diff --git a/.gitignore b/.gitignore
index cdd35713..8318da0f 100644
--- a/.gitignore
+++ b/.gitignore
@@ -58,6 +58,8 @@ core/adapters/LLDB.framework
 /test/binaries/Darwin-arm64-signed/
 /test/binaries/Darwin-x86_64-signed/
 test/__pycache__
+api/python/__pycache__
+*/__pycache__/
 
 /build
 /artifacts
diff --git a/api/python/debuggercontroller.py b/api/python/debuggercontroller.py
index 351550dd..0174581f 100644
--- a/api/python/debuggercontroller.py
+++ b/api/python/debuggercontroller.py
@@ -56,7 +56,7 @@ def __setattr__(self, name, value):
             raise AttributeError(f"attribute '{name}' is read only")
 
     def __repr__(self):
-        return f"<DebugProcess: {self.pid:#x}, {self.name}>"
+        return f"<DebugProcess: pid={self.pid}, name='{self.name}'>"
 
 
 class DebugThread:
@@ -131,7 +131,7 @@ def __ne__(self, other):
         return not (self == other)
 
     def __hash__(self):
-        return hash((self.name, self.short_name, self.address. self.size, self.loaded))
+        return hash((self.name, self.short_name, self.address, self.size, self.loaded))
 
     def __setattr__(self, name, value):
         try:
@@ -140,7 +140,7 @@ def __setattr__(self, name, value):
             raise AttributeError(f"attribute '{name}' is read only")
 
     def __repr__(self):
-        return f"<DebugModule: {self.name}, {self.address:#x}, {self.size:#x}>"
+        return f"<DebugModule: {self.short_name}, {self.address:#x}-{self.address+self.size:#x}, size={self.size:#x}>"
 
 
 class DebugRegister:
@@ -174,7 +174,7 @@ def __ne__(self, other):
         return not (self == other)
 
     def __hash__(self):
-        return hash((self.name, self.value, self.width. self.index, self.hint))
+        return hash((self.name, self.value, self.width, self.index, self.hint))
 
     def __setattr__(self, name, value):
         try:
@@ -203,7 +203,21 @@ def __init__(self, handle):
         dbgcore.BNDebuggerFreeRegisters(registers, count.value)
 
     def __repr__(self) -> str:
-        return self.regs.__repr__()
+        if not self.regs:
+            return "<DebugRegisters: empty>"
+        
+        # Show registers in a more readable format
+        reg_entries = []
+        # Sort registers by name for consistent output
+        for name in sorted(self.regs.keys()):
+            reg = self.regs[name]
+            hint_str = f" ({reg.hint})" if reg.hint else ""
+            reg_entries.append(f"{name}={reg.value:#x}{hint_str}")
+        
+        # Show all registers
+        reg_list = ", ".join(reg_entries)
+        
+        return f"<DebugRegisters: {reg_list}>"
 
     def __getitem__(self, name):
         if name not in self.regs:
@@ -248,7 +262,7 @@ def __ne__(self, other):
         return not (self == other)
 
     def __hash__(self):
-        return hash((self.module, self.offset, self.address. self.enabled))
+        return hash((self.module, self.offset, self.address, self.enabled))
 
     def __setattr__(self, name, value):
         try:
@@ -305,6 +319,9 @@ def __setattr__(self, name, value):
         except AttributeError:
             raise AttributeError(f"attribute '{name}' is read only")
 
+    def __repr__(self):
+        return f"<ModuleNameAndOffset: {self.module}+{self.offset:#x}>"
+
 
 class DebugFrame:
     """
@@ -373,6 +390,9 @@ def __init__(self, reason: DebugStopReason, last_active_thread: int, exit_code:
         self.exit_code = exit_code
         self.data = data
 
+    def __repr__(self):
+        return f"<TargetStoppedEventData: reason={self.reason}, thread={self.last_active_thread}, exit_code={self.exit_code}>"
+
 
 class ErrorEventData:
     """
@@ -386,6 +406,9 @@ def __init__(self, error: str, data):
         self.error = error
         self.data = data
 
+    def __repr__(self):
+        return f"<ErrorEventData: {self.error}>"
+
 
 class TargetExitedEventData:
     """
@@ -397,6 +420,9 @@ class TargetExitedEventData:
     def __init__(self, exit_code: int):
         self.exit_code = exit_code
 
+    def __repr__(self):
+        return f"<TargetExitedEventData: exit_code={self.exit_code}>"
+
 
 class StdOutMessageEventData:
     """
@@ -408,6 +434,11 @@ class StdOutMessageEventData:
     def __init__(self, message: str):
         self.message = message
 
+    def __repr__(self):
+        # Truncate long messages for readability
+        msg = self.message[:50] + "..." if len(self.message) > 50 else self.message
+        return f"<StdOutMessageEventData: '{msg}'>"
+
 
 class DebuggerEventData:
     """
@@ -434,6 +465,25 @@ def __init__(self, target_stopped_data: TargetStoppedEventData,
         self.exit_data = exit_data
         self.message_data = message_data
 
+    def __repr__(self):
+        # Show only the data that's not None for better readability
+        parts = []
+        if self.target_stopped_data is not None:
+            parts.append(f"stopped={self.target_stopped_data.reason}")
+        if self.error_data is not None:
+            parts.append(f"error='{self.error_data.error[:30]}..'" if len(self.error_data.error) > 30 else f"error='{self.error_data.error}'")
+        if self.absolute_address:
+            parts.append(f"abs_addr={self.absolute_address:#x}")
+        if self.relative_address:
+            parts.append(f"rel_addr={self.relative_address}")
+        if self.exit_data is not None:
+            parts.append(f"exit_code={self.exit_data.exit_code}")
+        if self.message_data is not None:
+            msg = self.message_data.message[:20] + "..." if len(self.message_data.message) > 20 else self.message_data.message
+            parts.append(f"msg='{msg}'")
+        
+        return f"<DebuggerEventData: {', '.join(parts) if parts else 'empty'}>"
+
 
 class DebuggerEvent:
     """
@@ -447,6 +497,9 @@ def __init__(self, type: DebuggerEventType, data: DebuggerEventData):
         self.type = type
         self.data = data
 
+    def __repr__(self):
+        return f"<DebuggerEvent: type={self.type}, data={self.data}>"
+
 
 DebuggerEventCallback = Callable[['DebuggerEvent'], None]
 
@@ -1602,3 +1655,31 @@ def __ne__(self, other):
 
     def __hash__(self):
         return hash(ctypes.addressof(self.handle.contents))
+
+    def __repr__(self):
+        try:
+            # Basic connection and status info
+            connected = "connected" if self.connected else "disconnected"
+            running = "running" if self.running else "stopped"
+            
+            # Debug adapter name
+            adapter_name = self.adapter_type
+            
+            # Determine if local or remote debugging
+            remote_host = self.remote_host
+            remote_port = self.remote_port
+            
+            if remote_host and remote_port > 0:
+                # Remote debugging
+                debugging_type = f"remote {remote_host}:{remote_port}"
+            else:
+                # Local debugging
+                debugging_type = "local"
+            
+            # Executable path
+            exec_path = self.executable_path or "unknown"
+            
+            return f"<DebuggerController: {connected}, {running}, {debugging_type}, adapter={adapter_name}, {exec_path}>"
+        except:
+            # Fallback to basic representation if we can't get state info
+            return f"<DebuggerController: {hex(id(self))}>"