diff --git a/detection_rules/rule.py b/detection_rules/rule.py
index 108efca19..6e2bee580 100644
--- a/detection_rules/rule.py
+++ b/detection_rules/rule.py
@@ -12,9 +12,9 @@ from pathlib import Path
 from typing import Literal, Union, Optional, List, Any, Dict
 from uuid import uuid4
 
+import eql
 from marshmallow import ValidationError, validates_schema
 
-
 from . import utils
 from .mixins import MarshmallowDataclassMixin
 from .rule_formatter import toml_write, nested_normalize
@@ -270,6 +270,51 @@ class EQLRuleData(QueryRuleData):
     type: Literal["eql"]
     language: Literal["eql"]
 
+    @staticmethod
+    def convert_time_span(span: str) -> int:
+        """Convert time span in datemath to value in milliseconds."""
+        amount = int("".join(char for char in span if char.isdigit()))
+        unit = eql.ast.TimeUnit("".join(char for char in span if char.isalpha()))
+        return eql.ast.TimeRange(amount, unit).as_milliseconds()
+
+    def convert_relative_delta(self, lookback: str) -> int:
+        now = len("now")
+        min_length = now + len('+5m')
+
+        if lookback.startswith("now") and len(lookback) >= min_length:
+            lookback = lookback[len("now"):]
+            sign = lookback[0]  # + or -
+            span = lookback[1:]
+            amount = self.convert_time_span(span)
+            return amount * (-1 if sign == "-" else 1)
+        else:
+            return self.convert_time_span(lookback)
+
+    @cached_property
+    def max_span(self) -> Optional[int]:
+        """Maxspan value for sequence rules if defined."""
+        if eql.utils.get_query_type(self.ast) == 'sequence' and hasattr(self.ast.first, 'max_span'):
+            return self.ast.first.max_span.as_milliseconds() if self.ast.first.max_span else None
+
+    @cached_property
+    def look_back(self) -> Optional[Union[int, Literal['unknown']]]:
+        """Lookback value of a rule."""
+        # https://www.elastic.co/guide/en/elasticsearch/reference/current/common-options.html#date-math
+        to = self.convert_relative_delta(self.to) if self.to else 0
+        from_ = self.convert_relative_delta(self.from_ or "now-6m")
+
+        if not (to or from_):
+            return 'unknown'
+        else:
+            return to - from_
+
+    @cached_property
+    def interval_ratio(self) -> Optional[float]:
+        """Ratio of interval time window / max_span time window."""
+        if self.max_span:
+            interval = self.convert_time_span(self.interval or '5m')
+            return interval / self.max_span
+
 
 @dataclass(frozen=True)
 class ThreatMatchRuleData(QueryRuleData):
diff --git a/tests/test_all_rules.py b/tests/test_all_rules.py
index 1fbee4962..b1f9744ea 100644
--- a/tests/test_all_rules.py
+++ b/tests/test_all_rules.py
@@ -6,6 +6,7 @@
 """Test that all rules have valid metadata and syntax."""
 import os
 import re
+import warnings
 from collections import defaultdict
 from pathlib import Path
 
@@ -457,6 +458,55 @@ class TestRuleTiming(BaseRuleTest):
             err_msg = f'The following rules should have a longer `from` defined, due to indexes used\n {rules_str}'
             self.fail(err_msg)
 
+    def test_eql_lookback(self):
+        """Ensure EQL rules lookback => max_span, when defined."""
+        unknowns = []
+        invalids = []
+        ten_minutes = 10 * 60 * 1000
+
+        for rule in self.all_rules:
+            if rule.contents.data.type == 'eql' and rule.contents.data.max_span:
+                if rule.contents.data.look_back == 'unknown':
+                    unknowns.append(self.rule_str(rule, trailer=None))
+                else:
+                    look_back = rule.contents.data.look_back
+                    max_span = rule.contents.data.max_span
+                    expected = look_back + ten_minutes
+
+                    if expected < max_span:
+                        invalids.append(f'{self.rule_str(rule)} lookback: {look_back}, maxspan: {max_span}, '
+                                        f'expected: >={expected}')
+
+        if unknowns:
+            warn_str = '\n'.join(unknowns)
+            warnings.warn(f'Unable to determine lookbacks for the following rules:\n{warn_str}')
+
+        if invalids:
+            invalids_str = '\n'.join(invalids)
+            self.fail(f'The following rules have longer max_spans than lookbacks:\n{invalids_str}')
+
+    def test_eql_interval_to_maxspan(self):
+        """Check the ratio of interval to maxspan for eql rules."""
+        invalids = []
+        five_minutes = 5 * 60 * 1000
+
+        for rule in self.all_rules:
+            if rule.contents.data.type == 'eql':
+                interval = rule.contents.data.interval or five_minutes
+                maxspan = rule.contents.data.max_span
+                ratio = rule.contents.data.interval_ratio
+
+                # we want to test for at least a ratio of: interval >= 1/2 maxspan
+                # but we only want to make an exception and cap the ratio at 5m interval (2.5m maxspan)
+                if maxspan and maxspan > (five_minutes / 2) and ratio and ratio < .5:
+                    expected = maxspan // 2
+                    err_msg = f'{self.rule_str(rule)} interval: {interval}, maxspan: {maxspan}, expected: >={expected}'
+                    invalids.append(err_msg)
+
+        if invalids:
+            invalids_str = '\n'.join(invalids)
+            self.fail(f'The following rules have intervals too short for their given max_spans (ms):\n{invalids_str}')
+
 
 class TestLicense(BaseRuleTest):
     """Test rule license."""