diff --git a/packages/client/src/stores/hermes/chat.ts b/packages/client/src/stores/hermes/chat.ts
index f6c7f0b..846c5be 100644
--- a/packages/client/src/stores/hermes/chat.ts
+++ b/packages/client/src/stores/hermes/chat.ts
@@ -79,6 +79,21 @@ function uid(): string {
   return Date.now().toString(36) + Math.random().toString(36).slice(2, 8)
 }
 
+function isToolOutputError(output: unknown): boolean {
+  if (typeof output !== 'string' || !output.trim()) return false
+  try {
+    const parsed = JSON.parse(output)
+    if (parsed && typeof parsed === 'object') {
+      const record = parsed as Record<string, unknown>
+      if (record.success === false) return true
+      if (record.error != null && String(record.error).trim() !== '') return true
+    }
+  } catch {
+    return false
+  }
+  return false
+}
+
 async function uploadFiles(attachments: Attachment[]): Promise<{ name: string; path: string }[]> {
   if (attachments.length === 0) return []
   const formData = new FormData()
@@ -607,10 +622,11 @@ export const useChatStore = defineStore('chat', () => {
                   ? msgs.filter(m => m.role === 'tool' && m.toolCallId === toolCallId)
                   : msgs.filter(m => m.role === 'tool' && m.toolStatus === 'running')
                 if (toolMsgs.length > 0) {
+                  const output = typeof e.output === 'string' ? e.output : undefined
                   updateMessage(sessionId, toolMsgs[toolMsgs.length - 1].id, {
-                    toolStatus: e.error === true ? 'error' : 'done',
+                    toolStatus: e.error === true || isToolOutputError(output) ? 'error' : 'done',
                     toolDuration: e.duration,
-                    toolResult: typeof e.output === 'string' ? e.output : undefined,
+                    toolResult: output,
                   })
                 }
               }
@@ -1224,13 +1240,13 @@ export const useChatStore = defineStore('chat', () => {
                 : msgs.filter(m => m.role === 'tool' && m.toolStatus === 'running')
               if (toolMsgs.length > 0) {
                 const last = toolMsgs[toolMsgs.length - 1]
-                // Check if tool errored
-                const hasError = (evt as any).error === true
+                const output = typeof (evt as any).output === 'string' ? (evt as any).output : undefined
+                const hasError = (evt as any).error === true || isToolOutputError(output)
                 const duration = (evt as any).duration
                 updateMessage(sid, last.id, {
                   toolStatus: hasError ? 'error' : 'done',
                   toolDuration: duration,
-                  toolResult: typeof (evt as any).output === 'string' ? (evt as any).output : undefined,
+                  toolResult: output,
                 })
               }
 
@@ -1351,6 +1367,14 @@ export const useChatStore = defineStore('chat', () => {
             }
 
             case 'run.failed': {
+              if ((evt as any).inputTokens != null) {
+                const target = sessions.value.find(s => s.id === sid)
+                if (target) {
+                  target.inputTokens = (evt as any).inputTokens
+                  target.outputTokens = (evt as any).outputTokens
+                  if ((evt as any).contextTokens != null) target.contextTokens = (evt as any).contextTokens
+                }
+              }
               addAgentErrorMessage(sid, evt.error)
               const msgs = getSessionMsgs(sid)
               msgs.forEach((m, i) => {
@@ -1653,11 +1677,12 @@ export const useChatStore = defineStore('chat', () => {
             ? msgs.filter(m => m.role === 'tool' && m.toolCallId === toolCallId)
             : msgs.filter(m => m.role === 'tool' && m.toolStatus === 'running')
           if (toolMsgs.length > 0) {
-            const hasError = (evt as any).error === true
+            const output = typeof (evt as any).output === 'string' ? (evt as any).output : undefined
+            const hasError = (evt as any).error === true || isToolOutputError(output)
             updateMessage(sid, toolMsgs[toolMsgs.length - 1].id, {
               toolStatus: hasError ? 'error' : 'done',
               toolDuration: (evt as any).duration,
-              toolResult: typeof (evt as any).output === 'string' ? (evt as any).output : undefined,
+              toolResult: output,
             })
           }
 
@@ -1764,6 +1789,14 @@ export const useChatStore = defineStore('chat', () => {
         }
 
         case 'run.failed': {
+          if ((evt as any).inputTokens != null) {
+            const target = sessions.value.find(s => s.id === sid)
+            if (target) {
+              target.inputTokens = (evt as any).inputTokens
+              target.outputTokens = (evt as any).outputTokens
+              if ((evt as any).contextTokens != null) target.contextTokens = (evt as any).contextTokens
+            }
+          }
           const hasQueue = (evt as any).queue_remaining > 0
           if (hasQueue) {
             queueLengths.value.set(sid, (evt as any).queue_remaining)
diff --git a/packages/server/src/services/hermes/run-chat/handle-bridge-run.ts b/packages/server/src/services/hermes/run-chat/handle-bridge-run.ts
index 4582f31..94c9a5f 100644
--- a/packages/server/src/services/hermes/run-chat/handle-bridge-run.ts
+++ b/packages/server/src/services/hermes/run-chat/handle-bridge-run.ts
@@ -10,8 +10,7 @@ import { updateUsage } from '../../../db/hermes/usage-store'
 import { logger, bridgeLogger } from '../../logger'
 import { AgentBridgeClient, type AgentBridgeMessage, type AgentBridgeOutput } from '../agent-bridge'
 import { contentBlocksToString, convertContentBlocksForAgent, extractTextForPreview, isContentBlockArray } from './content-blocks'
-import { buildCompressedHistory } from './compression'
-import { pushState, replaceState } from './compression'
+import { buildCompressedHistory, buildDbHistory, forceCompressBridgeHistory, pushState, replaceState } from './compression'
 import { calcAndUpdateUsage, estimateUsageTokensFromMessages } from './usage'
 import {
   flushBridgePendingToDb,
@@ -20,9 +19,7 @@ import {
   recordBridgeToolStarted,
   recordBridgeToolCompleted,
 } from './bridge-message'
-import { forceCompressBridgeHistory } from './compression'
 import { summarizeToolArguments } from './response-utils'
-import { buildDbHistory } from './compression'
 import type { ContentBlock, SessionState } from './types'
 import type { ChatMessage } from '../../../lib/context-compressor'
 import { resolveBridgeRunModelConfig, type RunModelGroup } from './model-config'
@@ -239,7 +236,21 @@ export async function handleBridgeRun(
     })
 
     for await (const chunk of bridge.streamOutput(started.run_id)) {
-      await applyBridgeChunkAsync(nsp, socket, state, session_id, runMarker, chunk, emit, profile, sessionMap, bridge, dequeueNextQueuedRun)
+      await applyBridgeChunkAsync(
+        nsp,
+        socket,
+        state,
+        session_id,
+        runMarker,
+        chunk,
+        emit,
+        profile,
+        sessionMap,
+        bridge,
+        dequeueNextQueuedRun,
+        fullInstructions,
+        { model: resolvedModel, provider: resolvedProvider },
+      )
       if (chunk.done) break
     }
   } catch (err: any) {
@@ -256,17 +267,88 @@ export async function handleBridgeRun(
     flushBridgePendingToDb(state, session_id)
     updateSessionStats(session_id)
     const message = err instanceof Error ? err.message : String(err)
-    emit('run.failed', { event: 'run.failed', error: message, queue_remaining: queueLen })
     const errUsage = await calcAndUpdateUsage(session_id, state, emit)
+    const errContextTokens = await refreshFinalContextUsage({
+      sessionId: session_id,
+      profile,
+      model: resolvedModel,
+      provider: resolvedProvider,
+      instructions: fullInstructions,
+      state,
+      usage: errUsage,
+      emit,
+      bridge,
+    })
     updateUsage(session_id, {
       inputTokens: errUsage.inputTokens,
       outputTokens: errUsage.outputTokens,
-      profile: state.profile,
+      profile,
+    })
+    emit('run.failed', {
+      event: 'run.failed',
+      error: message,
+      inputTokens: errUsage.inputTokens,
+      outputTokens: errUsage.outputTokens,
+      contextTokens: errContextTokens,
+      queue_remaining: queueLen,
     })
     if (queueLen > 0) dequeueNextQueuedRun(socket, session_id)
   }
 }
 
+async function refreshFinalContextUsage(args: {
+  sessionId: string
+  profile: string
+  model?: string | null
+  provider?: string | null
+  instructions: string
+  state: SessionState
+  usage: { inputTokens: number; outputTokens: number }
+  emit: (event: string, payload: any) => void
+  bridge: AgentBridgeClient
+}): Promise<number | undefined> {
+  try {
+    const finalHistory = await buildDbHistory(args.sessionId, { excludeLastUser: false })
+    const estimate = await args.bridge.contextEstimate(
+      args.sessionId,
+      finalHistory,
+      args.instructions,
+      args.profile,
+      { model: args.model ?? undefined, provider: args.provider ?? undefined },
+    )
+    const contextTokens = typeof estimate.token_count === 'number' && Number.isFinite(estimate.token_count) && estimate.token_count > 0
+      ? Math.floor(estimate.token_count)
+      : undefined
+    if (contextTokens == null) return args.state.contextTokens
+
+    args.state.contextTokens = contextTokens
+    args.emit('usage.updated', {
+      event: 'usage.updated',
+      inputTokens: args.usage.inputTokens,
+      outputTokens: args.usage.outputTokens,
+      contextTokens,
+    })
+    bridgeLogger.info({
+      sessionId: args.sessionId,
+      profile: args.profile,
+      model: args.model,
+      provider: args.provider,
+      messages: estimate.message_count,
+      toolCount: estimate.tool_count,
+      systemPromptChars: estimate.system_prompt_chars,
+      fullContextTokens: contextTokens,
+    }, '[chat-run-socket] final full context estimate')
+    return contextTokens
+  } catch (err) {
+    bridgeLogger.warn({
+      err: err instanceof Error ? { message: err.message, name: err.name } : err,
+      sessionId: args.sessionId,
+      profile: args.profile,
+    }, '[chat-run-socket] final full context estimate failed')
+    return args.state.contextTokens
+  }
+}
+
 async function applyBridgeChunkAsync(
   nsp: ReturnType<Server['of']>,
   socket: Socket,
@@ -279,6 +361,8 @@ async function applyBridgeChunkAsync(
   sessionMap: Map<string, SessionState>,
   bridge: AgentBridgeClient,
   dequeueNextQueuedRun: (socket: Socket, sessionId: string, fallbackProfile?: string) => void,
+  instructions: string,
+  modelContext: { model?: string | null; provider?: string | null },
 ): Promise<void> {
   if (state.activeRunMarker !== runMarker) {
     bridgeLogger.info({
@@ -509,6 +593,17 @@ async function applyBridgeChunkAsync(
   updateSessionStats(sessionId)
   await delay(BRIDGE_USAGE_FLUSH_DELAY_MS)
   const usage = await calcAndUpdateUsage(sessionId, state, emit)
+  const contextTokens = await refreshFinalContextUsage({
+    sessionId,
+    profile,
+    model: modelContext.model,
+    provider: modelContext.provider,
+    instructions,
+    state,
+    usage,
+    emit,
+    bridge,
+  })
   updateUsage(sessionId, {
     inputTokens: usage.inputTokens,
     outputTokens: usage.outputTokens,
@@ -536,6 +631,7 @@ async function applyBridgeChunkAsync(
     error: terminalError || chunk.error,
     inputTokens: usage.inputTokens,
     outputTokens: usage.outputTokens,
+    contextTokens,
     queue_remaining: state.queue.length,
   }
   emit(eventName, payload)
diff --git a/tests/server/run-chat-bridge-final-context.test.ts b/tests/server/run-chat-bridge-final-context.test.ts
new file mode 100644
index 0000000..5137796
--- /dev/null
+++ b/tests/server/run-chat-bridge-final-context.test.ts
@@ -0,0 +1,207 @@
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+
+const getSystemPromptMock = vi.fn()
+const getSessionMock = vi.fn()
+const createSessionMock = vi.fn()
+const addMessageMock = vi.fn()
+const updateSessionMock = vi.fn()
+const updateSessionStatsMock = vi.fn()
+const updateUsageMock = vi.fn()
+const buildCompressedHistoryMock = vi.fn()
+const buildDbHistoryMock = vi.fn()
+const pushStateMock = vi.fn()
+const replaceStateMock = vi.fn()
+const forceCompressBridgeHistoryMock = vi.fn()
+const calcAndUpdateUsageMock = vi.fn()
+const estimateUsageTokensFromMessagesMock = vi.fn()
+const flushBridgePendingToDbMock = vi.fn()
+const ensureOpenBridgeAssistantMessageMock = vi.fn()
+const syncBridgeReasoningToMessageMock = vi.fn()
+const recordBridgeToolStartedMock = vi.fn()
+const recordBridgeToolCompletedMock = vi.fn()
+const resolveBridgeRunModelConfigMock = vi.fn()
+
+vi.mock('../../packages/server/src/lib/llm-prompt', () => ({
+  getSystemPrompt: getSystemPromptMock,
+}))
+
+vi.mock('../../packages/server/src/db/hermes/session-store', () => ({
+  getSession: getSessionMock,
+  createSession: createSessionMock,
+  addMessage: addMessageMock,
+  updateSession: updateSessionMock,
+  updateSessionStats: updateSessionStatsMock,
+}))
+
+vi.mock('../../packages/server/src/db/hermes/usage-store', () => ({
+  updateUsage: updateUsageMock,
+}))
+
+vi.mock('../../packages/server/src/services/logger', () => ({
+  logger: { info: vi.fn(), warn: vi.fn(), error: vi.fn(), debug: vi.fn() },
+  bridgeLogger: { info: vi.fn(), warn: vi.fn(), error: vi.fn(), debug: vi.fn() },
+}))
+
+vi.mock('../../packages/server/src/services/hermes/run-chat/compression', () => ({
+  buildCompressedHistory: buildCompressedHistoryMock,
+  buildDbHistory: buildDbHistoryMock,
+  pushState: pushStateMock,
+  replaceState: replaceStateMock,
+  forceCompressBridgeHistory: forceCompressBridgeHistoryMock,
+}))
+
+vi.mock('../../packages/server/src/services/hermes/run-chat/usage', () => ({
+  calcAndUpdateUsage: calcAndUpdateUsageMock,
+  estimateUsageTokensFromMessages: estimateUsageTokensFromMessagesMock,
+}))
+
+vi.mock('../../packages/server/src/services/hermes/run-chat/bridge-message', () => ({
+  flushBridgePendingToDb: flushBridgePendingToDbMock,
+  ensureOpenBridgeAssistantMessage: ensureOpenBridgeAssistantMessageMock,
+  syncBridgeReasoningToMessage: syncBridgeReasoningToMessageMock,
+  recordBridgeToolStarted: recordBridgeToolStartedMock,
+  recordBridgeToolCompleted: recordBridgeToolCompletedMock,
+}))
+
+vi.mock('../../packages/server/src/services/hermes/run-chat/model-config', () => ({
+  resolveBridgeRunModelConfig: resolveBridgeRunModelConfigMock,
+}))
+
+function makeSocket() {
+  return {
+    connected: true,
+    emit: vi.fn(),
+    join: vi.fn(),
+  } as any
+}
+
+function makeNamespace(emit: ReturnType<typeof vi.fn>) {
+  const room = new Set(['socket-1'])
+  return {
+    adapter: { rooms: new Map([['session:session-1', room]]) },
+    to: vi.fn(() => ({ emit })),
+  } as any
+}
+
+function makeState() {
+  return {
+    messages: [],
+    isWorking: false,
+    events: [],
+    queue: [],
+  } as any
+}
+
+describe('bridge run final context usage', () => {
+  beforeEach(() => {
+    vi.clearAllMocks()
+    getSystemPromptMock.mockReturnValue('system prompt')
+    getSessionMock.mockReturnValue({ id: 'session-1', profile: 'default', model: '', provider: '' })
+    resolveBridgeRunModelConfigMock.mockResolvedValue({ model: 'gpt-test', provider: 'openai' })
+    buildCompressedHistoryMock.mockResolvedValue([{ role: 'user', content: 'previous' }])
+    buildDbHistoryMock.mockResolvedValue([
+      { role: 'user', content: 'hello' },
+      { role: 'assistant', content: 'done' },
+    ])
+    calcAndUpdateUsageMock.mockResolvedValue({ inputTokens: 11, outputTokens: 7 })
+  })
+
+  it('refreshes full context tokens when a bridge run completes', async () => {
+    const emit = vi.fn()
+    const nsp = makeNamespace(emit)
+    const socket = makeSocket()
+    const state = makeState()
+    const sessionMap = new Map([['session-1', state]])
+    const bridge = {
+      chat: vi.fn().mockResolvedValue({ run_id: 'run-1', status: 'started' }),
+      contextEstimate: vi.fn().mockResolvedValue({
+        token_count: 12345,
+        message_count: 2,
+        tool_count: 4,
+        system_prompt_chars: 13,
+      }),
+      streamOutput: vi.fn(async function* () {
+        yield { run_id: 'run-1', done: true, status: 'completed', output: 'done' }
+      }),
+    } as any
+
+    const { handleBridgeRun } = await import('../../packages/server/src/services/hermes/run-chat/handle-bridge-run')
+    await handleBridgeRun(
+      nsp,
+      socket,
+      { input: 'hello', session_id: 'session-1' },
+      'default',
+      sessionMap,
+      bridge,
+      false,
+      vi.fn(),
+      vi.fn(),
+    )
+
+    expect(bridge.contextEstimate).toHaveBeenCalledWith(
+      'session-1',
+      [
+        { role: 'user', content: 'hello' },
+        { role: 'assistant', content: 'done' },
+      ],
+      'system prompt',
+      'default',
+      { model: 'gpt-test', provider: 'openai' },
+    )
+    expect(state.contextTokens).toBe(12345)
+    expect(emit).toHaveBeenCalledWith('usage.updated', expect.objectContaining({
+      inputTokens: 11,
+      outputTokens: 7,
+      contextTokens: 12345,
+    }))
+    expect(emit).toHaveBeenCalledWith('run.completed', expect.objectContaining({
+      inputTokens: 11,
+      outputTokens: 7,
+      contextTokens: 12345,
+    }))
+  })
+
+  it('refreshes full context tokens when a bridge run fails', async () => {
+    const emit = vi.fn()
+    const nsp = makeNamespace(emit)
+    const socket = makeSocket()
+    const state = makeState()
+    const sessionMap = new Map([['session-1', state]])
+    const bridge = {
+      chat: vi.fn().mockRejectedValue(new Error('bridge timeout')),
+      contextEstimate: vi.fn().mockResolvedValue({
+        token_count: 54321,
+        message_count: 1,
+        tool_count: 4,
+        system_prompt_chars: 13,
+      }),
+      streamOutput: vi.fn(),
+    } as any
+
+    const { handleBridgeRun } = await import('../../packages/server/src/services/hermes/run-chat/handle-bridge-run')
+    await handleBridgeRun(
+      nsp,
+      socket,
+      { input: 'hello', session_id: 'session-1' },
+      'default',
+      sessionMap,
+      bridge,
+      false,
+      vi.fn(),
+      vi.fn(),
+    )
+
+    expect(state.contextTokens).toBe(54321)
+    expect(emit).toHaveBeenCalledWith('usage.updated', expect.objectContaining({
+      inputTokens: 11,
+      outputTokens: 7,
+      contextTokens: 54321,
+    }))
+    expect(emit).toHaveBeenCalledWith('run.failed', expect.objectContaining({
+      error: 'bridge timeout',
+      inputTokens: 11,
+      outputTokens: 7,
+      contextTokens: 54321,
+    }))
+  })
+})