One of the most surprising and unexpected picks from Tom Telesco in recent history has got to be the selection of Trey Pipkins III in the third round of the 2019 NFL draft. The team had, and still is, in the market for a franchise left tackle and at the time Pipkins was the highest-rated tackle prospect left on the Chargers board at the time, despite guys like Yodney Cajuste and Bobby Evans still available.
Of course, when making the commitment towards a “project” player, fans would expect to have that prospect still come from a FBS school or Power 5 member.