diff --git a/src/rp2/tax_engine.py b/src/rp2/tax_engine.py
index 4db7bd02..b9d74d10 100644
--- a/src/rp2/tax_engine.py
+++ b/src/rp2/tax_engine.py
@@ -194,7 +194,12 @@ def _create_unfiltered_gain_and_loss_set(
                 )
 
     except AcquiredLotsExhaustedException:
-        raise RP2ValueError("Total in-transaction crypto value < total taxable crypto value") from None
+        raise RP2ValueError(
+            f"Taxable out-transaction crypto value > acquired in-transaction crypto value by "
+            f"{acquired_lot_amount - taxable_event_amount} for {taxable_event}\n"
+            f"For more information, see Some Section in the User FAQ: "
+            f"https://github.com/eprbell/rp2/blob/main/docs/user_faq.md#somenewsection"
+        ) from None
     except TaxableEventsExhaustedException:
         pass
 
diff --git a/tests/test_tax_engine.py b/tests/test_tax_engine.py
index 92c91b61..120f163d 100644
--- a/tests/test_tax_engine.py
+++ b/tests/test_tax_engine.py
@@ -130,12 +130,30 @@ def test_bad_input(self) -> None:
             )
         )
 
-        with self.assertRaisesRegex(RP2ValueError, "Total in-transaction crypto value < total taxable crypto value"):
+        with self.assertRaises(RP2ValueError) as value_error:
             compute_tax(
                 self._good_input_configuration,
                 self._accounting_engine,
                 input_data,
             )
+        self.assertEqual(
+            str(value_error.exception),
+            """Taxable out-transaction crypto value > acquired in-transaction crypto value by -16.22000000000 for OutTransaction:
+  id=38
+  timestamp=2020-06-01 03:59:59.000000 -0400
+  asset=B4
+  exchange=Coinbase Pro
+  holder=Bob
+  transaction_type=TransactionType.SELL
+  spot_price=900.9000
+  crypto_out_no_fee=20.20000000
+  crypto_fee=1.00000000
+  unique_id=
+  is_taxable=True
+  fiat_taxable_amount=18198.1800
+For more information, see Some Section in the User FAQ: \
+https://github.com/eprbell/rp2/blob/main/docs/user_faq.md#somenewsection""",
+        )
 
 
 if __name__ == "__main__":