Billionaire Profile
Tope Awotona
Global Rank
#2623

Image: Public domain | via Wikimedia Commons

Tope Awotona

CEO, Calendly
US
Real-Time Net Worth
$1.4B
As of December 2025
Age
44
Source
Software
Industry
technology
Citizenship
US

Biography

Tope Awotona is a Nigerian-American tech entrepreneur, best known as the founder and CEO of Calendly, a leading scheduling software company. Born in Lagos, Nigeria, Awotona moved to the United States as a teenager. He earned a Bachelor of Business Administration degree from the University of Georgia. Awotona's career began in sales, but he later channeled his frustration with meeting scheduling into creating Calendly, which has over 10 million users. His net worth is estimated at $1.4 billion, making him one of the richest Black entrepreneurs in the United States. His company is valued at $3 billion.

Wealth Over Time

In-Depth Profile

Early Life

Tope Awotona was born in Lagos, Nigeria, in 1981. He moved to the United States at age 12 after his father passed away. Growing up, Awotona witnessed his father’s entrepreneurial spirit, which inspired him. He attended Wheeler High School and later the University of Georgia, where he earned a degree in Management Information Systems in 2002.

Rise to Success

After graduation, Awotona held roles at IBM and other companies before becoming an account executive at Perceptive Software. There he gained insights into the software business. Frustrated with the difficulty of scheduling meetings, he used his savings to create Calendly in 2013. Calendly quickly became popular, and Awotona bootstrapped the company for several years. In 2021, he secured a $350 million investment, valuing Calendly at $3 billion. The company has grown to serve over 10 million users.

Key Business Strategies

Awotona's leadership is defined by building from experience, remote-first culture, and a focus on solving real problems. He initially bootstrapped Calendly, prioritizing product quality. His company has maintained profitability since 2016.

Philanthropy

Information on Tope Awotona's specific philanthropic endeavors is not readily available in the search results. However, his commitment to mentorship reflects a desire to give back and support others.

Career Milestones

2013

Founded Calendly

Launched the scheduling software company Calendly.

2021

Secured $350 Million Investment

Received a $350 million investment, valuing Calendly at $3 billion.

2025

Great Immigrant Award

Received the Carnegie Corporation of New York Great Immigrant Award.

2025

Inducted into Technology Hall of Fame

Was inducted into the Technology Hall of Fame of Georgia.

Philanthropy & Social Impact

Mentorship

Mentorship

Undisclosed

Mentors aspiring entrepreneurs.

Business Philosophy & Leadership

Notable Quotes

""In my life, I've benefited from not taking the conventional wisdom. It's benefited me personally, and I think it has benefited the business.""

""If you don't have the passion, you won't be motivated to work really hard on the problem.""

Leadership Principles

Building From Experience

Applied lessons learned from working at larger companies.

Remote-First Culture

Built Calendly as a distributed company with team members across multiple locations.

Balanced Risk-Taking

Balances bold moves with careful planning.