diff --git a/doc/source/whatsnew/v0.23.2.txt b/doc/source/whatsnew/v0.23.2.txt
index 70a5dd5817c3c..48efc02480e67 100644
--- a/doc/source/whatsnew/v0.23.2.txt
+++ b/doc/source/whatsnew/v0.23.2.txt
@@ -46,10 +46,13 @@ Bug Fixes
 -
 -
 
-**Conversion**
+**Timedelta**
 
+- Bug in :class:`Timedelta` where non-zero timedeltas shorter than 1 microsecond were considered False (:issue:`21484`)
 
--
+**Conversion**
+
+- Bug in :meth:`Series.nlargest` for signed and unsigned integer dtypes when the minimum value is present (:issue:`21426`)
 -
 
 **Indexing**
@@ -78,6 +81,7 @@ Bug Fixes
 -
 
 **Timezones**
+
 - Bug in :class:`Timestamp` and :class:`DatetimeIndex` where passing a :class:`Timestamp` localized after a DST transition would return a datetime before the DST transition (:issue:`20854`)
 - Bug in comparing :class:`DataFrame`s with tz-aware :class:`DatetimeIndex` columns with a DST transition that raised a ``KeyError`` (:issue:`19970`)
 - Bug in :meth:`DatetimeIndex.shift` where an ``AssertionError`` would raise when shifting across DST (:issue:`8616`)
@@ -88,5 +92,4 @@ Bug Fixes
 
 **Other**
 
-- Bug in :meth:`Series.nlargest` for signed and unsigned integer dtypes when the minimum value is present (:issue:`21426`)
 -
diff --git a/pandas/_libs/tslibs/timedeltas.pyx b/pandas/_libs/tslibs/timedeltas.pyx
index 87dc371195b5b..f68dc421a1ee9 100644
--- a/pandas/_libs/tslibs/timedeltas.pyx
+++ b/pandas/_libs/tslibs/timedeltas.pyx
@@ -899,6 +899,9 @@ cdef class _Timedelta(timedelta):
     def __str__(self):
         return self._repr_base(format='long')
 
+    def __bool__(self):
+        return self.value != 0
+
     def isoformat(self):
         """
         Format Timedelta as ISO 8601 Duration like
diff --git a/pandas/tests/scalar/timedelta/test_timedelta.py b/pandas/tests/scalar/timedelta/test_timedelta.py
index 205fdf49d3e91..6472bd4245622 100644
--- a/pandas/tests/scalar/timedelta/test_timedelta.py
+++ b/pandas/tests/scalar/timedelta/test_timedelta.py
@@ -588,3 +588,17 @@ def test_components(self):
         result = s.dt.components
         assert not result.iloc[0].isna().all()
         assert result.iloc[1].isna().all()
+
+
+@pytest.mark.parametrize('value, expected', [
+    (Timedelta('10S'), True),
+    (Timedelta('-10S'), True),
+    (Timedelta(10, unit='ns'), True),
+    (Timedelta(0, unit='ns'), False),
+    (Timedelta(-10, unit='ns'), True),
+    (Timedelta(None), True),
+    (pd.NaT, True),
+])
+def test_truthiness(value, expected):
+    # https://github.com/pandas-dev/pandas/issues/21484
+    assert bool(value) is expected