diff --git a/Cargo.lock b/Cargo.lock
index b196dcd89..a9a39cbe6 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -1759,7 +1759,7 @@ dependencies = [
  "serde",
  "serde-wasm-bindgen",
  "serde_json",
- "strum",
+ "strum 0.25.0",
  "strum_macros 0.25.3",
  "wasm-bindgen",
 ]
@@ -3326,6 +3326,12 @@ version = "0.25.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "290d54ea6f91c969195bdbcd7442c8c2a2ba87da8bf60a7ee86a235d4bc1e125"
 
+[[package]]
+name = "strum"
+version = "0.26.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "8fec0f0aef304996cf250b31b5a10dee7980c85da9d759361292b8bca5a18f06"
+
 [[package]]
 name = "strum_macros"
 version = "0.25.3"
@@ -4499,6 +4505,7 @@ dependencies = [
  "sha1",
  "sha2 0.10.8",
  "smallvec",
+ "strum 0.26.3",
  "strum_macros 0.26.4",
  "thiserror 2.0.6",
  "tlsh-fixed",
diff --git a/Cargo.toml b/Cargo.toml
index 304a30c07..0a09dc5d0 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -94,6 +94,7 @@ serde_json = "1.0.133"
 sha1 = "0.10.6"
 sha2 = "0.10.8"
 smallvec = "1.13.2"
+strum = "0.26.3"
 strum_macros = "0.26.4"
 thiserror = "2.0.3"
 # Using tlsh-fixed instead of tlsh because tlsh-fixed includes a fix for this
diff --git a/cli/src/commands/check.rs b/cli/src/commands/check.rs
index 5e4be8df3..14cc7c29a 100644
--- a/cli/src/commands/check.rs
+++ b/cli/src/commands/check.rs
@@ -100,7 +100,7 @@ pub fn exec_check(
             if config.rule_name_regexp.is_some() {
                 compiler.rule_name_regexp(
                     config.rule_name_regexp.clone().unwrap().as_str(),
-                );
+                )?;
             }
 
             compiler.colorize_errors(io::stdout().is_tty());
diff --git a/lib/Cargo.toml b/lib/Cargo.toml
index 693d5f514..4b93a9a05 100644
--- a/lib/Cargo.toml
+++ b/lib/Cargo.toml
@@ -250,6 +250,7 @@ rsa = { workspace = true, optional = true }
 smallvec = { workspace = true, features = ["serde"] }
 serde = { workspace = true, features = ["rc"] }
 serde_json = { workspace = true, features = ["preserve_order"] }
+strum = { workspace = true }
 strum_macros = { workspace = true }
 thiserror = { workspace = true }
 tlsh-fixed = { workspace = true, optional = true }
diff --git a/lib/src/compiler/mod.rs b/lib/src/compiler/mod.rs
index 2aa9887e2..bd7d268fa 100644
--- a/lib/src/compiler/mod.rs
+++ b/lib/src/compiler/mod.rs
@@ -23,6 +23,7 @@ use itertools::{izip, Itertools, MinMaxResult};
 use log::*;
 use nom::AsChar;
 use regex::Regex;
+use regex::Error as RegexError;
 use regex_syntax::hir;
 use rustc_hash::{FxHashMap, FxHashSet};
 use serde::{Deserialize, Serialize};
@@ -503,18 +504,20 @@ impl<'a> Compiler<'a> {
     }
 
     /// Regexp used to validate the rule name.
-    pub fn rule_name_regexp(&mut self, regexp_string: &str) -> &mut Self {
+    pub fn rule_name_regexp(
+        &mut self,
+        regexp_string: &str,
+    ) -> Result<&mut Self, RegexError> {
         // The documentation says the default is an empty string, which is not
         // true (but it is easier for users to understand). The actual default
         // is None. Because users might stick an empty string in there if they
         // don't want to use this feature (instead of just removing it from the
         // config file), check for the empty string here.
         if !regexp_string.is_empty() {
-            let re = Regex::new(regexp_string)
-                .expect("Unable to parse rule name regular expression");
+            let re = Regex::new(regexp_string)?;
             self.rule_name_regexp = Some(re);
         }
-        self
+        Ok(self)
     }
 
     /// Adds some YARA source code to be compiled.
diff --git a/lib/src/compiler/tests/mod.rs b/lib/src/compiler/tests/mod.rs
index 7368d24f2..a576e3139 100644
--- a/lib/src/compiler/tests/mod.rs
+++ b/lib/src/compiler/tests/mod.rs
@@ -922,6 +922,12 @@ fn test_errors() {
     }
 }
 
+#[test]
+fn test_invalid_rule_name_regex() {
+    // Make sure invalid regex result in Err.
+    assert!(Compiler::new().rule_name_regexp("(AXS|ERS").is_err());
+}
+
 #[test]
 fn test_warnings() {
     let mut mint = goldenfile::Mint::new(".");
@@ -972,7 +978,7 @@ fn test_warnings() {
         }
 
         if rules.starts_with("// rule name regex") {
-            compiler.rule_name_regexp("^AXSERS$");
+            compiler.rule_name_regexp("^AXSERS$").unwrap();
         }
 
         src.push_str(rules.as_str());
diff --git a/lib/src/lib.rs b/lib/src/lib.rs
index 815797303..ea3cd1857 100644
--- a/lib/src/lib.rs
+++ b/lib/src/lib.rs
@@ -103,43 +103,43 @@ pub mod warnings {
 pub mod config {
     use serde::Deserialize;
     use serde::Serialize;
-    use strum_macros::Display;
+    use strum_macros::{Display, EnumString};
 
     /// Types allowed in the check.metadata table of the config file. Used to
     /// require specific metadata identifiers have specific types by "yr check".
-    #[derive(Display, Deserialize, Serialize, Debug, Clone)]
+    #[derive(Display, Deserialize, Serialize, Debug, Clone, EnumString)]
     pub enum MetaValueType {
         /// Represents a String type
         #[serde(rename = "string")]
-        #[strum(to_string = "string")]
+        #[strum(serialize = "string")]
         String,
         /// Represents an Integer type
         #[serde(rename = "int")]
-        #[strum(to_string = "int")]
+        #[strum(serialize = "int")]
         Integer,
         /// Represents a Float type
         #[serde(rename = "float")]
-        #[strum(to_string = "float")]
+        #[strum(serialize = "float")]
         Float,
         /// Represents a Boolean type
         #[serde(rename = "bool")]
-        #[strum(to_string = "bool")]
+        #[strum(serialize = "bool")]
         Bool,
         /// Represents a SHA256 (string) type
         #[serde(rename = "sha256")]
-        #[strum(to_string = "sha256 (string)")]
+        #[strum(serialize = "sha256", to_string = "sha256 (string)")]
         SHA256,
         /// Represents a SHA1 (string) type
         #[serde(rename = "sha1")]
-        #[strum(to_string = "sha1 (string)")]
+        #[strum(serialize = "sha1", to_string = "sha1 (string)")]
         SHA1,
         /// Represents a MD5 (string) type
         #[serde(rename = "md5")]
-        #[strum(to_string = "md5 (string)")]
+        #[strum(serialize = "md5", to_string = "md5 (string)")]
         MD5,
         /// Represents a generic hash (string) type. Can be MD5/SHA1/SHA256
         #[serde(rename = "hash")]
-        #[strum(to_string = "hash (string)")]
+        #[strum(serialize = "hash", to_string = "hash (string)")]
         HASH,
     }
 }
diff --git a/py/src/lib.rs b/py/src/lib.rs
index 5d9a0287e..ce43f742c 100644
--- a/py/src/lib.rs
+++ b/py/src/lib.rs
@@ -15,11 +15,13 @@ matches = rules.scan(b'some dummy data')
 
 #![deny(missing_docs)]
 
+use std::collections::BTreeMap;
 use std::marker::PhantomPinned;
 use std::mem;
 use std::ops::Deref;
 use std::path::PathBuf;
 use std::pin::Pin;
+use std::str::FromStr;
 use std::time::Duration;
 
 use protobuf_json_mapping::print_to_string as proto_to_json;
@@ -93,6 +95,54 @@ impl Compiler {
         }
     }
 
+    /// Specify required metadata during compilation. Any rule which does not
+    /// meet the required specifications will result in a warning.
+    ///
+    /// The metadata argument must be a dictionary where the keys are the
+    /// required metadata identifiers and the value is a string which is the
+    /// required type for the metadata value.
+    ///
+    /// See the ["check" section](https://virustotal.github.io/yara-x/docs/cli/config-file/)
+    /// of the config file guide for acceptable value types. Any invalid types
+    /// will result in a ValueError being raised.
+    #[pyo3(signature = (metadata))]
+    fn required_metadata(
+        &mut self,
+        metadata: BTreeMap<String, String>,
+    ) -> PyResult<()> {
+        let mut converted_metadata: BTreeMap<
+            String,
+            yrx::config::MetaValueType,
+        > = BTreeMap::new();
+        for (k, v) in metadata.iter() {
+            converted_metadata.insert(
+                k.to_string(),
+                yrx::config::MetaValueType::from_str(v).map_err(|err| {
+                    PyValueError::new_err(format!(
+                        "Incorrect value \"{}\": {}",
+                        v,
+                        err.to_string()
+                    ))
+                })?,
+            );
+        }
+        self.inner.required_metadata(converted_metadata);
+        Ok(())
+    }
+
+    /// Specify a regular expression that the compiler will enforce upon each
+    /// rule name. Any rule which has a name which does not match this regex
+    /// will return an InvalidRuleName warning.
+    ///
+    /// If the regexp does not compile a ValueError is returned.
+    #[pyo3(signature = (regexp_str))]
+    fn rule_name_regexp(&mut self, regexp_str: &str) -> PyResult<()> {
+        self.inner
+            .rule_name_regexp(regexp_str)
+            .map_err(|err| PyValueError::new_err(err.to_string()))?;
+        Ok(())
+    }
+
     /// Adds a YARA source code to be compiled.
     ///
     /// This function may be invoked multiple times to add several sets of YARA
diff --git a/py/tests/test_api.py b/py/tests/test_api.py
index 8248d2633..85850843b 100644
--- a/py/tests/test_api.py
+++ b/py/tests/test_api.py
@@ -29,6 +29,43 @@ def test_error_on_slow_pattern():
     compiler.add_source(r'rule test {strings: $a = /a.*/ condition: $a}')
 
 
+def test_invalid_rule_name_regexp():
+  compiler = yara_x.Compiler()
+  with pytest.raises(ValueError):
+    compiler.rule_name_regexp("(AXS|ERS")
+
+
+def test_invalid_required_metadata():
+  compiler = yara_x.Compiler()
+  with pytest.raises(ValueError):
+    compiler.required_metadata({"test": "AXSERS"})
+
+
+def test_check_warnings():
+  compiler = yara_x.Compiler()
+  compiler.rule_name_regex("^foobar_")
+  compiler.required_metadata({"a": "int", "b": "string"})
+
+  compiler.add_source(
+      'rule test { meta: a = 1 strings: $a = {01 [0-1][0-1] 02 } condition: $a }')
+
+  warnings = compiler.warnings()
+
+  assert len(warnings) == 3
+
+  assert warnings[0]['type'] == "MissingMetadata"
+  assert warnings[0]['code'] == "missing_metadata"
+  assert warnings[0]['title'] == "required metadata missing"
+
+  assert warnings[1]['type'] == "IncorrectMetadataType"
+  assert warnings[1]['code'] == "incorrect_metadata_type"
+  assert warnings[1]['title'] == "metadata has incorrect type"
+
+  assert warnings[1]['type'] == "InvalidRuleName"
+  assert warnings[1]['code'] == "invalid_rule_name"
+  assert warnings[1]['title'] == "rule name does not meet requirements"
+
+
 def test_int_globals():
   compiler = yara_x.Compiler()
   compiler.define_global('some_int', 1)