Sheridan Clayborne is used to being the youngest person in the room. He was 15 when he got into Northwestern University, 17 when he made his first million, and 19 when he landed a job at Dropbox. Now, at 22, he’s raised $24 million for his startup, Lendtable, which helps people fulfill their employer’s 401(k) matches. Founded in 2020, Lendtable gives loans so employees can invest in their 401(k) and then makes its money by taking 20% of employers’ 401(k) match. Here, Claybourne shares his professional path, from scalping Yeezy sneakers to raising millions from SoftBank.