4) Kaleb Cowart
Drafted in the first round (18th overall) in 2010, Kaleb Cowart quickly became one of the top prospects in the Angels system. Baseball America ranked him the Angels #1 prospect in 2012, and 60th across the major leagues.
The 6-foot-3 corner infielder got off to a good start as an 18-year-old in Rookie and Low-A ball. It’s when he was promoted to Double-A in 2013 that he started to struggle. Over two seasons with Arkansas, he failed to hit .225.
Cowart would eventually find his footing again in Salt Lake Triple-A in 2015 and made his way to the majors. But the former first round pick could never hit major league pitching. Over 171 games from 2015-2019, he failed to reach the Mendoza Line, batting .176 with a sheepish .292 slugging percentage.
After leaving the organization for a short stint, Cowart returned to the Angels in 2019 and tried his hand at pitching, emulating teammate Shohei Ohtani in hopes of becoming a two-way player. Out of minor league options, he was eventually designated for assignment and released.