diff --git a/packages/app/src/runtime/server/client.test.ts b/packages/app/src/runtime/server/client.test.ts
index 343d242e7f4..d768d9d7fd5 100644
--- a/packages/app/src/runtime/server/client.test.ts
+++ b/packages/app/src/runtime/server/client.test.ts
@@ -1,7 +1,7 @@
 import { describe, expect, test } from "bun:test"
 import type { OpenCodeEvent } from "@opencode-ai/client/promise"
 import { createRoot } from "solid-js"
-import { createOpenCodeEventSource } from "./client"
+import { createOpenCodeEventSource, createServerTransport } from "./client"
 
 const permission = {
   id: "evt_permission",
@@ -84,3 +84,39 @@ describe("server event stream", () => {
     second.dispose()
   })
 })
+
+test("rotates HTTP and PTY clients together", async () => {
+  const requests: Array<{ url: string; authorization: string | null }> = []
+  const fetch = (async (input: string | URL | Request, init?: RequestInit) => {
+    const request = input instanceof Request ? input : new Request(input, init)
+    requests.push({ url: request.url, authorization: request.headers.get("authorization") })
+    return Response.json({ healthy: true, version: "2.0.0-test", pid: 1 })
+  }) as typeof globalThis.fetch
+  const transport = createServerTransport({
+    http: { url: "http://127.0.0.1:4100", username: "opencode", password: "first" },
+    fetch,
+  })
+  const initialPty = transport.pty
+
+  await transport.api.health.get()
+  const replacement = transport.update({
+    url: "http://127.0.0.1:4200",
+    username: "opencode",
+    password: "second",
+  })
+  await transport.api.health.get()
+
+  expect(replacement).toBe(transport.api)
+  expect(transport.pty).not.toBe(initialPty)
+  expect(transport.url).toBe("http://127.0.0.1:4200")
+  expect(requests).toEqual([
+    {
+      url: "http://127.0.0.1:4100/api/health",
+      authorization: `Basic ${btoa("opencode:first")}`,
+    },
+    {
+      url: "http://127.0.0.1:4200/api/health",
+      authorization: `Basic ${btoa("opencode:second")}`,
+    },
+  ])
+})
diff --git a/packages/app/src/runtime/server/client.tsx b/packages/app/src/runtime/server/client.tsx
index c27f8767e72..71ac4db5f72 100644
--- a/packages/app/src/runtime/server/client.tsx
+++ b/packages/app/src/runtime/server/client.tsx
@@ -72,11 +72,12 @@ type ServerSDKBase = {
 
 function createServerSdkContextBase(server: ServerConnection.Any, scope: ServerScope): ServerSDKBase {
   const platform = usePlatform()
-  const api = createApiForServer({ server: server.http, fetch: platform.fetch })
-  const pty = createPtyClient(api, { url: server.http.url })
+  const transport = createServerTransport({ http: server.http, fetch: platform.fetch })
   const events = createOpenCodeEventSource()
+  const reconnect = server.type === "sidecar" && server.variant === "base" ? server.reconnect : undefined
 
-  const connection = createClientConnection(api, {
+  const connection = createClientConnection(transport.api, {
+    reconnect: reconnect ? async (signal) => transport.update(await reconnect(signal)) : undefined,
     flushInterval: 16,
     pageLifecycle: true,
     onEvent(event) {
@@ -85,7 +86,7 @@ function createServerSdkContextBase(server: ServerConnection.Any, scope: ServerS
     log: {
       info(message, data) {
         if (message !== "event stream disconnected") return
-        console.info("[global-sdk] event stream disconnected", { url: server.http.url, ...data })
+        console.info("[global-sdk] event stream disconnected", { url: transport.url, managed: !!reconnect, ...data })
       },
     },
   })
@@ -93,14 +94,48 @@ function createServerSdkContextBase(server: ServerConnection.Any, scope: ServerS
   return {
     server,
     scope,
-    url: server.http.url,
-    api,
-    pty,
+    get url() {
+      return transport.url
+    },
+    get api() {
+      return transport.api
+    },
+    get pty() {
+      return transport.pty
+    },
     connection,
     event: events.event,
   }
 }
 
+export function createServerTransport(input: { http: ServerConnection.HttpBase; fetch?: typeof globalThis.fetch }): {
+  update(http: ServerConnection.HttpBase): ServerApi
+  readonly url: string
+  readonly api: ServerApi
+  readonly pty: ReturnType<typeof createPtyClient>
+} {
+  const build = (http: ServerConnection.HttpBase) => {
+    const api = createApiForServer({ server: http, fetch: input.fetch })
+    return { http, api, pty: createPtyClient(api, { url: http.url }) }
+  }
+  const state = { current: build(input.http) }
+  return {
+    update(http: ServerConnection.HttpBase) {
+      state.current = build(http)
+      return state.current.api
+    },
+    get url() {
+      return state.current.http.url
+    },
+    get api() {
+      return state.current.api
+    },
+    get pty() {
+      return state.current.pty
+    },
+  }
+}
+
 export type ServerSDK = ServerSDKBase & {
   ensureDirSdkContext: (directory: string) => ReturnType<typeof createDirSdkContext>
 }
diff --git a/packages/app/src/runtime/server/registry.tsx b/packages/app/src/runtime/server/registry.tsx
index 5b347a0cfc7..133fa1db92e 100644
--- a/packages/app/src/runtime/server/registry.tsx
+++ b/packages/app/src/runtime/server/registry.tsx
@@ -210,7 +210,7 @@ export namespace ServerConnection {
     http: HttpBase
   } & (
     | // Regular desktop server
-    { variant: "base" }
+    { variant: "base"; reconnect?: (signal: AbortSignal) => Promise<HttpBase> }
     // WSL server (windows only)
     | {
         variant: "wsl"
diff --git a/packages/app/src/runtime/server/sync.tsx b/packages/app/src/runtime/server/sync.tsx
index 5c1a960576c..59f0704e1d7 100644
--- a/packages/app/src/runtime/server/sync.tsx
+++ b/packages/app/src/runtime/server/sync.tsx
@@ -36,10 +36,10 @@ export const loadLspQuery = (scope: ServerScope, directory: string) =>
     queryFn: async () => [],
   })
 
-function makeQueryOptionsApi(scope: ServerScope, serverAPI: ServerApi) {
+function makeQueryOptionsApi(scope: ServerScope, serverAPI: () => ServerApi) {
   return {
     globalConfig: () => loadGlobalConfigQuery(scope),
-    path: () => loadPathQuery(scope, null, serverAPI.location),
+    path: () => loadPathQuery(scope, null, serverAPI().location),
     lsp: (directory: PathKey) => loadLspQuery(scope, directory),
   }
 }
@@ -52,7 +52,7 @@ export function createServerSyncContextInner(serverSDK: ServerSDK, data: Data) {
   if (!owner) throw new Error("ServerSync must be created within owner")
 
   const booting = new Map<string, Promise<void>>()
-  const queryOptionsApi = makeQueryOptionsApi(serverSDK.scope, serverSDK.api)
+  const queryOptionsApi = makeQueryOptionsApi(serverSDK.scope, () => serverSDK.api)
   const connected = () => serverSDK.connection.status() === "connected"
 
   const [configQuery, pathQuery] = useQueries(() => ({
diff --git a/packages/desktop/src/main/ipc-handlers/app.ts b/packages/desktop/src/main/ipc-handlers/app.ts
index 6e2300e0ec8..087784bb3b0 100644
--- a/packages/desktop/src/main/ipc-handlers/app.ts
+++ b/packages/desktop/src/main/ipc-handlers/app.ts
@@ -30,6 +30,7 @@ export const appHandlers = AppRpcs.toLayer(
     const runFork = Effect.runForkWith(yield* Effect.context())
     return AppRpcs.of({
       AppAwaitInitialization: () => background.connection,
+      AppReconnectService: () => background.reconnect,
       AppConsumeInitialDeepLinks: () => Effect.sync(lifecycle.consumeInitialDeepLinks),
       AppGetDefaultServerUrl: () => Effect.sync(getDefaultServerUrl),
       AppSetDefaultServerUrl: ({ url }) => Effect.sync(() => setDefaultServerUrl(url)),
diff --git a/packages/desktop/src/main/service/background-service-state.test.ts b/packages/desktop/src/main/service/background-service-state.test.ts
new file mode 100644
index 00000000000..33b8e69cd61
--- /dev/null
+++ b/packages/desktop/src/main/service/background-service-state.test.ts
@@ -0,0 +1,15 @@
+import { expect, test } from "bun:test"
+import { Effect } from "effect"
+import { BackgroundServiceState } from "./background-service-state"
+
+test("new consumers receive the latest reconnected service", async () => {
+  const initial = { url: "http://127.0.0.1:4100", username: "opencode", password: "first" }
+  const replacement = { url: "http://127.0.0.1:4200", username: "opencode", password: "second" }
+  const service = await Effect.runPromise(
+    BackgroundServiceState.make({ initial: Effect.succeed(initial), reconnect: Effect.succeed(replacement) }),
+  )
+
+  expect(await Effect.runPromise(service.connection)).toEqual(initial)
+  expect(await Effect.runPromise(service.reconnect)).toEqual(replacement)
+  expect(await Effect.runPromise(service.connection)).toEqual(replacement)
+})
diff --git a/packages/desktop/src/main/service/background-service-state.ts b/packages/desktop/src/main/service/background-service-state.ts
new file mode 100644
index 00000000000..892a2abb92b
--- /dev/null
+++ b/packages/desktop/src/main/service/background-service-state.ts
@@ -0,0 +1,16 @@
+export * as BackgroundServiceState from "./background-service-state"
+
+import { Effect, Exit, Ref } from "effect"
+import type { ServerReadyData } from "../../shared/ipc-contract"
+
+export const make = Effect.fn("BackgroundServiceState.make")(function* (options: {
+  readonly initial: Effect.Effect<ServerReadyData, unknown>
+  readonly reconnect: Effect.Effect<ServerReadyData>
+}) {
+  // Every Exit is an Effect, so the latest resolution replays directly for each consumer.
+  const current = yield* Ref.make<Exit.Exit<ServerReadyData, unknown>>(yield* options.initial.pipe(Effect.exit))
+  return {
+    connection: Ref.get(current).pipe(Effect.flatten, Effect.orDie),
+    reconnect: options.reconnect.pipe(Effect.tap((next) => Ref.set(current, Exit.succeed(next)))),
+  }
+})
diff --git a/packages/desktop/src/main/service/background-service.ts b/packages/desktop/src/main/service/background-service.ts
index a7b41cdfd61..8dda7000dc7 100644
--- a/packages/desktop/src/main/service/background-service.ts
+++ b/packages/desktop/src/main/service/background-service.ts
@@ -1,12 +1,14 @@
 import { app } from "electron"
-import { Context, Effect, Exit, Layer, Path } from "effect"
+import { Context, Effect, FileSystem, Layer, Path } from "effect"
 import type { ServerReadyData } from "../../shared/ipc-contract"
+import { BackgroundServiceState } from "./background-service-state"
 import { cleanStages, DesktopCli } from "./desktop-cli"
 
 export * as BackgroundService from "./background-service"
 
 export interface Interface {
   readonly connection: Effect.Effect<ServerReadyData>
+  readonly reconnect: Effect.Effect<ServerReadyData>
 }
 
 export class Service extends Context.Service<Service, Interface>()("opencode/desktop/BackgroundService") {}
@@ -14,22 +16,24 @@ export class Service extends Context.Service<Service, Interface>()("opencode/des
 export const layer = Layer.effect(
   Service,
   Effect.gen(function* () {
-    const result = yield* start().pipe(Effect.exit)
-    return Service.of({
-      connection: Exit.isSuccess(result)
-        ? Effect.succeed(result.value)
-        : Effect.failCause(result.cause).pipe(Effect.orDie),
-    })
+    const context = yield* Effect.context<FileSystem.FileSystem | Path.Path | DesktopCli.Service>()
+    return Service.of(
+      yield* BackgroundServiceState.make({
+        initial: connect("initial").pipe(Effect.provide(context)),
+        reconnect: connect("reconnect").pipe(Effect.provide(context), Effect.orDie),
+      }),
+    )
   }),
 )
 
-const start = Effect.fn("BackgroundService.start")(function* () {
+const connect = Effect.fn("BackgroundService.connect")(function* (mode: "initial" | "reconnect") {
   yield* Effect.logInfo("starting v2 background service")
   const path = yield* Path.Path
   const desktopCli = yield* DesktopCli.Service
   const runFork = Effect.runForkWith(yield* Effect.context())
   const isolated = !app.isPackaged && process.env.OPENCODE_DESKTOP_ISOLATED_SERVER === "1"
   const cli = yield* desktopCli.resolve
+  const version = mode === "initial" ? cli.version : undefined
   if (isolated) process.env.XDG_STATE_HOME = app.getPath("userData")
   const client = yield* Effect.promise(() => import("@opencode-ai/client/service"))
   const service = yield* Effect.tryPromise(() =>
@@ -38,7 +42,7 @@ const start = Effect.fn("BackgroundService.start")(function* () {
         isolated && process.env.OPENCODE_DESKTOP_SERVER_CHANNEL === "local"
           ? path.join(app.getPath("userData"), "opencode", "service-local.json")
           : undefined,
-      version: cli.version,
+      version,
       command: [...cli.command, "serve", "--service", ...(isolated ? ["--port", "0"] : [])],
       onStart: (reason, previousVersion) =>
         runFork(Effect.logInfo("v2 CLI background service starting", { reason, previousVersion })),
@@ -49,10 +53,10 @@ const start = Effect.fn("BackgroundService.start")(function* () {
   if (url.hostname === "0.0.0.0") url.hostname = "127.0.0.1"
   yield* Effect.logInfo("v2 CLI background service ready", {
     username: service.auth.username,
-    version: cli.version,
+    version,
     ...endpoint(url.origin),
   })
-  if (isolated && cli.binary) yield* cleanStages(cli.binary).pipe(Effect.orDie)
+  if (mode === "initial" && isolated && cli.binary) yield* cleanStages(cli.binary).pipe(Effect.orDie)
   return {
     url: url.origin,
     username: service.auth.username,
diff --git a/packages/desktop/src/renderer/api-types.ts b/packages/desktop/src/renderer/api-types.ts
index 876ff95267c..1c1a893bb6d 100644
--- a/packages/desktop/src/renderer/api-types.ts
+++ b/packages/desktop/src/renderer/api-types.ts
@@ -22,6 +22,7 @@ export type UpdaterAPI = {
 
 export type ElectronAPI = {
   awaitInitialization(): Promise<ServerReadyData>
+  reconnectService(): Promise<ServerReadyData>
   wslServers: WslServersAPI
   updater: UpdaterAPI
   consumeInitialDeepLinks(): Promise<string[]>
diff --git a/packages/desktop/src/renderer/api.ts b/packages/desktop/src/renderer/api.ts
index 96173a5ea26..d8881e55718 100644
--- a/packages/desktop/src/renderer/api.ts
+++ b/packages/desktop/src/renderer/api.ts
@@ -24,6 +24,7 @@ const updaterHandler = (state: UpdaterState) => {
 
 export const api: ElectronAPI = {
   awaitInitialization: () => invoke("AppAwaitInitialization"),
+  reconnectService: () => invoke("AppReconnectService"),
   wslServers: {
     getState: () => invoke("WslGetState").then(mutable),
     subscribe: (cb) => {
diff --git a/packages/desktop/src/renderer/desktop-app.tsx b/packages/desktop/src/renderer/desktop-app.tsx
index 339d748cfd8..4fd241e94fe 100644
--- a/packages/desktop/src/renderer/desktop-app.tsx
+++ b/packages/desktop/src/renderer/desktop-app.tsx
@@ -24,7 +24,7 @@ import type { ElectronAPI } from "./api-types"
 import { DesktopFirstLaunchOnboarding } from "./onboarding"
 import { createDesktopPlatform, type DesktopWindowState } from "./platform"
 import { bindDesktopMenu } from "./platform/menu"
-import { initializationData } from "./startup/initialization"
+import { createSidecarResolver, initializationData, sidecarHttp } from "./startup/initialization"
 import { preloadStoredLocale } from "./startup/locale"
 import { LoadingSplash } from "./startup/splash"
 import { getLastActiveUrl } from "./window/route-storage"
@@ -75,7 +75,7 @@ function DesktopWindow(props: {
   onRoute: (route: LayoutRoute) => void
 }) {
   const platform = createDesktopPlatform(props.api, props.windowState, props.updater)
-  const [sidecar] = createResource(() => props.api.awaitInitialization())
+  const [sidecar, { mutate: setSidecar }] = createResource(() => props.api.awaitInitialization())
   const [defaultServer] = createResource(() => platform.getDefaultServer?.())
   const [locale] = createResource(() => preloadStoredLocale(platform))
   const [initialRoute] = createResource(() => preloadRoute(getLastActiveUrl(props.windowState.id)))
@@ -97,11 +97,8 @@ function DesktopWindow(props: {
           displayName: language.t("desktop.server.local"),
           type: "sidecar",
           variant: "base",
-          http: {
-            url: data.url,
-            username: data.username ?? undefined,
-            password: data.password ?? undefined,
-          },
+          http: sidecarHttp(data),
+          reconnect: createSidecarResolver({ api: props.api, current: sidecar, update: setSidecar }),
         })
       }
       list.push(...readyWslConnections(wslServers.data, language.t("wsl.server.label")))
diff --git a/packages/desktop/src/renderer/startup/initialization.test.ts b/packages/desktop/src/renderer/startup/initialization.test.ts
index 7410b9b0cd3..478f5a07827 100644
--- a/packages/desktop/src/renderer/startup/initialization.test.ts
+++ b/packages/desktop/src/renderer/startup/initialization.test.ts
@@ -1,5 +1,5 @@
 import { describe, expect, test } from "bun:test"
-import { initializationData } from "./initialization"
+import { createSidecarResolver, initializationData } from "./initialization"
 
 describe("desktop renderer initialization", () => {
   test("throws the original initialization error before rendering server providers", () => {
@@ -45,4 +45,48 @@ describe("desktop renderer initialization", () => {
     expect(caught.message).toBe("")
     expect((caught as Error & { localServerStartup?: boolean }).localServerStartup).toBe(true)
   })
+
+  test("refreshes the managed sidecar endpoint", async () => {
+    const sidecar = { url: "http://127.0.0.1:4321", username: "opencode", password: "next" }
+    const updates: (typeof sidecar)[] = []
+    const resolve = createSidecarResolver({
+      api: { reconnectService: async () => sidecar },
+      current: () => undefined,
+      update: (next) => updates.push(next),
+    })
+
+    expect(await resolve(new AbortController().signal)).toEqual(sidecar)
+    expect(updates).toEqual([sidecar])
+  })
+
+  test("keeps the current sidecar when reconnection resolves the same endpoint", async () => {
+    const sidecar = { url: "http://127.0.0.1:4321", username: "opencode", password: "same" }
+    const updates: (typeof sidecar)[] = []
+    const resolve = createSidecarResolver({
+      api: { reconnectService: async () => ({ ...sidecar }) },
+      current: () => sidecar,
+      update: (next) => updates.push(next),
+    })
+
+    expect(await resolve(new AbortController().signal)).toEqual(sidecar)
+    expect(updates).toEqual([])
+  })
+
+  test("does not publish a sidecar resolved after cancellation", async () => {
+    const sidecar = { url: "http://127.0.0.1:4321", username: "opencode", password: "next" }
+    const pending = Promise.withResolvers<typeof sidecar>()
+    const updates: (typeof sidecar)[] = []
+    const resolve = createSidecarResolver({
+      api: { reconnectService: () => pending.promise },
+      current: () => undefined,
+      update: (next) => updates.push(next),
+    })
+    const abort = new AbortController()
+    const result = resolve(abort.signal)
+    abort.abort()
+    pending.resolve(sidecar)
+
+    await expect(result).rejects.toBe(abort.signal.reason)
+    expect(updates).toEqual([])
+  })
 })
diff --git a/packages/desktop/src/renderer/startup/initialization.ts b/packages/desktop/src/renderer/startup/initialization.ts
index c1b064890d9..b4c0ff466fc 100644
--- a/packages/desktop/src/renderer/startup/initialization.ts
+++ b/packages/desktop/src/renderer/startup/initialization.ts
@@ -1,8 +1,38 @@
+import type { ElectronAPI } from "../api-types"
+
+type SidecarData = Awaited<ReturnType<ElectronAPI["awaitInitialization"]>>
+
 export function initializationData<A>(state: (() => A | undefined) & { error: unknown }) {
   if (state.error !== undefined) throw markLocalServerStartup(state.error)
   return state()
 }
 
+export function sidecarHttp(data: SidecarData) {
+  return {
+    url: data.url,
+    username: data.username ?? undefined,
+    password: data.password ?? undefined,
+  }
+}
+
+export function createSidecarResolver(input: {
+  api: Pick<ElectronAPI, "reconnectService">
+  current: () => SidecarData | undefined
+  update: (data: SidecarData) => void
+}) {
+  return async (signal: AbortSignal) => {
+    if (signal.aborted) throw signal.reason
+    const next = await input.api.reconnectService()
+    if (signal.aborted) throw signal.reason
+    if (!sameSidecar(input.current(), next)) input.update(next)
+    return sidecarHttp(next)
+  }
+}
+
+function sameSidecar(current: SidecarData | undefined, next: SidecarData) {
+  return current?.url === next.url && current.username === next.username && current.password === next.password
+}
+
 function markLocalServerStartup(error: unknown) {
   const failure = error instanceof Error ? error : new Error(String(error))
   Object.defineProperty(failure, "localServerStartup", { value: true })
diff --git a/packages/desktop/src/shared/ipc-rpc/app.ts b/packages/desktop/src/shared/ipc-rpc/app.ts
index 74dffd08326..f2efad4049f 100644
--- a/packages/desktop/src/shared/ipc-rpc/app.ts
+++ b/packages/desktop/src/shared/ipc-rpc/app.ts
@@ -8,6 +8,7 @@ const ServerReadyData = Schema.Struct({
 })
 
 export const AppAwaitInitialization = Rpc.make("AppAwaitInitialization", { success: ServerReadyData })
+export const AppReconnectService = Rpc.make("AppReconnectService", { success: ServerReadyData })
 export const AppConsumeInitialDeepLinks = Rpc.make("AppConsumeInitialDeepLinks", {
   success: Schema.Array(Schema.String),
 })
@@ -56,6 +57,7 @@ export const AppSetNativeTranslations = Rpc.make("AppSetNativeTranslations", {
 export const AppRelaunch = Rpc.make("AppRelaunch")
 export const AppRpcs = RpcGroup.make(
   AppAwaitInitialization,
+  AppReconnectService,
   AppConsumeInitialDeepLinks,
   AppGetDefaultServerUrl,
   AppSetDefaultServerUrl,