Sometimes you get to a place in life where you feel you've made some choices, and maybe they weren't the right choices, and that it's all coming to an end.

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In 2003 Singletary became linebackers coach for the Baltimore Ravens pairing him with Ray Lewis. In Week 10 San Francisco narrowly defeated the St. Selected to play in a team record 10 Pro Bowls Singletary was All-Pro eight times and All-NFC every year from 1983 to 1991
He earned the nickname Samurai Mike during his professional career in recognition of the intimidating focus and intensity he displayed on the field.

Singletary later pursued a career as a coach first as a linebackers coach for the Baltimore Ravens then as the linebackers coach for the San Francisco 49ers. He is currently the linebacker coach and an assistant to the head coach for the Minnesota Vikings of the NFL. After playing college football for the Baylor Bears Singletary was drafted by the Chicago Bears in the 2nd round of the 1981 NFL Draft and was known as "The Heart of the Defense" for the Chicago Bears' Monsters of the Midway in the mid-1980s.