Update:
I went back and rebled the clutch. Put it in first, hit the rear brake - bike dumped. My bleeding skills are... meh, ok - done it a lot, pretty sure that end is fine. Though yes - it's getting time to replace the old parts.
Ran through all the gears with the bike off as mrich2000 suggested, it made it to 3 and then wouldn't go to 4. I jimmied the wheel back and forth a bit and it clicked into 4 and 5 and back down. Then ran through the gears up and down with the bike on - no problems. Tranny is fine.
Then back in 1st gear I hit the brake and the rear wheel stopped - bike kept running.
Ok. Interesting development. Not really sure what just happened there.
Back to both wheels on the ground - clutch engaging with no trouble it seems. Will wait till daylight to take it on a test spin. So I'm not sure exactly what the fix was and what the problem was. Air in the line, the claw not sitting pretty, a combination of things or just a moody Venture that was sulking because of the tip - but it seems I'm back in business.
Thank you all for your input. Seeing the bike laying on it's side kinda made me nutty, not think straight and assume the worst. There's a long history of bikes going down in this area due to jerky cagers. It makes me crazy. I've picked up my share of bikes in the morning that aren't mine. Thank you for your calm suggestions.
I am, however, going to install impact charges for the next time.... boom....
Thanks a bunch everyone.
DBarn