See the attached file.
I used conditional formatting to update a border on your table as the formulas fill in the data, feel free to hide the helper column and your list if needed, was more or less an example. I removed the merged cell, simply because I don't like merged cells, feel free to re-merge it.
the main formula is:
=IFERROR(INDEX(Sheet2!$A$2:$A$17,MATCH($E$1&"_"&ROWS($1:1),Sheet2!$C$2:$C$17,0)),"")
and the helper column is:
="Entrepreneurship Level "&B2&"_"&COUNTIF($B$2:B2,B2)
I also used this formula to add borders to your table of results as they are filled in:
I did it without an array formula also, which will make maintenance easier.
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