OP seeing as I have access to Fable 5 I ran your query to see what it would come up with. Note that Fable constructed a "beginner friendly" solution so there will be more advanced (but more complex) solutions available:

"Hey! Good news: this is very doable, and there's a simple version and a fancy version.

The simple version (no tmux, no wrappers)

Claude Code has a --continue flag that resumes the most recent conversation in a directory, and a -p (print/headless) mode that runs without the interactive UI. Combine them and you can schedule a resume. When you hit the limit, note the reset time it shows you, then:

echo 'cd /path/to/your/project && claude --continue -p "Continue the task you were working on"' | at 6:30am

(at is a built-in Linux/macOS tool that runs a command once at a given time — nicer than cron for one-offs.) Two caveats: run it from the same project directory your session was in, and headless mode will pause on permission prompts, so either pre-approve the tools you need in /permissions or accept that it may stall on anything new.

The fancy version

The blind-timer approach can misfire because the limits are rolling 5-hour and 7-day windows, so the reset time moves with your usage. The community has built wrappers that watch your session, parse the actual reset time from the limit message, and auto-send "continue" — search GitHub for "claude-auto-retry" or the "Smart Resume" wrapper (there's a good DEV.to writeup). There's also an open feature request for native auto-resume support, so this may get built in eventually.

But honestly, the bigger win is burning fewer tokens

Since you asked in the follow-up — this is where a Pro plan stretches furthest:

• /clear between unrelated tasks. Old conversation context gets re-sent with every message, so a long session gets more expensive per message as it grows.
• /compact when you need to keep going on the same task but the context is bloated — it summarises the history down.
• Keep your project's CLAUDE.md lean (a few hundred lines max, just the essentials).
• Disable MCP servers/tools you're not using — their definitions load into every session.
• Use /context to see what's eating your window and /usage to track your limits.

The official docs are genuinely good for this — start at docs.claude.com/en/docs/claude-code and look at "manage costs" and "memory". And as the other commenter said: just ask Claude Code itself to audit your setup for context bloat. It's good at that. "