Jaylen Brown Proved a Teacher’s Prediction of Jail Time in 2014 Wrong After Signing a $304 Million Contract with the Celtics
On July 25th, Jaylen Brown had a life-changing event. He signed the NBA‘s biggest contract, worth $304 million over five years, with the league.
Brown was always sure he would succeed in the NBA, but someone from his high school didn’t believe in him. In 2014, Brown tweeted that a teacher predicted he would be in jail within five years.
Jaylen Brown signs worth $304 million contract

After the tweet became really popular, NBA fans made fun of the teacher online.
“Send her a pic of that 5-year contract”
“You up $400m since this tweet, you gotta see her one last time.”
“Now she can look you in FORBES”
“9 years later when you Google Jaylen Brown you find the biggest contract in NBA history”
“Horrible thing to say by the teacher”
Saying such a mean thing to a young man in high school was really awful. What’s even stranger is that Brown was a very talented and well-respected student at that time, and he didn’t have any big behavior problems. It was clear he was meant for success in the NBA, just like he has achieved now.
Last season, Brown was chosen as an All-Star for the second time in his career. He played really well, with high scores like 26.6 points, 6.9 rebounds, 3.5 assists, 1.1 steals, and 0.4 blocks per game. In 2023, he made it to the All-NBA Second Team for the first time, making him eligible for the supermax contract. In the final year of this contract, he’s expected to earn an incredible $69.1 million, as reported by Sportac, which is just amazing.
2024-2025: $52,368,085
2025-2026: $56,557,532
2026-2027: $60,746,979
2027-2028: $64,936,425
2028-2029: $69,125,872
During his seven seasons in the league, Brown had already made a little more than $100 million. It’s now very likely that his total earnings throughout his career will be way more than $500 million by the time he retires. Not bad for someone who was told they might end up in jail by a teacher.
Brown will be under pressure to perform

Brown would be extremely happy with this contract, but it also means he’ll have a lot more pressure. People will expect him to help the Boston Celtics finally win, even though they came close but didn’t make it in recent years. Some executives think it’s a bad move because they gave so much money to someone who might not even be their best player, maybe just the third, fourth, or fifth-best on the team.
Brown’s value dropped following a poor playoff performance that revealed his weaknesses. Now that he’s signed with the Celtics, it’s up to him to develop and show that he genuinely deserves it.
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