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DISCLAIMER: PROBLEM WAS DISCOVERED AND FIXED BY LLM AGENT

After fixing #556 I asked the agent to find and fix similar race conditions in the codebase and it produced this patch.

The control flow is more complex than in #556 so someone experienced need to review it but it all make sense on the first glance.

Track pending DAP output writes, wait to signal finish until every queued nio.run task flushes.
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