diff --git a/lib/Highlight.php b/lib/Highlight.php
index 56efb6c..3a42957 100644
--- a/lib/Highlight.php
+++ b/lib/Highlight.php
@@ -25,8 +25,8 @@ class Highlight {
 
         foreach ($tokenList as $lineNumber => $tokens) {
             if ($lineNumber === 26) {
-                var_export($tokens);
-                echo "\n";
+                //var_export($tokens);
+                //echo "\n";
                 die();
             }
         }
diff --git a/lib/Scope/Parser.php b/lib/Scope/Parser.php
index 6722ae8..fc816d4 100644
--- a/lib/Scope/Parser.php
+++ b/lib/Scope/Parser.php
@@ -8,6 +8,11 @@ namespace dW\Lit\Scope;
 
 /** Parses strings into a scope selector */
 class Parser {
+    // Flag for turning on debugging on the class. Assertions must be enabled for
+    // it to work. This allows for parsing of scopes to be debugged separately from
+    // tokenization of input text.
+    public static bool $debug = false;
+
     // Used to cache parsed scopes and selectors
     protected static array $cache = [
         'selector' => [],
@@ -71,7 +76,7 @@ class Parser {
 
 
     protected static function parseComposite(): Composite {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $expressions = [ self::parseExpression() ];
 
@@ -97,7 +102,7 @@ class Parser {
     }
 
     protected static function parseExpression(int $operator = Expression::OPERATOR_NONE): Expression {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $peek = self::$instance->data->peek();
         $negate = false;
@@ -121,7 +126,7 @@ class Parser {
     }
 
     protected static function parseFilter(string $prefix): Filter {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $peek = self::$instance->data->peek();
         if ($peek === '(') {
@@ -136,7 +141,7 @@ class Parser {
     }
 
     protected static function parseGroup(): Group {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $token = self::$instance->data->consume();
         if ($token !== '(') {
@@ -156,7 +161,7 @@ class Parser {
     }
 
     protected static function parsePath(): Path {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $anchorStart = false;
         if (self::$instance->data->peek() === '^') {
@@ -204,7 +209,7 @@ class Parser {
     }
 
     protected static function _parseSelector(): Selector {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $composites = [ self::parseComposite() ];
         $peek = self::$instance->data->peek();
@@ -220,7 +225,7 @@ class Parser {
     }
 
     protected static function _parseScope(?Scope $parent = null, bool $anchorToPrevious = false): Scope {
-        assert((fn() => self::debug())());
+        assert((fn() => self::debugStart())());
 
         $atoms = [];
         $first = true;
@@ -244,43 +249,48 @@ class Parser {
         return $result;
     }
 
-    protected static function debug(): bool {
-        $message = <<<DEBUG
-        ------------------------------
-        %s
-        Method: %s
-        Position: %s
-        Token: %s
-
-        DEBUG;
-
-        $methodTree = '';
-        $backtrace = debug_backtrace();
-        // Shift two off because it's executed in an assert closure
-        array_shift($backtrace);
-        array_shift($backtrace);
-        // And, pop this method off the backtrace
-        array_pop($backtrace);
-        foreach ($backtrace as $b) {
-            $methodTree = "->{$b['function']}$methodTree";
-        }
 
-        printf($message,
-            self::$instance->debugCount++,
-            ltrim($methodTree, '->'),
-            self::$instance->data->position + 1,
-            var_export(self::$instance->data->peek(), true)
-        );
+    private static function debugStart(): bool {
+        if (self::$debug) {
+            $message = <<<DEBUG
+            ------------------------------
+            %s
+            Method: %s
+            Position: %s
+            Token: %s
+
+            DEBUG;
+
+            $methodTree = '';
+            $backtrace = debug_backtrace();
+            // Shift two off because it's executed in an assert closure
+            array_shift($backtrace);
+            array_shift($backtrace);
+            // And, pop this method off the backtrace
+            array_pop($backtrace);
+            foreach ($backtrace as $b) {
+                $methodTree = "->{$b['function']}$methodTree";
+            }
+
+            printf($message,
+                self::$instance->debugCount++,
+                ltrim($methodTree, '->'),
+                self::$instance->data->position + 1,
+                var_export(self::$instance->data->peek(), true)
+            );
+        }
 
         return true;
     }
 
-    protected static function debugResult($result): bool {
-        printf("%s Result: %s\n",
-            debug_backtrace()[2]['function'],
-            // Removes bullshit from var_exported classes for easier reading
-            str_replace([ '::__set_state(array', __NAMESPACE__.'\\', '))' ], [ '', '', ')' ], var_export($result, true))
-        );
+    private static function debugResult($result): bool {
+        if (self::$debug) {
+            printf("%s Result: %s\n",
+                debug_backtrace()[2]['function'],
+                // Removes bullshit from var_exported classes for easier reading
+                str_replace([ '::__set_state(array', __NAMESPACE__.'\\', '))' ], [ '', '', ')' ], var_export($result, true))
+            );
+        }
 
         return true;
     }
diff --git a/lib/Tokenizer.php b/lib/Tokenizer.php
index d1ea8c3..35dad45 100644
--- a/lib/Tokenizer.php
+++ b/lib/Tokenizer.php
@@ -18,6 +18,8 @@ use dW\Lit\Scope\{
 
 
 class Tokenizer {
+    public static bool $debug = false;
+
     protected Data $data;
     protected Grammar $grammar;
     protected int $offset = 0;
@@ -26,7 +28,7 @@ class Tokenizer {
     protected array $scopeStack;
 
     protected const SCOPE_RESOLVE_REGEX = '/\$(\d+)|\${(\d+):\/(downcase|upcase)}/S';
-    protected const ANCHOR_CHECK_REGEX = '/(?<!\\\)\\\([AGzZ])/S';
+    protected const ANCHOR_CHECK_REGEX = '/(?<!\\\)\\\([AGZz])/S';
 
 
     public function __construct(Data $data, Grammar $grammar) {
@@ -39,6 +41,8 @@ class Tokenizer {
 
     public function tokenize(): \Generator {
         foreach ($this->data->get() as $lineNumber => $line) {
+            assert($this->debugLine($lineNumber, $line));
+
             $this->offset = 0;
 
             $lineLength = strlen($line);
@@ -60,6 +64,8 @@ class Tokenizer {
                 ];
             }
 
+            assert($this->debugTokens($tokens));
+
             yield $lineNumber => $tokens;
         }
     }
@@ -172,6 +178,8 @@ class Tokenizer {
                 }
             }
 
+            assert($this->debugClosestMatch($closestMatch));
+
             // If there were a match above...
             if ($closestMatch !== null) {
                 $match = $closestMatch['match'];
@@ -414,4 +422,67 @@ class Tokenizer {
 
         return $tokens;
     }
+
+
+    private function debugClosestMatch(?array $closestMatch): bool {
+        if (self::$debug) {
+            $message = <<<DEBUG
+            Regex: %s
+            Scope: %s
+            BeginPattern: %s
+            EndPattern: %s
+            Match: %s
+            DEBUG;
+
+            $message = sprintf($message,
+                $closestMatch['pattern']->match ?? 'NULL',
+                $closestMatch['pattern']->name ?? 'NULL',
+                var_export($closestMatch['pattern']->beginPattern ?? null, true),
+                var_export($closestMatch['pattern']->endPattern ?? null, true),
+                var_export($closestMatch['match'] ?? null, true)
+            );
+
+            echo $this->debug_indentLines($message) . "\n\n";
+        }
+
+        return true;
+    }
+
+    private function debug_indentLines(string $message): string {
+        $backtrace = debug_backtrace();
+        array_shift($backtrace);
+        array_shift($backtrace);
+
+        $count = -1;
+        foreach ($backtrace as $b) {
+            if ($b['function'] === 'tokenizeLine') {
+                $count++;
+            }
+        }
+
+        return ($count > 0) ? preg_replace('/^/m', str_repeat('|', $count) . ' ', $message) : $message;
+    }
+
+    private function debugLine(int $lineNumber, string $line): bool {
+        if (self::$debug) {
+            $message = <<<DEBUG
+            %s
+            Line: %s
+
+
+            DEBUG;
+
+            printf($message, str_pad("$lineNumber ", 80, '-'), var_export($line, true));
+        }
+
+        return true;
+    }
+
+    public function debugTokens(array $tokens): bool {
+        if (self::$debug) {
+            echo 'Tokens: ' . var_export($tokens, true) . "\n\n";
+        }
+
+        return true;
+    }
 }
\ No newline at end of file