Thank you for the feedback, Teddy and George.
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Rebuilding to include 1+ km objects and following the order of conversion you suggested in the post seemed to work, George. I thought I had configured that to be 1 km but maybe it was set to 10 km. The part that still confuses me is that I was able to get a hit on the 4.2 km asteroid if I singled it out in the search before rebuilding the database. Shouldn't it have not been a part of my database if I built with only 10+ km objects? Anyways, that issue seems to be resolved now.
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I did as Teddy suggested and did the cheap scan and then refined the UserAsteroid list.
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However, the hits (~50) that I got still didn't seem to match what OWC produces and still didn't include that particular asteroid I mentioned before. Probably something else misconfigured by me.
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I'll keep playing around with Occult and will let y'all know if I have a solid question to ask.
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Best,
Garrett