diff --git a/src/browser/Browser.ts b/src/browser/Browser.ts
index 59ae042..0d281a7 100644
--- a/src/browser/Browser.ts
+++ b/src/browser/Browser.ts
@@ -94,24 +94,39 @@ class Browser {
                 '--no-first-run',
                 '--no-default-browser-check',
                 '--no-zygote',
-                '--single-process',
                 // ANTI-DETECTION: Make WebDriver undetectable
                 '--enable-features=NetworkService,NetworkServiceInProcess'
             ]
 
-            // Linux stability fixes
-            const linuxStabilityArgs = isLinux ? [
+            // Platform-specific stability fixes
+            // CRITICAL: --single-process is unstable on Windows and causes context closure
+            const platformStabilityArgs = isLinux ? [
+                '--single-process', // Safe on Linux with proper memory management
                 '--disable-dev-shm-usage',
                 '--disable-software-rasterizer',
                 '--disable-http-cache',
                 '--disk-cache-size=1'
-            ] : []
+            ] : [
+                // Windows-specific stability (avoid --single-process which crashes Chromium context)
+                '--disable-background-networking',
+                '--disable-preconnect',
+                '--disable-web-resources',
+                '--disable-component-extensions-with-background-pages',
+                '--disable-translate',
+                '--disable-sync-on-cellular',
+                '--disable-device-discovery-notifications',
+                '--disable-default-language',
+                '--disable-print-preview'
+            ]
+
+            // CRITICAL: Windows needs longer timeout (120s) due to slower context initialization
+            const launchTimeout = isLinux ? 90000 : 120000
 
             browser = await playwright.chromium.launch({
                 headless,
                 ...(proxyConfig && { proxy: proxyConfig }),
-                args: [...baseArgs, ...linuxStabilityArgs],
-                timeout: isLinux ? 90000 : 60000
+                args: [...baseArgs, ...platformStabilityArgs],
+                timeout: launchTimeout
             })
         } catch (e: unknown) {
             const msg = (e instanceof Error ? e.message : String(e))
diff --git a/src/config.jsonc b/src/config.jsonc
index 948c125..a626620 100644
--- a/src/config.jsonc
+++ b/src/config.jsonc
@@ -88,7 +88,7 @@
     },
     // === BROWSER ===
     "browser": {
-        "headless": false,
+        "headless": true,
         "globalTimeout": "30s"
     },
     "fingerprinting": {
diff --git a/src/flows/DesktopFlow.ts b/src/flows/DesktopFlow.ts
index e5b7ee0..b920920 100644
--- a/src/flows/DesktopFlow.ts
+++ b/src/flows/DesktopFlow.ts
@@ -53,7 +53,7 @@ export class DesktopFlow {
         this.bot.log(false, 'DESKTOP-FLOW', 'Starting desktop automation flow')
 
         // IMPROVED: Use centralized browser factory to eliminate duplication
-        const browser = await createBrowserInstance(this.bot, account.proxy, account.email)
+        let browser = await createBrowserInstance(this.bot, account.proxy, account.email)
 
         let keepBrowserOpen = false
 
@@ -63,7 +63,23 @@ export class DesktopFlow {
             this.bot.log(false, 'DESKTOP-FLOW', 'Browser started successfully')
 
             // Login into MS Rewards, then optionally stop if compromised
-            await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+            try {
+                await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+            } catch (loginErr) {
+                const msg = loginErr instanceof Error ? loginErr.message : String(loginErr)
+                if (msg.includes('Target page, context or browser has been closed')) {
+                    this.bot.log(false, 'DESKTOP-FLOW', 'Browser/context closed during login. Attempting one retry with a fresh browser context', 'warn')
+                    // Ensure previous browser/context is closed gracefully
+                    await closeBrowserSafely(this.bot, browser, account.email, false)
+
+                    // Create a fresh browser context and retry login once
+                    browser = await createBrowserInstance(this.bot, account.proxy, account.email)
+                    this.bot.homePage = await browser.newPage()
+                    await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+                } else {
+                    throw loginErr
+                }
+            }
 
             if (this.bot.compromisedModeActive) {
                 const reason = this.bot.compromisedReason || 'security-issue'
diff --git a/src/flows/MobileFlow.ts b/src/flows/MobileFlow.ts
index d935aa9..b388a64 100644
--- a/src/flows/MobileFlow.ts
+++ b/src/flows/MobileFlow.ts
@@ -59,7 +59,7 @@ export class MobileFlow {
         this.bot.log(true, 'MOBILE-FLOW', 'Starting mobile automation flow')
 
         // IMPROVED: Use centralized browser factory to eliminate duplication
-        const browser = await createBrowserInstance(this.bot, account.proxy, account.email)
+        let browser = await createBrowserInstance(this.bot, account.proxy, account.email)
 
         let keepBrowserOpen = false
         let browserClosed = false
@@ -70,7 +70,23 @@ export class MobileFlow {
             this.bot.log(true, 'MOBILE-FLOW', 'Browser started successfully')
 
             // Login into MS Rewards, then respect compromised mode
-            await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+            try {
+                await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+            } catch (loginErr) {
+                const msg = loginErr instanceof Error ? loginErr.message : String(loginErr)
+                if (msg.includes('Target page, context or browser has been closed')) {
+                    this.bot.log(true, 'MOBILE-FLOW', 'Browser/context closed during login. Attempting one retry with a fresh browser context', 'warn')
+                    // Ensure previous browser/context is closed gracefully
+                    await closeBrowserSafely(this.bot, browser, account.email, true)
+
+                    // Create a fresh browser context and retry login once
+                    browser = await createBrowserInstance(this.bot, account.proxy, account.email)
+                    this.bot.homePage = await browser.newPage()
+                    await this.bot.login.login(this.bot.homePage, account.email, account.password, account.totp)
+                } else {
+                    throw loginErr
+                }
+            }
 
             if (this.bot.compromisedModeActive) {
                 const reason = this.bot.compromisedReason || 'security-issue'
diff --git a/src/functions/Login.ts b/src/functions/Login.ts
index ed7babc..a6c4130 100644
--- a/src/functions/Login.ts
+++ b/src/functions/Login.ts
@@ -46,6 +46,7 @@ const DEFAULT_TIMEOUTS = {
     rewardsPortalCheck: 8000,
     navigationTimeout: 30000,
     navigationTimeoutLinux: 60000,
+    navigationTimeoutWindows: 90000, // Windows is slower at initializing contexts (issue: context closure)
     bingVerificationMaxIterations: 10,
     bingVerificationMaxIterationsMobile: 8
 } as const
@@ -121,7 +122,11 @@ export class Login {
         maxAttempts = 3
     ): Promise<{ success: boolean; recoveryUsed: boolean }> {
         const isLinux = process.platform === 'linux'
-        const navigationTimeout = isLinux ? DEFAULT_TIMEOUTS.navigationTimeoutLinux : DEFAULT_TIMEOUTS.navigationTimeout
+        const isWindows = process.platform === 'win32'
+        // CRITICAL FIX: Windows needs 90s timeout to avoid "Target page, context or browser has been closed"
+        const navigationTimeout = isWindows ? DEFAULT_TIMEOUTS.navigationTimeoutWindows : 
+                                  isLinux ? DEFAULT_TIMEOUTS.navigationTimeoutLinux : 
+                                  DEFAULT_TIMEOUTS.navigationTimeout
 
         let navigationSucceeded = false
         let recoveryUsed = false