diff --git a/jsonvv/README.md b/jsonvv/README.md
index 8427a50..042b573 100644
--- a/jsonvv/README.md
+++ b/jsonvv/README.md
@@ -187,6 +187,17 @@ Fields that end with `$group_name` are grouped together. If one of the keys is s
 
 This will require both `value` is set if and only if `isEnabled` is set.
 
+Multiple `$` can be used to create more complex group dependencies.
+
+```python
+keyOne$group1: "any"
+keyTwo$group2: "any"
+keyThree$group1$group2: "any"
+```
+
+If `keyThree` is set, both `keyOne` and `keyTwo` must also be set.
+
+However, if `keyOne` is set, `keyThree` needs to be set but `keyTwo` does not.
 
 ---
 
@@ -724,4 +735,4 @@ graph TD
 ### Escaping Characters
 
 - `!`: Escapes commas, slashes, and other jsonvv characters within strings.
-- `\`: Escapes within a regex pattern.
\ No newline at end of file
+- `\`: Escapes within a regex pattern.
diff --git a/jsonvv/jsonvv/validator.py b/jsonvv/jsonvv/validator.py
index 72906e5..ec09ae9 100644
--- a/jsonvv/jsonvv/validator.py
+++ b/jsonvv/jsonvv/validator.py
@@ -1,4 +1,4 @@
-from typing import Any, Dict, List
+from typing import Any, Dict, List, Optional
 
 from .exceptions import (
     MissingGroupKey,
@@ -48,11 +48,16 @@ class JsonValidator:
                 )
 
             # Register group dependencies
-            if (idx := key.rfind('$')) != -1:
-                base_key, group = key[:idx], key[idx + 1 :]
+            orig_key: Optional[str] = None
+            while (idx := key.rfind('$')) != -1:
+                # Get the original key before all $
+                if orig_key is None:
+                    orig_key = key.split('$', 1)[0]
+                # Add to group registry
+                key, group = key[:idx], key[idx + 1 :]
                 if group not in self.groups:
                     self.groups[group] = []
-                self.groups[group].append(base_key)
+                self.groups[group].append(orig_key)
 
             if isinstance(value, dict):
                 # Recursively validate and parse nested dictionaries
diff --git a/jsonvv/pyproject.toml b/jsonvv/pyproject.toml
index 9fb31c7..380cdb1 100644
--- a/jsonvv/pyproject.toml
+++ b/jsonvv/pyproject.toml
@@ -4,7 +4,7 @@ build-backend = "poetry.core.masonry.api"
 
 [tool.poetry]
 name = "jsonvv"
-version = "0.2.0"
+version = "0.2.1"
 description = "JSON value validator"
 authors = ["daijro <daijro.dev@gmail.com>"]
 license = "MIT"