core/cli: interactive continue prompts for loop and PTY limits

on_limit raises tool-round allowance; PTY session/budget limits can
prompt to raise; MaxRoundsEvent.continued marks extended runs.

CLAUDE.md

@@ -54,7 +54,7 @@ Async SQLAlchemy + aiosqlite. `MemoryStore`: schema init, default local user, se
 
 - **`ChatClient`** Protocol for `chat_completions`.
 - **`@tool` / `ToolRegistry`**: decorator infers JSON Schema from type hints; execute tools by name.
-- **`run_chat_loop`**: multi-round tool loop, yields `AgentEvent` stream.
+- **`run_chat_loop`**: multi-round tool loop, yields `AgentEvent` stream; optional `on_limit` to continue past max rounds.
 - **`ChatAgent`**: wrapper with optional `MemoryStore` bind (load/append messages).
 
 ### Tools (`tools/`)
@@ -65,6 +65,7 @@ Module-level `@tool` handlers. Call `set_workspace_root()` before use.
 - **`file`**: `read_file`, `write_file`, `listdir`, `edit_replace` (first occurrence).
 - **`process`**: `run_command` (argv, no shell, timeout, optional stdin/env); PTY `open_pty` / `read_pty` / `write_pty` / `close_pty` (**Unix only**: `pty`+`fork`).
 - PTY: structured status (`alive`/`exit_code`/`data`); `read_pty(..., until=)`; session limit/idle TTL/output budget; close SIGTERM→SIGKILL.
+- CLI limit hooks: interactive confirm to raise tool-loop rounds, PTY session cap, or PTY output budget.
 - **`DEFAULT_TOOLS`**: file + process tool list for a `ToolRegistry`.
 
 ### CLI (`cli/`)

src/plyngent/agent/chat.py

@@ -7,7 +7,7 @@ from plyngent.lmproto.openai_compatible.model import UserChatMessage
 from .loop import DEFAULT_MAX_ROUNDS, run_chat_loop
 
 if TYPE_CHECKING:
-    from collections.abc import AsyncIterator, Sequence
+    from collections.abc import AsyncIterator, Callable, Sequence
 
     from plyngent.lmproto.openai_compatible.model import AnyChatMessage
     from plyngent.memory import MemoryStore
@@ -16,6 +16,8 @@ if TYPE_CHECKING:
     from .events import AgentEvent
     from .tools import ToolRegistry
 
+    type LimitContinueHook = Callable[[str], bool]
+
 
 class ChatAgent:
     """Thin wrapper: chat client + optional tools + optional memory bind."""
@@ -27,6 +29,7 @@ class ChatAgent:
     session_id: int | None
     max_rounds: int
     temperature: float | None
+    on_limit: LimitContinueHook | None
     messages: list[AnyChatMessage]
 
     def __init__(  # noqa: PLR0913
@@ -40,6 +43,7 @@ class ChatAgent:
         max_rounds: int = DEFAULT_MAX_ROUNDS,
         temperature: float | None = None,
         messages: Sequence[AnyChatMessage] | None = None,
+        on_limit: LimitContinueHook | None = None,
     ) -> None:
         self.client = client
         self.model = model
@@ -48,6 +52,7 @@ class ChatAgent:
         self.session_id = session_id
         self.max_rounds = max_rounds
         self.temperature = temperature
+        self.on_limit = on_limit
         self.messages = list(messages) if messages is not None else []
 
     async def load_history(self) -> None:
@@ -84,6 +89,7 @@ class ChatAgent:
             tools=self.tools,
             max_rounds=self.max_rounds,
             temperature=self.temperature,
+            on_limit=self.on_limit,
         ):
             yield event
 

src/plyngent/agent/events.py

@@ -25,6 +25,7 @@ class ToolResultEvent(Struct, tag_field="type", tag="tool_result"):
 
 class MaxRoundsEvent(Struct, tag_field="type", tag="max_rounds"):
     rounds: int
+    continued: bool = False
 
 
 type AgentEvent = TextDeltaEvent | AssistantMessageEvent | ToolCallEvent | ToolResultEvent | MaxRoundsEvent

src/plyngent/agent/loop.py

@@ -5,6 +5,7 @@ from typing import TYPE_CHECKING
 from msgspec import UNSET
 
 from plyngent.lmproto.openai_compatible.model import (
+    AnyAssistantToolCall,
     AssistantChatMessage,
     AssistantFunctionToolCall,
     ChatCompletionsParam,
@@ -21,17 +22,38 @@ from .events import (
 )
 
 if TYPE_CHECKING:
-    from collections.abc import AsyncIterator, Sequence
+    from collections.abc import AsyncIterator, Callable, Sequence
 
     from plyngent.lmproto.openai_compatible.model import AnyChatMessage, AnyToolItem
 
     from .client import ChatClient
     from .tools import ToolRegistry
 
+    type LimitContinueHook = Callable[[str], bool]
+
 
 DEFAULT_MAX_ROUNDS = 32
 
 
+async def _execute_tool_calls(
+    tools: ToolRegistry,
+    tool_calls: Sequence[AnyAssistantToolCall],
+    messages: list[AnyChatMessage],
+) -> AsyncIterator[AgentEvent]:
+    for call in tool_calls:
+        yield ToolCallEvent(tool_call=call)
+        if isinstance(call, AssistantFunctionToolCall):
+            result_text = await tools.execute(call.function.name, call.function.arguments)
+            tool_msg = ToolChatMessage(content=result_text, tool_call_id=call.id)
+        else:
+            tool_msg = ToolChatMessage(
+                content="error: custom tool calls are not supported",
+                tool_call_id=call.id,
+            )
+        messages.append(tool_msg)
+        yield ToolResultEvent(message=tool_msg)
+
+
 async def run_chat_loop(  # noqa: PLR0913
     client: ChatClient,
     messages: list[AnyChatMessage],
@@ -40,18 +62,24 @@ async def run_chat_loop(  # noqa: PLR0913
     tools: ToolRegistry | None = None,
     max_rounds: int = DEFAULT_MAX_ROUNDS,
     temperature: float | None = None,
+    on_limit: LimitContinueHook | None = None,
 ) -> AsyncIterator[AgentEvent]:
     """Multi-round chat/tool loop; mutates ``messages`` in place and yields events.
 
     Continues until the model returns no tool calls, or ``max_rounds`` is hit.
-    Streaming is non-stream LLM calls for reliable tool_calls; text is emitted
-    as a single :class:`TextDeltaEvent` when content is present.
+    If ``on_limit`` is set and returns True when the cap is reached, another
+    batch of ``max_rounds`` is granted and the loop continues.
     """
     tool_items: Sequence[AnyToolItem] | None = None
     if tools is not None and len(tools) > 0:
         tool_items = tools.tool_items()
 
-    for round_idx in range(max_rounds):
+    rounds_used = 0
+    allowance = max_rounds
+
+    while True:
+        while rounds_used < allowance:
+            rounds_used += 1
             param = ChatCompletionsParam(
                 messages=list(messages),
                 model=model,
@@ -72,26 +100,18 @@ async def run_chat_loop(  # noqa: PLR0913
             tool_calls = assistant.tool_calls
             if tool_calls is UNSET or not tool_calls:
                 return
-
             if tools is None:
                 return
+            async for event in _execute_tool_calls(tools, tool_calls, messages):
+                yield event
 
-        for call in tool_calls:
-            yield ToolCallEvent(tool_call=call)
-            if isinstance(call, AssistantFunctionToolCall):
-                result_text = await tools.execute(call.function.name, call.function.arguments)
-                tool_msg = ToolChatMessage(content=result_text, tool_call_id=call.id)
-            else:
-                tool_msg = ToolChatMessage(
-                    content="error: custom tool calls are not supported",
-                    tool_call_id=call.id,
-                )
-            messages.append(tool_msg)
-            yield ToolResultEvent(message=tool_msg)
-
-        _ = round_idx  # used only for loop bound
-
-    yield MaxRoundsEvent(rounds=max_rounds)
+        reason = f"tool loop reached {allowance} rounds (used {rounds_used})"
+        if on_limit is not None and on_limit(reason):
+            yield MaxRoundsEvent(rounds=allowance, continued=True)
+            allowance += max_rounds
+            continue
+        yield MaxRoundsEvent(rounds=allowance, continued=False)
+        return
 
 
 def collect_assistant_messages(events: Sequence[AgentEvent]) -> list[AssistantChatMessage]:

src/plyngent/cli/app.py

@@ -14,6 +14,7 @@ from plyngent.cli.editor import (
     open_in_editor,
     resolve_config_path,
 )
+from plyngent.cli.limits import install_cli_limit_hooks
 from plyngent.cli.repl import run_repl
 from plyngent.cli.selection import select_model, select_provider
 from plyngent.cli.state import ReplState
@@ -66,6 +67,7 @@ async def _run_chat(  # noqa: PLR0913
         raise click.ClickException(str(exc)) from exc
 
     _ = set_workspace_root(workspace)
+    install_cli_limit_hooks()
     memory = await MemoryStore.open(_database_config(store))
     try:
         state = ReplState(

src/plyngent/cli/display.py

@@ -48,6 +48,12 @@ async def render_events(events: AsyncIterator[AgentEvent]) -> None:
             )
             click.secho(f"[tool result] {preview}", fg="magenta")
         elif isinstance(event, MaxRoundsEvent):
+            if event.continued:
+                click.secho(
+                    f"\n[max rounds {event.rounds} reached — continuing with a higher allowance]",
+                    fg="yellow",
+                )
+            else:
                 click.secho(f"\n[max rounds reached: {event.rounds}]", fg="red")
         else:
             # AssistantMessageEvent — text already shown via TextDeltaEvent.

src/plyngent/cli/limits.py

@@ -0,0 +1,20 @@
+from __future__ import annotations
+
+import click
+
+from plyngent.tools.process.pty_session import PtyManager
+
+
+def prompt_continue_limit(reason: str) -> bool:
+    """Ask the user whether to raise a limit and continue (TTY)."""
+    click.echo()
+    click.secho(f"[limit] {reason}", fg="yellow")
+    try:
+        return bool(click.confirm("Raise limit and continue?", default=True))
+    except click.Abort:
+        return False
+
+
+def install_cli_limit_hooks() -> None:
+    """Register interactive continue hooks for process-global tool limits."""
+    PtyManager.set_limit_continue_hook(prompt_continue_limit)

src/plyngent/cli/state.py

@@ -43,6 +43,8 @@ class ReplState:
         return ToolRegistry(list(DEFAULT_TOOLS))
 
     def _make_agent(self) -> ChatAgent:
+        from plyngent.cli.limits import prompt_continue_limit
+
         return ChatAgent(
             self.client,
             model=self.model,
@@ -50,6 +52,7 @@ class ReplState:
             memory=self.memory,
             session_id=self.session_id,
             max_rounds=self.max_rounds,
+            on_limit=prompt_continue_limit,
         )
 
     def rebuild_client(self) -> None:

src/plyngent/tools/process/pty_session.py

@@ -10,16 +10,23 @@ import signal
 import time
 from dataclasses import dataclass, field
 from threading import Lock
-from typing import ClassVar
+from typing import TYPE_CHECKING, ClassVar
 
 from plyngent.tools.workspace import WorkspaceError, check_command_allowed, resolve_path
 
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
+    type LimitContinueHook = Callable[[str], bool]
+
 DEFAULT_PTY_READ_BYTES = 8192
 DEFAULT_PTY_POLL_TIMEOUT = 0.2
 DEFAULT_MAX_SESSIONS = 8
 DEFAULT_IDLE_TTL_SECONDS = 600.0
 DEFAULT_SESSION_OUTPUT_BUDGET = 256_000
 DEFAULT_CLOSE_GRACE_SECONDS = 0.5
+_SESSION_LIMIT_STEP = 4
+_BUDGET_STEP = 256_000
 _STDERR_FD = 2
 _EXEC_FAIL_MARKER = b"plyngent-pty-exec-failed: "
 
@@ -67,6 +74,7 @@ class PtyManager:
     max_sessions: ClassVar[int] = DEFAULT_MAX_SESSIONS
     idle_ttl_seconds: ClassVar[float] = DEFAULT_IDLE_TTL_SECONDS
     session_output_budget: ClassVar[int] = DEFAULT_SESSION_OUTPUT_BUDGET
+    _limit_continue: ClassVar[LimitContinueHook | None] = None
 
     @classmethod
     def configure(
@@ -83,6 +91,21 @@ class PtyManager:
         if session_output_budget is not None:
             cls.session_output_budget = max(1024, session_output_budget)
 
+    @classmethod
+    def set_limit_continue_hook(cls, hook: LimitContinueHook | None) -> None:
+        """Optional interactive hook: return True to raise a limit and continue."""
+        cls._limit_continue = hook
+
+    @classmethod
+    def _offer_raise(cls, reason: str) -> bool:
+        hook = cls._limit_continue
+        if hook is None:
+            return False
+        try:
+            return bool(hook(reason))
+        except Exception:  # noqa: BLE001 — never break tools on prompt failure
+            return False
+
     @classmethod
     def open(
         cls,
@@ -100,7 +123,11 @@ class PtyManager:
         with cls._lock:
             alive_count = sum(1 for s in cls._sessions.values() if not s.closed)
             if alive_count >= cls.max_sessions:
-                msg = f"PTY session limit reached ({cls.max_sessions}); close idle sessions"
+                reason = f"PTY session limit reached ({cls.max_sessions})"
+                if cls._offer_raise(f"{reason}; raise by {_SESSION_LIMIT_STEP}?"):
+                    cls.max_sessions += _SESSION_LIMIT_STEP
+                else:
+                    msg = f"{reason}; close idle sessions or allow a higher limit"
                     raise WorkspaceError(msg)
 
         master_fd, slave_fd = pty.openpty()
@@ -255,6 +282,12 @@ class PtyManager:
             raise WorkspaceError(msg)
 
         if (cls.session_output_budget - session.bytes_read) <= 0:
+            if cls._offer_raise(
+                f"PTY output budget exhausted for session {session_id} "
+                f"({cls.session_output_budget} bytes); raise by {_BUDGET_STEP}?"
+            ):
+                cls.session_output_budget += _BUDGET_STEP
+            else:
                 return PtyReadResult(
                     session_id=session_id,
                     alive=session.alive,
@@ -270,6 +303,13 @@ class PtyManager:
         truncated = len(data) > max_bytes
         if truncated:
             data = data[:max_bytes]
+        budget_exhausted = (cls.session_output_budget - session.bytes_read) <= 0
+        if budget_exhausted and cls._offer_raise(
+            f"PTY output budget exhausted for session {session_id} "
+            f"({cls.session_output_budget} bytes); raise by {_BUDGET_STEP}?"
+        ):
+            cls.session_output_budget += _BUDGET_STEP
+            budget_exhausted = False
         return PtyReadResult(
             session_id=session_id,
             alive=session.alive,
@@ -277,7 +317,7 @@ class PtyManager:
             data=data,
             truncated=truncated,
             matched=matched,
-            budget_exhausted=(cls.session_output_budget - session.bytes_read) <= 0,
+            budget_exhausted=budget_exhausted,
         )
 
     @classmethod

tests/test_agent/test_loop.py

@@ -155,10 +155,53 @@ async def test_max_rounds() -> None:
     client = ScriptedClient([forever, forever, forever])
     messages: list[AnyChatMessage] = [UserChatMessage(content="x")]
     events = [e async for e in run_chat_loop(client, messages, model="m", tools=registry, max_rounds=2)]
-    assert any(isinstance(e, MaxRoundsEvent) and e.rounds == 2 for e in events)  # noqa: PLR2004
+    assert any(isinstance(e, MaxRoundsEvent) and e.rounds == 2 and not e.continued for e in events)  # noqa: PLR2004
     assert len(client.calls) == 2  # noqa: PLR2004
 
 
+async def test_max_rounds_continue_hook() -> None:
+    @tool
+    def ping() -> str:
+        return "pong"
+
+    registry = ToolRegistry([ping])
+    forever = _response(
+        AssistantChatMessage(
+            content="",
+            tool_calls=[
+                AssistantFunctionToolCall(
+                    id="c",
+                    function=AssistantFunctionTool(name="ping", arguments="{}"),
+                )
+            ],
+        )
+    )
+    final = _response(AssistantChatMessage(content="done"))
+    client = ScriptedClient([forever, forever, final])
+    messages: list[AnyChatMessage] = [UserChatMessage(content="x")]
+    asks: list[str] = []
+
+    def on_limit(reason: str) -> bool:
+        asks.append(reason)
+        return len(asks) == 1
+
+    events = [
+        e
+        async for e in run_chat_loop(
+            client,
+            messages,
+            model="m",
+            tools=registry,
+            max_rounds=2,
+            on_limit=on_limit,
+        )
+    ]
+    assert len(asks) == 1
+    assert any(isinstance(e, MaxRoundsEvent) and e.continued for e in events)
+    assert any(isinstance(e, TextDeltaEvent) and e.content == "done" for e in events)
+    assert len(client.calls) == 3  # noqa: PLR2004
+
+
 async def test_default_max_rounds_is_generous() -> None:
     from plyngent.agent.loop import DEFAULT_MAX_ROUNDS
 

tests/test_cli/test_limits.py

@@ -0,0 +1,32 @@
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
+from plyngent.cli.limits import install_cli_limit_hooks, prompt_continue_limit
+from plyngent.tools.process.pty_session import PtyManager
+
+if TYPE_CHECKING:
+    import pytest
+
+
+def test_prompt_continue_limit_yes(monkeypatch: pytest.MonkeyPatch) -> None:
+    def _confirm(*_a: object, **_k: object) -> bool:
+        return True
+
+    monkeypatch.setattr("click.confirm", _confirm)
+    assert prompt_continue_limit("hit a wall") is True
+
+
+def test_prompt_continue_limit_no(monkeypatch: pytest.MonkeyPatch) -> None:
+    def _confirm(*_a: object, **_k: object) -> bool:
+        return False
+
+    monkeypatch.setattr("click.confirm", _confirm)
+    assert prompt_continue_limit("hit a wall") is False
+
+
+def test_install_cli_limit_hooks() -> None:
+    install_cli_limit_hooks()
+    # Hook is installed process-wide for the CLI session.
+    assert callable(getattr(PtyManager, "_limit_continue", None))
+    PtyManager.set_limit_continue_hook(None)

tests/test_tools/test_process.py

@@ -147,6 +147,7 @@ def test_pty_session_limit(workspace: object) -> None:
     del workspace
     previous = PtyManager.max_sessions
     try:
+        PtyManager.set_limit_continue_hook(None)
         PtyManager.configure(max_sessions=1)
         first = call_sync(open_pty, ["sleep", "30"])
         assert "session_id=" in first
@@ -155,6 +156,24 @@ def test_pty_session_limit(workspace: object) -> None:
     finally:
         PtyManager.close_all()
         PtyManager.configure(max_sessions=previous)
+        PtyManager.set_limit_continue_hook(None)
+
+
+def test_pty_session_limit_continue(workspace: object) -> None:
+    del workspace
+    previous = PtyManager.max_sessions
+    try:
+        PtyManager.configure(max_sessions=1)
+        PtyManager.set_limit_continue_hook(lambda _reason: True)
+        first = call_sync(open_pty, ["sleep", "30"])
+        second = call_sync(open_pty, ["sleep", "30"])
+        assert "session_id=" in first
+        assert "session_id=" in second
+        assert PtyManager.max_sessions >= 2  # noqa: PLR2004
+    finally:
+        PtyManager.close_all()
+        PtyManager.configure(max_sessions=previous)
+        PtyManager.set_limit_continue_hook(None)
 
 
 def test_pty_output_budget(workspace: object) -> None: