diff --git a/crates/nu-command/tests/commands/into_datetime.rs b/crates/nu-command/tests/commands/into_datetime.rs
index 83f36a7c26..8ad096ef0a 100644
--- a/crates/nu-command/tests/commands/into_datetime.rs
+++ b/crates/nu-command/tests/commands/into_datetime.rs
@@ -14,6 +14,16 @@ fn into_datetime_from_record() {
     assert_eq!(expected.out, actual.out);
 }
 
+#[test]
+fn into_datetime_from_record_very_old() {
+    let actual = nu!(r#"{year: -100, timezone: '+02:00'} | into datetime | into record"#);
+    let expected = nu!(
+        r#"{year: -100, month: 1, day: 1, hour: 0, minute: 0, second: 0, millisecond: 0, microsecond: 0, nanosecond: 0, timezone: '+02:00'}"#
+    );
+
+    assert_eq!(expected.out, actual.out);
+}
+
 #[test]
 fn into_datetime_from_record_defaults() {
     let actual = nu!(r#"{year: 2025, timezone: '+02:00'} | into datetime | into record"#);
diff --git a/crates/nu-protocol/src/value/mod.rs b/crates/nu-protocol/src/value/mod.rs
index 2d820b044a..0aac797c8d 100644
--- a/crates/nu-protocol/src/value/mod.rs
+++ b/crates/nu-protocol/src/value/mod.rs
@@ -4020,10 +4020,19 @@ fn operator_type_error(
 fn human_time_from_now(val: &DateTime<FixedOffset>) -> HumanTime {
     let now = Local::now().with_timezone(val.offset());
     let delta = *val - now;
-    let delta_seconds = delta.num_nanoseconds().unwrap_or(0) as f64 / 1_000_000_000.0;
-    let delta_seconds_rounded = delta_seconds.round() as i64;
-
-    HumanTime::from(Duration::seconds(delta_seconds_rounded))
+    match delta.num_nanoseconds() {
+        Some(num_nanoseconds) => {
+            let delta_seconds = num_nanoseconds as f64 / 1_000_000_000.0;
+            let delta_seconds_rounded = delta_seconds.round() as i64;
+            HumanTime::from(Duration::seconds(delta_seconds_rounded))
+        }
+        None => {
+            // Happens if the total number of nanoseconds exceeds what fits in an i64
+            // Note: not using delta.num_days() because it results is wrong for years before ~936: a extra year is added
+            let delta_years = val.year() - now.year();
+            HumanTime::from(Duration::days(delta_years as i64 * 365))
+        }
+    }
 }
 
 #[cfg(test)]