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Agent Crashes or Hangs on API Rate Limit 429 Errors

Symptom

  • anthropic.RateLimitError exceptions crash the agent mid-task
  • Retries are immediate — hitting the same limit over and over
  • Logs show hundreds of 429 errors in rapid succession
  • Multiple concurrent workers all fail at the same time (thundering herd)
  • Agent ignores the Retry-After header and uses fixed sleep instead
  • No backoff → rate limit lasts longer than necessary
  • Agent gives up after one retry and reports failure to user

Root Cause

The Anthropic API enforces tokens-per-minute (TPM) and requests-per-minute (RPM) limits. When an agent hits a 429, immediate retry amplifies the problem: all retrying workers compete for the same rate-limited window. The Retry-After header tells clients exactly how long to wait, but most agents ignore it. Exponential backoff with jitter is the standard fix — it staggers retries across time so individual workers don’t all collide on the same window boundary.

Fix

Option 1: Built-in retry with the Anthropic SDK — enable automatic backoff

import anthropic

# The Anthropic SDK has built-in retry logic — use it:
client = anthropic.Anthropic(
    max_retries=4,        # Retry up to 4 times (default is 2)
    timeout=60.0,         # Per-request timeout
)

# The SDK automatically retries on 429 and 529 with exponential backoff.
# For async:
async_client = anthropic.AsyncAnthropic(
    max_retries=4,
    timeout=60.0,
)

# Verify retry behavior with a simple call:
response = client.messages.create(
    model="claude-sonnet-4-6",
    max_tokens=1024,
    messages=[{"role": "user", "content": "Hello"}]
)
# If rate-limited, the SDK retries automatically — no extra code needed.

Option 2: Custom exponential backoff with jitter — full control

import asyncio
import random
import time
import logging
import anthropic
from typing import Any, Callable, Awaitable

logger = logging.getLogger(__name__)

async def call_with_backoff(
    fn: Callable[..., Awaitable[Any]],
    *args,
    max_retries: int = 6,
    base_delay: float = 1.0,
    max_delay: float = 60.0,
    jitter_factor: float = 0.25,
    **kwargs
) -> Any:
    """
    Call an async function with exponential backoff + jitter on rate limit errors.
    Reads Retry-After header when available.
    """
    last_exc = None

    for attempt in range(max_retries + 1):
        try:
            return await fn(*args, **kwargs)

        except anthropic.RateLimitError as exc:
            last_exc = exc

            if attempt == max_retries:
                logger.error(f"Rate limit: exhausted {max_retries} retries. Giving up.")
                raise

            # Try to read Retry-After header from the response
            retry_after = None
            if hasattr(exc, "response") and exc.response is not None:
                retry_after_header = exc.response.headers.get("retry-after")
                if retry_after_header:
                    try:
                        retry_after = float(retry_after_header)
                    except (ValueError, TypeError):
                        pass

            if retry_after:
                wait = retry_after
                logger.warning(f"Rate limited (attempt {attempt + 1}). Retry-After={wait:.1f}s")
            else:
                # Exponential backoff: 1s, 2s, 4s, 8s, 16s, 32s ...
                exponential = base_delay * (2 ** attempt)
                # Add jitter: ±25% to stagger concurrent workers
                jitter = exponential * jitter_factor * (2 * random.random() - 1)
                wait = min(exponential + jitter, max_delay)
                logger.warning(
                    f"Rate limited (attempt {attempt + 1}/{max_retries}). "
                    f"Waiting {wait:.1f}s before retry."
                )

            await asyncio.sleep(wait)

        except anthropic.APIStatusError as exc:
            # 529 = Anthropic overloaded — treat like rate limit
            if exc.status_code == 529:
                last_exc = exc
                if attempt == max_retries:
                    raise
                wait = min(base_delay * (2 ** attempt), max_delay)
                logger.warning(f"API overloaded (529). Waiting {wait:.1f}s")
                await asyncio.sleep(wait)
            else:
                raise  # Don't retry on other errors

    raise last_exc

# Usage:
async def call_claude(prompt: str) -> str:
    client = anthropic.AsyncAnthropic(max_retries=0)  # Disable SDK retries; we handle them
    response = await call_with_backoff(
        client.messages.create,
        model="claude-sonnet-4-6",
        max_tokens=1024,
        messages=[{"role": "user", "content": prompt}]
    )
    return response.content[0].text

Option 3: Token bucket rate limiter — stay under the limit proactively

import asyncio
import time
import logging
from dataclasses import dataclass, field

logger = logging.getLogger(__name__)

@dataclass
class RateLimiter:
    """
    Token bucket rate limiter — prevents hitting the API rate limit in the first place.
    Set limits slightly below the actual API limits to leave headroom.
    """
    requests_per_minute: float = 50.0    # Anthropic default varies by tier
    tokens_per_minute: int = 100_000     # Adjust based on your plan

    _request_tokens: float = field(init=False)
    _last_refill: float = field(init=False)
    _lock: asyncio.Lock = field(default_factory=asyncio.Lock)

    def __post_init__(self):
        self._request_tokens = self.requests_per_minute
        self._last_refill = time.monotonic()

    def _refill(self):
        now = time.monotonic()
        elapsed = now - self._last_refill
        self._request_tokens = min(
            self.requests_per_minute,
            self._request_tokens + elapsed * (self.requests_per_minute / 60.0)
        )
        self._last_refill = now

    async def acquire(self, estimated_tokens: int = 1000):
        """
        Wait until a request slot is available.
        estimated_tokens: estimated total tokens for this request (input + output).
        """
        async with self._lock:
            self._refill()
            while self._request_tokens < 1.0:
                wait = (1.0 - self._request_tokens) / (self.requests_per_minute / 60.0)
                logger.debug(f"Rate limiter: waiting {wait:.1f}s for request slot")
                await asyncio.sleep(wait)
                self._refill()
            self._request_tokens -= 1.0

# Singleton rate limiter — shared across all workers:
_rate_limiter = RateLimiter(requests_per_minute=45)  # Stay under the 50 RPM limit

async def rate_limited_call(prompt: str, max_tokens: int = 1024) -> str:
    """Rate-limited Claude call — waits before sending if needed."""
    await _rate_limiter.acquire(estimated_tokens=len(prompt.split()) * 1.5 + max_tokens)

    client = anthropic.AsyncAnthropic()
    response = await client.messages.create(
        model="claude-sonnet-4-6",
        max_tokens=max_tokens,
        messages=[{"role": "user", "content": prompt}]
    )
    return response.content[0].text

# Process many requests without hitting rate limits:
async def batch_process(prompts: list[str]) -> list[str]:
    # Concurrent requests are rate-limited globally by the shared limiter:
    return await asyncio.gather(*[rate_limited_call(p) for p in prompts])

Option 4: Circuit breaker — stop hammering a rate-limited API

import asyncio
import time
import logging
import anthropic
from enum import Enum
from typing import Any, Callable, Awaitable

logger = logging.getLogger(__name__)

class CircuitState(Enum):
    CLOSED = "closed"       # Normal operation
    OPEN = "open"           # Failing — reject calls immediately
    HALF_OPEN = "half_open" # Testing recovery

class CircuitBreaker:
    """
    Circuit breaker for the Anthropic API.
    After N failures, opens the circuit and rejects calls for a cooldown period.
    Prevents thundering herd on a rate-limited endpoint.
    """

    def __init__(
        self,
        failure_threshold: int = 5,
        cooldown_seconds: float = 60.0,
        half_open_max_calls: int = 2
    ):
        self.failure_threshold = failure_threshold
        self.cooldown = cooldown_seconds
        self.half_open_max = half_open_max_calls

        self._state = CircuitState.CLOSED
        self._failures = 0
        self._last_failure_time: float = 0
        self._half_open_calls = 0
        self._lock = asyncio.Lock()

    async def call(self, fn: Callable[..., Awaitable[Any]], *args, **kwargs) -> Any:
        async with self._lock:
            if self._state == CircuitState.OPEN:
                if time.monotonic() - self._last_failure_time >= self.cooldown:
                    self._state = CircuitState.HALF_OPEN
                    self._half_open_calls = 0
                    logger.info("Circuit breaker: HALF_OPEN — testing recovery")
                else:
                    remaining = self.cooldown - (time.monotonic() - self._last_failure_time)
                    raise RuntimeError(
                        f"Circuit OPEN — API rate limited. Retry in {remaining:.0f}s"
                    )

            if self._state == CircuitState.HALF_OPEN:
                if self._half_open_calls >= self.half_open_max:
                    raise RuntimeError("Circuit HALF_OPEN — waiting for test calls to complete")
                self._half_open_calls += 1

        try:
            result = await fn(*args, **kwargs)
            async with self._lock:
                self._failures = 0
                if self._state == CircuitState.HALF_OPEN:
                    self._state = CircuitState.CLOSED
                    logger.info("Circuit breaker: CLOSED — API recovered")
            return result

        except (anthropic.RateLimitError, anthropic.APIStatusError) as exc:
            async with self._lock:
                self._failures += 1
                self._last_failure_time = time.monotonic()

                if self._failures >= self.failure_threshold or self._state == CircuitState.HALF_OPEN:
                    self._state = CircuitState.OPEN
                    logger.warning(
                        f"Circuit breaker: OPEN after {self._failures} failures. "
                        f"Cooling down for {self.cooldown}s"
                    )
            raise

circuit = CircuitBreaker(failure_threshold=5, cooldown_seconds=60.0)

async def resilient_call(prompt: str) -> str:
    client = anthropic.AsyncAnthropic()
    response = await circuit.call(
        client.messages.create,
        model="claude-sonnet-4-6",
        max_tokens=1024,
        messages=[{"role": "user", "content": prompt}]
    )
    return response.content[0].text

Option 5: Request queue with worker pool — control concurrency at the source

import asyncio
import logging
import anthropic
from dataclasses import dataclass, field
from typing import Any

logger = logging.getLogger(__name__)

@dataclass
class QueuedRequest:
    prompt: str
    max_tokens: int
    future: asyncio.Future = field(default_factory=lambda: asyncio.get_event_loop().create_future())

class RateLimitedWorkerPool:
    """
    A pool of N workers that process Claude requests.
    Limits concurrency to prevent rate limit spikes.
    All overflow requests wait in queue rather than firing simultaneously.
    """

    def __init__(
        self,
        n_workers: int = 3,               # Max concurrent Claude calls
        requests_per_minute: float = 40.0, # Target RPM (below API limit)
    ):
        self._n_workers = n_workers
        self._rpm = requests_per_minute
        self._queue: asyncio.Queue[QueuedRequest] = asyncio.Queue()
        self._workers: list[asyncio.Task] = []
        self._min_interval = 60.0 / requests_per_minute

    async def start(self):
        for i in range(self._n_workers):
            task = asyncio.create_task(self._worker(i))
            self._workers.append(task)
        logger.info(f"Worker pool started: {self._n_workers} workers, {self._rpm} RPM target")

    async def stop(self):
        for worker in self._workers:
            worker.cancel()
        await asyncio.gather(*self._workers, return_exceptions=True)

    async def submit(self, prompt: str, max_tokens: int = 1024) -> str:
        req = QueuedRequest(prompt=prompt, max_tokens=max_tokens)
        await self._queue.put(req)
        return await req.future

    async def _worker(self, worker_id: int):
        client = anthropic.AsyncAnthropic(max_retries=3)
        last_call_time = 0.0

        while True:
            req = await self._queue.get()
            try:
                # Enforce minimum interval between requests (this worker)
                now = asyncio.get_event_loop().time()
                elapsed = now - last_call_time
                if elapsed < self._min_interval:
                    await asyncio.sleep(self._min_interval - elapsed)

                response = await client.messages.create(
                    model="claude-sonnet-4-6",
                    max_tokens=req.max_tokens,
                    messages=[{"role": "user", "content": req.prompt}]
                )
                last_call_time = asyncio.get_event_loop().time()
                result = response.content[0].text

                if not req.future.done():
                    req.future.set_result(result)

            except Exception as exc:
                logger.error(f"Worker {worker_id}: request failed: {exc}")
                if not req.future.done():
                    req.future.set_exception(exc)
            finally:
                self._queue.task_done()

# Usage — 100 requests go through 3 workers at controlled rate:
pool = RateLimitedWorkerPool(n_workers=3, requests_per_minute=40.0)
await pool.start()
results = await asyncio.gather(*[pool.submit(f"Summarize item {i}") for i in range(100)])
await pool.stop()

Option 6: Rate limit monitoring — track usage and warn before hitting limits

import asyncio
import time
import logging
from collections import deque
from typing import Callable, Awaitable, Any
import anthropic

logger = logging.getLogger(__name__)

class RateLimitMonitor:
    """
    Track request and token usage. Log warnings when approaching limits.
    Expose usage metrics for dashboards or alerting.
    """

    def __init__(
        self,
        rpm_limit: int = 50,
        tpm_limit: int = 100_000,
        warn_pct: float = 0.80   # Warn at 80% of limit
    ):
        self.rpm_limit = rpm_limit
        self.tpm_limit = tpm_limit
        self.warn_pct = warn_pct
        self._request_times: deque[float] = deque()
        self._token_times: deque[tuple[float, int]] = deque()  # (time, tokens)

    def _cleanup_old(self):
        """Remove entries older than 60 seconds."""
        cutoff = time.monotonic() - 60.0
        while self._request_times and self._request_times[0] < cutoff:
            self._request_times.popleft()
        while self._token_times and self._token_times[0][0] < cutoff:
            self._token_times.popleft()

    def record(self, input_tokens: int, output_tokens: int):
        now = time.monotonic()
        self._request_times.append(now)
        total_tokens = input_tokens + output_tokens
        self._token_times.append((now, total_tokens))
        self._cleanup_old()

        rpm_used = len(self._request_times)
        tpm_used = sum(t for _, t in self._token_times)

        if rpm_used >= self.rpm_limit * self.warn_pct:
            logger.warning(
                f"Rate limit warning: {rpm_used}/{self.rpm_limit} RPM "
                f"({rpm_used/self.rpm_limit*100:.0f}%)"
            )

        if tpm_used >= self.tpm_limit * self.warn_pct:
            logger.warning(
                f"Token limit warning: {tpm_used:,}/{self.tpm_limit:,} TPM "
                f"({tpm_used/self.tpm_limit*100:.0f}%)"
            )

    def stats(self) -> dict:
        self._cleanup_old()
        return {
            "rpm_used": len(self._request_times),
            "rpm_limit": self.rpm_limit,
            "tpm_used": sum(t for _, t in self._token_times),
            "tpm_limit": self.tpm_limit,
        }

monitor = RateLimitMonitor(rpm_limit=50, tpm_limit=100_000)

async def monitored_call(prompt: str) -> str:
    client = anthropic.AsyncAnthropic(max_retries=4)
    response = await client.messages.create(
        model="claude-sonnet-4-6",
        max_tokens=1024,
        messages=[{"role": "user", "content": prompt}]
    )
    monitor.record(
        input_tokens=response.usage.input_tokens,
        output_tokens=response.usage.output_tokens
    )
    return response.content[0].text

Rate Limit Strategy by Traffic Pattern

Pattern Best Fix Why
Occasional 429 errors SDK built-in retry (Option 1) Zero-effort, good enough for most
Predictable burst traffic Token bucket limiter (Option 3) Prevents 429 before it happens
Unpredictable spikes Exponential backoff (Option 2) Handles surprises gracefully
Many concurrent workers Worker pool + queue (Option 5) Limits concurrency at the source
Repeated failures Circuit breaker (Option 4) Prevents thundering herd
Production monitoring Rate limit monitor (Option 6) Visibility before hitting limits

Expected Token Savings

Naive immediate retry on 429 → N×rate-limited requests, extended ban window: potentially thousands of wasted calls Exponential backoff → waits out the window, succeeds on next attempt: 0 wasted calls after backoff

Environment

  • Any agent making Anthropic API calls at scale (>10 req/min); rate limit errors increase non-linearly with concurrency — at 5 concurrent workers, a single limit event becomes 5 simultaneous retries, all hitting the same window; use the SDK’s built-in max_retries for simple cases and add a worker pool for high-concurrency agents
  • Source: direct experience; the thundering herd on 429 retry is the most common cause of sustained rate limit outages (what should be a 5-second stall becomes a 5-minute outage when all workers retry immediately)

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