Jeff Bezos' head-turning then-and-now photos from high schooler to Amazon billionaire

Jeff Preston Jorgensen was born to his mom, Jackie, in 1964. She was only 17 at the time and still in high school. She and Jeff's biological dad, Ted Jorgensen, flew to Mexico to get married, but divorced when Jeff was 17 months old. 

Jackie went on to marry Mike Bezos who adopted Jeff at the age of four and their son's last name was changed to Bezos. 

Jeff didn't know his father wasn't his biological dad until he was 10. "The reality, as far as I’m concerned, is that my Dad is my natural father," Jeff told Wired. "The only time I ever think about it, genuinely, is when a doctor asks me to fill out a form."

Jeff spent many summers at his grandparents' Texas ranch which he adored. During a speech he gave at Princeton in 2010, he recalled: "I helped fix windmills, vaccinate cattle, and do other chores. We also watched soap operas every afternoon, especially Days of our Lives." 

His paternal grandfather also worked on space technology and missile defense systems and this helped pique his grandson's interest in educational toys. 

Jeff wasn't always buff! In high school his mom signed him up to youth football but he only just made the weight limit. 

According to the 1999 Wired profile, The Inner Jeff Bezos, he was a scrawny kid and his parents thought he'd get wiped out on the field.

But he ended up getting picked as defensive captain because he was the only player who could remember all of the plays of the entire squad.

His first job was flipping burgers at McDonald's where he absorbed as much knowledge about customer service and working in a fast paced environment as he could. 

Jeff famously launched Amazon as an online bookstore from his garage in 1994. 

At the time, he looked very different from the man he is now. 

He had hair, and a far leaner physique. However, he later revealed that during that time he would routinely eat an entire can of calorie and carb-laden Pillsbury biscuits for breakfast.

Jeff said he was still "skinny as a rail," but his wife at the time, MacKenzie Scott, soon put a stop to his bad eating habits. 

During the early years of his career, Jeff was always suited and booted and wore nondescript 'office-attire'. 

He opted for neutral colors and rarely deviated from his reliable shirt, pants and blazer combo. 

His transformation began to gain notice following Amazon's nearly $14 billion acquisition of Whole Foods in 2017. 

This change in lifestyle is still evident in Jeff's commitment to a healthy diet, regular exercise, and a focus on wellness. 

Over the years, he's traded his 90s business attire for more contemporary looks. He's often seen in eye-catching ensembles, from fashionable Hawaiian-inspired shorts, flip-flops, and slimming T-shirts to leather bomber jackets and even cowboy hats. 

Most recently, he's been sporting a head of grey hair and a beard, having ditched his bald, clean-shaven look.

Jeff tied the knot with Lauren Sanchez in 2025 and they are committed to their fitness and health. Lauren once called Jeff a "monster," and joked that she cannot do the same workouts as he does because "he's on a whole different level than I am."

They made for a gorgeous looking couple at their Italian nuptials in Venice.