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Refine ask retrieval and init UX #41

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Run time

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Job	Run time
windows-latest / Node 22	54s
windows-latest / Node 18	1m 18s
macos-latest / Node 18	23s
macos-latest / Node 20	28s
macos-latest / Node 22	16s
ubuntu-latest / Node 20	27s
ubuntu-latest / Node 22	17s
windows-latest / Node 20	46s
ubuntu-latest / Node 18	23s
Package smoke test	24s
	5m 36s