The tool holder on the left is for a manually operated draw bar, typical of a manual milling machine and using the Centre Drill as a rough scale, probably a 30 Taper. The tool holder on the right is part of a manual, quick change system. Neither tools are for a CNC Machining Centre with a tool changer.
the one on the right is a Kwik Switch but i cannot tell if it is a 100 series 200 series or 300 series
I have kwik switch 200 on a Bridgeport Series 2
hope this helps
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