
Long before Kevin O’Leary became known for blunt advice on “Shark Tank” and sharp commentary on money, investing and business, he was just a teenager trying to earn his first paycheck.
Like many first jobs, it wasn’t glamorous. It didn’t come with prestige, long-term plans or a clear career path. What it did come with was an unexpected lesson that O’Leary said helped shape the way he thinks about work, money and independence to this day.