diff --git a/src/backends/adapter.ts b/src/backends/adapter.ts
index 4adea58a..0d9feec4 100644
--- a/src/backends/adapter.ts
+++ b/src/backends/adapter.ts
@@ -14,6 +14,7 @@ import { createAgentLogger } from '../agents/utils/logging.js';
 import { CUSTOM_MODELS } from '../config/customModels.js';
 import { loadPartials } from '../db/repositories/partialsRepository.js';
 import { withGitHubToken } from '../github/client.js';
+import { captureException } from '../sentry.js';
 import type { AgentInput, AgentResult, CascadeConfig, ProjectConfig } from '../types/index.js';
 import { loadCascadeEnv, unloadCascadeEnv } from '../utils/cascadeEnv.js';
 import { createFileLogger } from '../utils/fileLogger.js';
@@ -279,6 +280,10 @@ export async function executeWithBackend(
 			backend: backend.name,
 			error: String(err),
 		});
+		captureException(err, {
+			tags: { source: 'backend_execution', backend: backend.name, agent: identifier },
+			extra: { runId, durationMs: Date.now() - startTime },
+		});
 
 		let logBuffer: Buffer | undefined;
 		try {
diff --git a/src/cli/dashboard/_shared/base.ts b/src/cli/dashboard/_shared/base.ts
index d2f3f1b8..c0553b77 100644
--- a/src/cli/dashboard/_shared/base.ts
+++ b/src/cli/dashboard/_shared/base.ts
@@ -4,6 +4,26 @@ import { type DashboardClient, createDashboardClient } from './client.js';
 import { type CliConfig, loadConfig } from './config.js';
 import { printDetail, printTable } from './format.js';
 
+export function extractBaseFlags(argv: string[]): { server?: string; org?: string } | undefined {
+	let server: string | undefined;
+	let org: string | undefined;
+	for (let i = 0; i < argv.length; i++) {
+		const arg = argv[i];
+		if (arg === '--') break;
+		if (arg === '--server' && i + 1 < argv.length) {
+			server = argv[++i];
+		} else if (arg.startsWith('--server=')) {
+			server = arg.slice('--server='.length);
+		} else if (arg === '--org' && i + 1 < argv.length) {
+			org = argv[++i];
+		} else if (arg.startsWith('--org=')) {
+			org = arg.slice('--org='.length);
+		}
+	}
+	if (!server && !org) return undefined;
+	return { server, org };
+}
+
 export abstract class DashboardCommand extends Command {
 	static override baseFlags = {
 		json: Flags.boolean({ description: 'Output as JSON', default: false }),
@@ -41,9 +61,8 @@ export abstract class DashboardCommand extends Command {
 		return this._client;
 	}
 
-	private parseBaseFlags(): { server?: string; json?: boolean; org?: string } | undefined {
-		// Base flags are parsed in run() — this is a fallback for the getter
-		return undefined;
+	private parseBaseFlags(): { server?: string; org?: string } | undefined {
+		return extractBaseFlags(this.argv);
 	}
 
 	protected outputJson(data: unknown): void {
diff --git a/tests/unit/backends/adapter.test.ts b/tests/unit/backends/adapter.test.ts
index a8dfa645..3fabd5bf 100644
--- a/tests/unit/backends/adapter.test.ts
+++ b/tests/unit/backends/adapter.test.ts
@@ -65,6 +65,11 @@ vi.mock('../../../src/backends/agent-profiles.js', () => ({
 	getAgentProfile: vi.fn(),
 }));
 
+const mockCaptureException = vi.fn();
+vi.mock('../../../src/sentry.js', () => ({
+	captureException: (...args: unknown[]) => mockCaptureException(...args),
+}));
+
 vi.mock('../../../src/agents/prompts/index.js', () => ({}));
 
 vi.mock('../../../src/agents/shared/promptContext.js', () => ({
@@ -277,6 +282,28 @@ describe('executeWithBackend', () => {
 		expect(result.error).toContain('Backend crashed');
 	});
 
+	it('reports backend errors to Sentry via captureException', async () => {
+		setupMocks();
+		const backend = makeMockBackend();
+		const error = new Error('HttpError: Not Found');
+		vi.mocked(backend.execute).mockRejectedValue(error);
+		const input = makeInput();
+
+		await executeWithBackend(backend, 'review', input);
+
+		expect(mockCaptureException).toHaveBeenCalledWith(error, {
+			tags: {
+				source: 'backend_execution',
+				backend: 'test-backend',
+				agent: expect.stringContaining('review'),
+			},
+			extra: {
+				runId: 'run-uuid-123',
+				durationMs: expect.any(Number),
+			},
+		});
+	});
+
 	it('includes log buffer in result', async () => {
 		const loggerInstance = setupMocks();
 		const backend = makeMockBackend();
diff --git a/tests/unit/cli/dashboard/base.test.ts b/tests/unit/cli/dashboard/base.test.ts
index 6291db81..0cd0fff1 100644
--- a/tests/unit/cli/dashboard/base.test.ts
+++ b/tests/unit/cli/dashboard/base.test.ts
@@ -22,7 +22,7 @@ vi.mock('chalk', () => ({
 	},
 }));
 
-import { DashboardCommand } from '../../../../src/cli/dashboard/_shared/base.js';
+import { DashboardCommand, extractBaseFlags } from '../../../../src/cli/dashboard/_shared/base.js';
 
 // Concrete subclass for testing
 class TestCommand extends DashboardCommand {
@@ -46,6 +46,53 @@ class TestErrorCommand extends DashboardCommand {
 	}
 }
 
+describe('extractBaseFlags', () => {
+	it('returns undefined when no overrides present', () => {
+		expect(extractBaseFlags([])).toBeUndefined();
+		expect(extractBaseFlags(['--json', 'list'])).toBeUndefined();
+	});
+
+	it('extracts --org value', () => {
+		expect(extractBaseFlags(['--org', 'test-org'])).toEqual({ org: 'test-org' });
+	});
+
+	it('extracts --server value', () => {
+		expect(extractBaseFlags(['--server', 'http://localhost:4000'])).toEqual({
+			server: 'http://localhost:4000',
+		});
+	});
+
+	it('extracts both flags together', () => {
+		expect(extractBaseFlags(['--org', 'my-org', '--server', 'http://x'])).toEqual({
+			org: 'my-org',
+			server: 'http://x',
+		});
+	});
+
+	it('handles --org=value equals syntax', () => {
+		expect(extractBaseFlags(['--org=my-org'])).toEqual({ org: 'my-org' });
+	});
+
+	it('handles --server=value equals syntax', () => {
+		expect(extractBaseFlags(['--server=http://x'])).toEqual({ server: 'http://x' });
+	});
+
+	it('ignores flag at end without value', () => {
+		expect(extractBaseFlags(['--org'])).toBeUndefined();
+		expect(extractBaseFlags(['--server'])).toBeUndefined();
+	});
+
+	it('stops parsing at --', () => {
+		expect(extractBaseFlags(['--', '--org', 'test-org'])).toBeUndefined();
+	});
+
+	it('extracts base flags mixed with other flags', () => {
+		expect(extractBaseFlags(['--json', '--org', 'my-org', '--limit', '20'])).toEqual({
+			org: 'my-org',
+		});
+	});
+});
+
 describe('DashboardCommand', () => {
 	beforeEach(() => {
 		vi.clearAllMocks();
@@ -84,6 +131,50 @@ describe('DashboardCommand', () => {
 		});
 	});
 
+	describe('--org flag integration', () => {
+		it('passes orgId override to createDashboardClient', async () => {
+			const config = { serverUrl: 'http://localhost:3000', sessionToken: 'tok' };
+			mockLoadConfig.mockReturnValue(config);
+			mockCreateDashboardClient.mockReturnValue({});
+
+			const cmd = new TestCommand(['--org', 'my-org'], {} as never);
+			await cmd.run();
+
+			expect(mockCreateDashboardClient).toHaveBeenCalledWith(
+				expect.objectContaining({ orgId: 'my-org' }),
+			);
+		});
+
+		it('passes server override to createDashboardClient', async () => {
+			const config = { serverUrl: 'http://localhost:3000', sessionToken: 'tok' };
+			mockLoadConfig.mockReturnValue(config);
+			mockCreateDashboardClient.mockReturnValue({});
+
+			const cmd = new TestCommand(['--server', 'http://other:4000'], {} as never);
+			await cmd.run();
+
+			expect(mockCreateDashboardClient).toHaveBeenCalledWith(
+				expect.objectContaining({ serverUrl: 'http://other:4000' }),
+			);
+		});
+
+		it('passes both --org and --server overrides', async () => {
+			const config = { serverUrl: 'http://localhost:3000', sessionToken: 'tok' };
+			mockLoadConfig.mockReturnValue(config);
+			mockCreateDashboardClient.mockReturnValue({});
+
+			const cmd = new TestCommand(
+				['--org', 'my-org', '--server', 'http://other:4000'],
+				{} as never,
+			);
+			await cmd.run();
+
+			expect(mockCreateDashboardClient).toHaveBeenCalledWith(
+				expect.objectContaining({ serverUrl: 'http://other:4000', orgId: 'my-org' }),
+			);
+		});
+	});
+
 	describe('handleError', () => {
 		it('shows login message for UNAUTHORIZED tRPC errors', async () => {
 			mockLoadConfig.mockReturnValue({ serverUrl: 'x', sessionToken: 'y' });
diff --git a/tests/unit/cli/dashboard/client.test.ts b/tests/unit/cli/dashboard/client.test.ts
index 0fdc8f47..ff558e8c 100644
--- a/tests/unit/cli/dashboard/client.test.ts
+++ b/tests/unit/cli/dashboard/client.test.ts
@@ -49,6 +49,21 @@ describe('createDashboardClient', () => {
 		});
 	});
 
+	it('includes x-org-context header when orgId is set', () => {
+		const config = { serverUrl: 'http://localhost:3000', sessionToken: 'tok', orgId: 'my-org' };
+
+		createDashboardClient(config);
+
+		const linkOpts = vi.mocked(httpBatchLink).mock.calls[0][0] as {
+			headers: () => Record<string, string>;
+		};
+		const headers = linkOpts.headers();
+		expect(headers).toEqual({
+			Cookie: 'cascade_session=tok',
+			'x-org-context': 'my-org',
+		});
+	});
+
 	it('returns the created client', () => {
 		const config = { serverUrl: 'http://localhost:3000', sessionToken: 'tok' };