How Tope Awotona Bootstrapped Calendly with $200K to create a $3B Tech Company
Tope Awotona is the founder of one of the few Black-owned startups to reach unicorn status, Calendly. The popular scheduling app is used by millions of people. Check out his story, and incredible example of leadership.
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Scheduling Mastery: How Calendly is Transforming Business Relationships
Get featured on the show by leaving us a Voice Mail: https://bit.ly/MIPVM FULL SHOW NOTES https://www.microsoftinnovationpodcast.com/675The conversation takes a fascinating turn as we explore the future of meetings in a hybrid world. Jeff Hardison shares insights from Calendly's research showing g…
Dating Nigerian Men: Blessing or Wahala?
Episode 7 - Dating Nigerian Men: Blessing or Wahala?In this hilarious, honest, and slightly spicy episode of Shine Your Eye Podcast, Abby and Uchenna dive into one of the most requested topics in their DMs: dating Nigerian men. Is it all "sweet love and jollof" or a passport to premium wahala?We ki…
The Awotona Principles For Black-Owned Businesses Audiobook
THE AWOTONA PRINCIPLES FOR BLACK-OWNED BUSINESSESAn Analysis of The Billion-Dollar Success of Calendly Founder Tope Awotona ForBlack-Owned Businesses.
https://www.blackfoundersuniversity.com/course/the-awotona-principles-for-black-owned-businesses
This audiobook is an in-depth look at how Nigerian-…
SaaStr 816: PLG to Enterprise to SMB: Insights from Calendly's CEO
Join us as Jason Lemkin, CEO, and Founder of SaaStr, sits down with Tope Awotona, CEO, and founder of Calendly for an insightful AMA session. They discuss Calendly's journey, their success in the Product-Led Growth (PLG) domain, and how it balances self-serve with enterprise sales strategies. Tope …
The Black Billionaire Blueprint (COMPLETE AUDIOBOOK)
DOWNLOAD THE DIGITAL PLAYBOOK: https://www.blackfoundersuniversity.com/course?courseid=the-black-billionaire-blueprint
🔥 THE BLACK BILLIONAIRE BLUEPRINT 🔥 Lessons in power, influence, ownership, and generational wealth from the world’s Black billionaire titans.
What separates millionaires from bill…
Rejected for Being Black. Now 86% of Fortune 500 Pay Him Billions.
Imagine being told your idea is worthless simply because of the color of your skin. Investors looked at this man and saw a "risk." They saw a Nigerian immigrant with a "simple" idea. They said no. But today? 86% of Fortune 500 pay him for that exact same "worthless" idea.This is the story of Tope A…
Think like an outsider, w/Shellye Archambeau, Ellevest’s Sallie Krawcheck, and Calendly’s Tope Awotona
How do you evolve your greatest obstacle into your greatest superpower? Shellye Archambeau, Ellevest’s Sallie Krawcheck, and Calendly’s Tope Awotona discuss the hidden advantages of strategizing like an entrepreneurial outsider. Recorded live at the Masters of Scale Summit in San Francisco, they si…
The Varosity AI GTM Report — Aug 19: OpenAI Makes Zero Data Retention a Weapon
Episode 71. Wednesday, August 19, 2026. OpenAI turned data retention into a competitive weapon, launching zero-retention abuse monitoring aimed squarely at Anthropic's thirty-day window — and in the process moved model selection from a benchmark conversation to a procurement one. Jack King also cov…
320. Calendly: the $3bn non-technical founder success story
Tope Awotona had no co-founder, no coding ability, and three failed startups behind him. None of that stopped him — today, Calendly is worth $3 billion, used by over 20 million people in 230+ countries, and adopted by 86% of the Fortune 500.
In this episode, I break down exactly how a non-technica…
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