value rather than combined with it.
+        mockAuthProvider.tokens.mockResolvedValue({ access_token: 'oauth-access-token', token_type: 'Bearer' });
+        transport = new StreamableHTTPClientTransport(new URL('http://localhost:1234/mcp'), {
+            requestInit: {
+                headers: [
+                    ['Authorization', 'Bearer stale-1'],
+                    ['Authorization', 'Bearer stale-2'],
+                    ['x-multi', 'a'],
+                    ['x-multi', 'b']
+                ]
+            },
+            authProvider: mockAuthProvider
+        });
+
+        let actualReqInit: RequestInit = {};
+        (globalThis.fetch as Mock).mockImplementation(async (_url, reqInit) => {
+            actualReqInit = reqInit;
+            return new Response(null, { status: 200, headers: { 'content-type': 'text/event-stream' } });
+        });
+
+        await transport.start();
+        await transport['_startOrAuthSse']({});
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('x-multi')).toBe('a, b');
+
+        await transport.send({ jsonrpc: '2.0', method: 'test', params: {} } as JSONRPCMessage);
+        expect((actualReqInit.headers as Headers).get('authorization')).toBe('Bearer oauth-access-token');
+        expect((actualReqInit.headers as Headers).get('x-multi')).toBe('a, b');
+    });
+
+    it('tolerates requestInit.headers set to null by a JavaScript caller', async () => {
+        // The TS type excludes null, but a JS caller or a JSON config forwarded verbatim can
+        // pass it. `new Headers(null)` throws, so the transport must map falsy to undefined.
+        transport = new StreamableHTTPClientTransport(new URL('http://localhost:1234/mcp'), {
+            requestInit: { headers: null as unknown as RequestInit['headers'] }
+        });
+
+        let actualReqInit: RequestInit = {};
+        (globalThis.fetch as Mock).mockImplementation(async (_url, reqInit) => {
+            actualReqInit = reqInit;
+            return new Response(null, { status: 200, headers: { 'content-type': 'text/event-stream' } });
+        });
+
+        await transport.start();
+        await transport['_startOrAuthSse']({});
+        expect(actualReqInit.headers).toBeInstanceOf(Headers);
+        expect((actualReqInit.headers as Headers).get('accept')).toContain('text/event-stream');
+
+        await transport.send({ jsonrpc: '2.0', method: 'test', params: {} } as JSONRPCMessage);
+        expect(actualReqInit.headers).toBeInstanceOf(Headers);
+        expect(globalThis.fetch).toHaveBeenCalledTimes(2);
+    });
+
     it('should always send specified custom headers (Headers class)', async () => {
         const requestInit = {
             headers: new Headers({
diff --git a/test/e2e/requirements.ts b/test/e2e/requirements.ts
index 75311be0e3..3f3fe4b39b 100644
--- a/test/e2e/requirements.ts
+++ b/test/e2e/requirements.ts
@@ -2917,6 +2917,13 @@ export const REQUIREMENTS: Record<string, Requirement> = {
         transports: ['streamableHttp'],
         note: "This exercises the HTTP client transport's auth hook; the matrix transport arg is ignored, so it runs as a single streamableHttp-labelled cell to avoid duplicate runs."
     },
+    'client-auth:authprovider:token-overrides-requestinit': {
+        source: 'sdk',
+        behavior:
+            'When an AuthProvider yields a token, the Authorization header the transport derives from it takes precedence over a same-named header configured in requestInit.headers on every HTTP request, so a stale static credential falls back to the provider token; other configured headers still pass through.',
+        transports: ['streamableHttp'],
+        note: "This exercises the HTTP client transport's header merge order (#2208); the matrix transport arg is ignored, so it runs as a single streamableHttp-labelled cell to avoid duplicate runs."
+    },
     'client-auth:authprovider:onunauthorized-retry': {
         source: 'sdk',
         behavior:
diff --git a/test/e2e/scenarios/client-auth.test.ts b/test/e2e/scenarios/client-auth.test.ts
index caa1d74fe4..6441abd593 100644
--- a/test/e2e/scenarios/client-auth.test.ts
+++ b/test/e2e/scenarios/client-auth.test.ts
@@ -2066,6 +2066,73 @@ verifies('client-auth:authprovider:token-attached', async (_args: TestArgs) => {
     }
 });
 
+verifies('client-auth:authprovider:token-overrides-requestinit', async (_args: TestArgs) => {
+    const TOKEN = 'provider-bearer-token';
+    const STALE = 'stale-configured-token';
+
+    // Minimal AuthProvider: token() only. Mirrors a config that pins a static API key in
+    // requestInit.headers but must defer to the provider once it has a token (#2208).
+    const authProvider: AuthProvider = {
+        token: async () => TOKEN
+    };
+
+    const seenByServer: Array<{ authorization: string | null; custom: string | null }> = [];
+    const mcpHost = hostPerSession(() => {
+        const s = new McpServer({ name: 's', version: '0' });
+        s.registerTool('probe', { inputSchema: z.object({}) }, (_a, ctx) => {
+            seenByServer.push({
+                authorization: ctx.http?.req?.headers.get('authorization') ?? null,
+                custom: ctx.http?.req?.headers.get('x-caller-header') ?? null
+            });
+            return { content: [{ type: 'text', text: 'ok' }] };
+        });
+        return s;
+    });
+
+    const requests: Array<{ method: string; authorization: string | null; custom: string | null }> = [];
+    const recordingFetch = async (url: URL | string, init?: RequestInit) => {
+        const headers = new Headers(init?.headers);
+        requests.push({
+            method: init?.method ?? 'GET',
+            authorization: headers.get('authorization'),
+            custom: headers.get('x-caller-header')
+        });
+        return mcpHost.handleRequest(new Request(url, init));
+    };
+
+    const client = new Client({ name: 'c', version: '0' });
+    const transport = new StreamableHTTPClientTransport(new URL(MCP_URL), {
+        authProvider,
+        fetch: recordingFetch,
+        requestInit: { headers: { Authorization: `Bearer ${STALE}`, 'X-Caller-Header': 'preserved' } }
+    });
+
+    try {
+        await client.connect(transport);
+        const result = await client.callTool({ name: 'probe', arguments: {} });
+        expect(result.content).toEqual([{ type: 'text', text: 'ok' }]);
+
+        // The standalone SSE GET is opened fire-and-forget after initialize; wait for it so it is checked too.
+        await vi.waitFor(() => expect(requests.some(r => r.method === 'GET')).toBe(true));
+
+        // Exactly three POSTs (initialize, notifications/initialized, tools/call) plus the standalone SSE GET,
+        // every one carrying the provider token rather than the configured placeholder, with the other
+        // configured header passing through untouched.
+        expect(requests.filter(r => r.method === 'POST')).toHaveLength(3);
+        expect(requests.filter(r => r.method === 'GET')).toHaveLength(1);
+        for (const req of requests) {
+            expect(req.authorization).toBe(`Bearer ${TOKEN}`);
+            expect(req.custom).toBe('preserved');
+        }
+
+        // The provider token, not the placeholder, is what reached the server on tools/call.
+        expect(seenByServer).toEqual([{ authorization: `Bearer ${TOKEN}`, custom: 'preserved' }]);
+    } finally {
+        await client.close();
+        await mcpHost.close();
+    }
+});
+
 verifies('client-auth:authprovider:onunauthorized-retry', async (_args: TestArgs) => {
     const STALE = 'stale-bearer-token';
     const FRESH = 'fresh-bearer-token';