Training with different dates using an HDL

Summary: Can a HDL be created for one of our trainings that allows that training to launch to multiple people on different dates?

For example, let’s say I have to have the training assigned tomorrow, but you need it assigned next Wednesday (due to an expiration of a certification), is there any way to load both of us at the same time but have different assignment dates?

Can you advise what fields would be needed in your HDL and the .dat name of the file.

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