Great OP, Will attempt to contribute:
1. Inf at D3 back east
2. last played HS ball, college, now an accountant
3 Inf at D2
4. last played HS ball, college, now working retail
5. pitcher at JUCO
6. last played HS ball, working retail
7. Inf at JUCO then D3
8. P in MiLB
9. last played in HS, now cop
10. last played OF at D1, now ?
11. last played at JUCO, now ?
12. last played HS, now in med school.
13. Son - D1 x 3 years, currently in MiLb
Now this exercise really made me feel old!!!