Is it possible to use a multi-select cell as the criterion for a COUNTIF formula?

I have one sheet with training items for different positions (All, BD, CTL, etc.) As these items are trained they are marked as "Complete" from a list of "Not Started" "In Progress" "Complete". I have a separate sheet that I would like to use to track training progress for the employee.

It gets complicated because an employee can be trained on multiple positions. So I would like the formula to count an item if it is marked complete AND fits the roles that the employee is being trained on, which are indicated in a multi-select cell on the second sheet. Is this possible? As of now the formula only works if there is only one selected role.

Sheet 1:


Sheet 2:


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