It takes Winslow a second to recall what kind of car he learned how to drive in. There's a slight chuckle because his wife Janelle (who shooting the picture of him at home, for this column), whispers it to him. "She knows better than me," he admits. "She knows way better than me. We met when we were 13. She went to La Jolla High School, I went to another high school."

When it came time to get his driver's license in high school, learning how to drive was pretty uneventful, under his dad's tutelage. "We drove around the nearby parking lot, just working on turns," Winslow remembers. "My dad was with me, teaching me how to drive the whole time."

First car bought
After graduating high school, Winslow played for the University of Miami Hurricanes. In 2002 Winslow set school records for a tight end with 57 receptions for 726 yards and eight touchdowns. He also won the John Mackey Award and earned All-American honors. Winslow played in the 2003 Fiesta Bowl, for the BCS Championship, setting a Fiesta Bowl record with 11 receptions for 122 yards and a touchdown in overtime. Some people consider it one of the greatest college football games in history.

Despite his achievements on the field, off the field, like many fellow freshman, Winslow relied on friends for rides. "I was the tag along. I didn't have a car until second semester of my sophomore year," he says. "So I struggled a little bit."

But that all changed when Winslow bought a Yukon Denali, after he had an idea he would be going to the NFL because he was invited to participate in the NFL Scouting Combine, where athletes take various tests to try out for the NFL in front of scouts. "I was headed into my second semester and I just trained for the NFL Combine and went and purchased the Denali," he says.