diff --git a/checks/core/certificate_expiration.py b/checks/core/certificate_expiration.py
new file mode 100644
index 00000000..51b6fdb8
--- /dev/null
+++ b/checks/core/certificate_expiration.py
@@ -0,0 +1,69 @@
+"""
+SSL certificate should not expire for at least some minimum number of days.
+
+Returns expiration date.
+"""
+import asyncio
+import datetime
+import logging
+import ssl
+from urllib.parse import urlparse
+
+import cryptography
+import cryptography.x509
+from cryptography.hazmat.backends import default_backend as crypto_default_backend
+
+from poucave.typings import CheckResult
+from poucave.utils import utcnow
+
+
+logger = logging.getLogger(__name__)
+
+
+EXPOSED_PARAMETERS = ["url", "min_remaining_days"]
+
+
+# Bound the alert thresholds.
+LOWER_MIN_REMAINING_DAYS = 10
+UPPER_MIN_REMAINING_DAYS = 30  # No need to warn more than 1 month in advance.
+
+
+async def fetch_cert(url):
+    parsed = urlparse(url)
+    address = (parsed.netloc, parsed.port or 443)
+    loop = asyncio.get_event_loop()
+    cert_pem = await loop.run_in_executor(
+        None, lambda: ssl.get_server_certificate(address)
+    )
+    return cryptography.x509.load_pem_x509_certificate(
+        cert_pem.encode("utf8"), backend=crypto_default_backend()
+    )
+
+
+async def run(
+    url: str,
+    percentage_remaining_validity: int = 5,
+    min_remaining_days: int = LOWER_MIN_REMAINING_DAYS,
+    max_remaining_days: int = UPPER_MIN_REMAINING_DAYS,
+) -> CheckResult:
+    cert = await fetch_cert(url)
+    start = cert.not_valid_before.replace(tzinfo=datetime.timezone.utc)
+    end = cert.not_valid_after.replace(tzinfo=datetime.timezone.utc)
+    lifespan = (end - start).days
+
+    # The minimum remaining days depends on the certificate lifespan.
+    relative_minimum = lifespan * percentage_remaining_validity / 100
+    bounded_minimum = int(
+        min(UPPER_MIN_REMAINING_DAYS, max(min_remaining_days, relative_minimum))
+    )
+    remaining_days = (end - utcnow()).days
+
+    logger.debug(
+        f"Certificate lasts {lifespan} days and ends in {remaining_days} days "
+        f"({remaining_days - bounded_minimum} days before alert)."
+    )
+
+    success = remaining_days > bounded_minimum
+    return success, {
+        "expires": end.isoformat(),
+    }
diff --git a/tests/checks/core/test_certificate_expiration.py b/tests/checks/core/test_certificate_expiration.py
new file mode 100644
index 00000000..420752d6
--- /dev/null
+++ b/tests/checks/core/test_certificate_expiration.py
@@ -0,0 +1,67 @@
+from datetime import datetime, timedelta
+from unittest import mock
+
+from checks.core.certificate_expiration import fetch_cert, run
+from poucave.utils import utcnow
+
+
+MODULE = "checks.core.certificate_expiration"
+
+CERT = """
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
+"""
+
+
+async def test_positive():
+    url = "https://fake.local"
+
+    next_month = utcnow() + timedelta(days=30)
+    fake_cert = mock.MagicMock(not_valid_before=utcnow(), not_valid_after=next_month)
+
+    with mock.patch(f"{MODULE}.fetch_cert", return_value=fake_cert) as mocked:
+        status, data = await run(url)
+        mocked.assert_called_with(url)
+
+    assert status is True
+    assert data == {"expires": next_month.isoformat()}
+
+
+async def test_negative():
+    url = "https://fake.local"
+
+    next_month = utcnow() + timedelta(days=30)
+    fake_cert = mock.MagicMock(not_valid_before=utcnow(), not_valid_after=next_month)
+
+    with mock.patch(f"{MODULE}.fetch_cert", return_value=fake_cert):
+        status, data = await run(url, min_remaining_days=40)
+
+    assert status is False
+    assert data == {"expires": next_month.isoformat()}
+
+
+async def test_fetch_cert():
+    with mock.patch(
+        f"{MODULE}.ssl.get_server_certificate", return_value=CERT
+    ) as mocked:
+        cert = await fetch_cert("https://fake.local")
+        mocked.assert_called_with(("fake.local", 443))
+
+    assert cert.not_valid_after == datetime(2019, 11, 11, 22, 44, 31)