diff --git a/blueprints/conversation/__init__.py b/blueprints/conversation/__init__.py
index 563336e..a14dbf6 100644
--- a/blueprints/conversation/__init__.py
+++ b/blueprints/conversation/__init__.py
@@ -66,6 +66,7 @@ def _build_messages_payload(
     query_text: str,
     image_description: str | None = None,
     system_prompt: str | None = None,
+    image_key: str | None = None,
 ) -> list:
     recent_messages = (
         conversation.messages[-10:]
@@ -77,12 +78,14 @@ def _build_messages_payload(
         role = "user" if msg.speaker == "user" else "assistant"
         text = msg.text
         if msg.image_key and role == "user":
-            text = f"[User sent an image]\n{text}"
+            text = f"[User sent an image (image_key: {msg.image_key})]\n{text}"
         messages_payload.append({"role": role, "content": text})
 
     # Build the current user message with optional image description
     if image_description:
         content = f"[Image analysis: {image_description}]"
+        if image_key:
+            content = f"[Image key: {image_key}]\n{content}"
         if query_text:
             content = f"{query_text}\n\n{content}"
     else:
@@ -203,7 +206,11 @@ async def stream_query():
 
     system_prompt = await _build_system_prompt_with_memories(str(user.id))
     messages_payload = _build_messages_payload(
-        conversation, query_text or "", image_description, system_prompt=system_prompt
+        conversation,
+        query_text or "",
+        image_description,
+        system_prompt=system_prompt,
+        image_key=image_key,
     )
     payload = {"messages": messages_payload}
     agent_config = {
diff --git a/blueprints/conversation/agents.py b/blueprints/conversation/agents.py
index b8b062e..474b1de 100644
--- a/blueprints/conversation/agents.py
+++ b/blueprints/conversation/agents.py
@@ -1044,8 +1044,235 @@ async def simbakit_drinking_activity(pet_name: str = "", days: int = 7) -> str:
         return f"Error fetching drinking activity: {str(e)}"
 
 
+@tool
+def math_calculate(expression: str) -> str:
+    """Evaluate a math expression and return the result.
+
+    Use this tool when the user asks you to:
+    - Do arithmetic or math calculations
+    - Calculate percentages, tips, or splits
+    - Solve a math expression
+    - Compare numbers or compute differences
+
+    Supports: +, -, *, /, //, **, %, parentheses, and basic functions
+    (sqrt, abs, round, min, max). Use 'math.' prefix for functions.
+
+    Args:
+        expression: A math expression to evaluate (e.g., "(123.45 * 0.18) / 4")
+
+    Returns:
+        The numeric result of the expression.
+    """
+    import ast
+    import operator
+    import math as _math
+
+    # Allowed operators and functions
+    allowed_ops = {
+        ast.Add: operator.add,
+        ast.Sub: operator.sub,
+        ast.Mult: operator.mul,
+        ast.Div: operator.truediv,
+        ast.FloorDiv: operator.floordiv,
+        ast.Mod: operator.mod,
+        ast.Pow: operator.pow,
+        ast.USub: operator.neg,
+        ast.UAdd: operator.pos,
+    }
+    allowed_funcs = {
+        "sqrt": _math.sqrt,
+        "abs": abs,
+        "round": round,
+        "min": min,
+        "max": max,
+        "pi": _math.pi,
+        "e": _math.e,
+    }
+
+    def _eval_node(node):
+        if isinstance(node, ast.Expression):
+            return _eval_node(node.body)
+        if isinstance(node, ast.Constant):
+            if isinstance(node.value, (int, float)):
+                return node.value
+            raise ValueError(f"Unsupported constant: {node.value!r}")
+        if isinstance(node, ast.BinOp):
+            op_type = type(node.op)
+            if op_type not in allowed_ops:
+                raise ValueError(f"Operator not allowed: {op_type.__name__}")
+            return allowed_ops[op_type](_eval_node(node.left), _eval_node(node.right))
+        if isinstance(node, ast.UnaryOp):
+            op_type = type(node.op)
+            if op_type not in allowed_ops:
+                raise ValueError(f"Unary operator not allowed: {op_type.__name__}")
+            return allowed_ops[op_type](_eval_node(node.operand))
+        if isinstance(node, ast.Call):
+            if not isinstance(node.func, ast.Name):
+                raise ValueError("Only simple function calls allowed")
+            func_name = node.func.id
+            if func_name not in allowed_funcs:
+                raise ValueError(f"Function not allowed: {func_name}")
+            args = [_eval_node(a) for a in node.args]
+            return allowed_funcs[func_name](*args)
+        if isinstance(node, ast.Name):
+            if node.id in allowed_funcs:
+                return allowed_funcs[node.id]
+            raise ValueError(f"Unknown name: {node.id}")
+        raise ValueError(f"Unsupported expression element: {ast.dump(node)}")
+
+    try:
+        tree = ast.parse(expression, mode="eval")
+        result = _eval_node(tree)
+        # Format: show full precision for decimals, trim trailing zeros
+        if isinstance(result, float):
+            if result == int(result) and abs(result) < 1e15:
+                return str(int(result))
+            return f"{result:.10g}"
+        return str(result)
+    except ZeroDivisionError:
+        return "Error: Division by zero."
+    except Exception as e:
+        return f"Error evaluating expression: {str(e)}"
+
+
+@tool
+async def split_bill(
+    image_key: str, num_people: int = 2, include_tip: bool = True
+) -> str:
+    """Analyze a receipt image and split the bill evenly among people.
+
+    Use this tool when the user:
+    - Sends a photo of a receipt or bill and asks to split it
+    - Asks "how much does each person owe"
+    - Wants to calculate a fair split of a bill from an image
+
+    Args:
+        image_key: The S3 key of the uploaded receipt image (from the conversation context)
+        num_people: Number of people to split the bill among (default 2)
+        include_tip: Whether to include the tip in the split (default True)
+
+    Returns:
+        The bill breakdown with line items, total, tip, and each person's share.
+    """
+    import base64
+    import json
+
+    from openai import AsyncOpenAI
+    from utils.s3_client import get_image as s3_get_image
+
+    try:
+        image_bytes, _ = await s3_get_image(image_key)
+    except Exception as e:
+        return f"Error: Could not fetch image '{image_key}': {str(e)}"
+
+    # Normalize to JPEG
+    from utils.image_process import _to_jpeg_bytes
+
+    image_bytes = _to_jpeg_bytes(image_bytes)
+
+    llama_url = os.getenv("LLAMA_SERVER_URL")
+    if llama_url:
+        aclient = AsyncOpenAI(base_url=llama_url, api_key="not-needed")
+        model = os.getenv("LLAMA_MODEL_NAME", "llama-3.1-8b-instruct")
+    else:
+        aclient = AsyncOpenAI()
+        model = "gpt-4o-mini"
+
+    b64 = base64.b64encode(image_bytes).decode("utf-8")
+
+    system_prompt = (
+        "You are a receipt parser. Extract all line items, subtotals, tax, tip, and total "
+        "from the receipt. Respond ONLY with valid JSON matching this schema:\n"
+        "{\n"
+        '  "items": [{"name": "string", "price": number}],\n'
+        '  "subtotal": number,\n'
+        '  "tax": number,\n'
+        '  "tip": number,\n'
+        '  "total": number\n'
+        "}\n"
+        "If a field is not present on the receipt, use 0. Do not include any text outside the JSON."
+    )
+
+    try:
+        response = await aclient.chat.completions.create(
+            model=model,
+            messages=[
+                {"role": "system", "content": system_prompt},
+                {
+                    "role": "user",
+                    "content": [
+                        {
+                            "type": "text",
+                            "text": "Parse this receipt into structured JSON.",
+                        },
+                        {
+                            "type": "image_url",
+                            "image_url": {"url": f"data:image/jpeg;base64,{b64}"},
+                        },
+                    ],
+                },
+            ],
+        )
+    except Exception as e:
+        return f"Error: Vision model failed to analyze receipt: {str(e)}"
+
+    raw = response.choices[0].message.content.strip()
+    # Strip markdown code fences if present
+    if raw.startswith("```"):
+        raw = raw.split("\n", 1)[-1]
+        if raw.endswith("```"):
+            raw = raw[:-3]
+
+    try:
+        receipt = json.loads(raw)
+    except json.JSONDecodeError:
+        return f"Error: Could not parse receipt data from model response.\n\nRaw: {raw}"
+
+    # Compute the split
+    items = receipt.get("items", [])
+    subtotal = receipt.get("subtotal", sum(i.get("price", 0) for i in items))
+    tax = receipt.get("tax", 0)
+    tip = receipt.get("tip", 0)
+    total = receipt.get("total", subtotal + tax + tip)
+
+    if not include_tip:
+        split_amount = subtotal + tax
+    else:
+        split_amount = total
+
+    per_person = split_amount / num_people
+
+    # Format result
+    lines = ["**Bill Breakdown:**\n"]
+    if items:
+        for item in items:
+            lines.append(f"- {item.get('name', 'Item')}: ${item.get('price', 0):.2f}")
+        lines.append("")
+    lines.append(f"Subtotal: ${subtotal:.2f}")
+    if tax:
+        lines.append(f"Tax: ${tax:.2f}")
+    if tip:
+        lines.append(f"Tip: ${tip:.2f}")
+    lines.append(f"Total: ${total:.2f}")
+    lines.append("")
+
+    tip_note = " (includes tip)" if include_tip else " (excluding tip)"
+    lines.append(
+        f"Split among {num_people} people{tip_note}: **${per_person:.2f} each**"
+    )
+
+    return "\n".join(lines)
+
+
 # Create tools list based on what's available
-tools = [get_current_date, simba_search, web_search, save_user_memory]
+tools = [
+    get_current_date,
+    simba_search,
+    web_search,
+    save_user_memory,
+    math_calculate,
+    split_bill,
+]
 if simbakit_enabled:
     tools.extend(
         [