Ambiguous 'Don't ask me again' option in session resume prompt

Open 💬 5 comments Opened May 20, 2026 by felipekj

Description

When resuming a long session, Claude Code shows this prompt:

This session is 11h 58m old and 607.6k tokens.

Resuming the full session will consume a substantial portion of your usage limits. We recommend resuming from a summary.

❯ 1. Resume from summary (recommended)
  2. Resume full session as-is
  3. Don't ask me again

The third option, "Don't ask me again", is ambiguous. It does not specify which of the first two behaviors (resume from summary vs. resume full session as-is) will become the new default for future sessions.

A user picking option 3 has no way to know whether they're locking in option 1 or option 2 — they're effectively making a decision without knowing which decision they're making.

Suggested fix

Allow the user to choose either option 1 or option 2 as the default when suppressing the prompt. A few possible shapes:

Option A — split the "don't ask again" into two explicit choices:

❯ 1. Resume from summary (recommended)
  2. Resume full session as-is
  3. Always resume from summary (don't ask again)
  4. Always resume full session (don't ask again)

Option B — two-step prompt: first the user picks 1 or 2, then a follow-up checkbox "Remember this choice and don't ask again".

Option C — modifier on the highlighted option: pressing a key (e.g. Shift+Enter) on option 1 or 2 selects it AND remembers it as the default.

Environment

  • Claude Code CLI
  • Triggered when resuming a session that has aged past some threshold (this session was 11h 58m old / 607.6k tokens)

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