[1] At the age of 12 years old, Awotona's father was tragically killed in a carjacking, thus propelling him and his family which included his mother and three brothers to leave Lagos and migrate to the US residing in Atlanta, GA.[1] It was then that Awotona used his pain to continue his father's legacy of entrepreneurship.

[4] Following graduation from college, Awotona worked for different corporate jobs including IBM before joining a startup company in Kansas City, Perceptive Software as an accountant executive.

[6] While trying to schedule a meeting as a salesman, Awotona become frustrated, and poured his life savings into creating Calendly.

[1] Since 2013, Calendly is now a $3 billion software firm that continues to provide simple solutions for business communications, team scheduling, and preparation follow-ups.

[3] As of 2024, Calendly app has 10 million users, according to Forbes making Awotona one of the wealthiest immigrants in America.