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Tope Awotona

The founder and CEO of Calendly who bootstrapped the scheduling software company to significant revenue before raising $350M at a $3B+ valuation, becoming one of the most successful Black founders in tech.

  • Built Calendly as a solution to his own scheduling frustrations
  • Bootstrapped the company to $60M+ in revenue before raising venture capital
  • Created one of the most capital-efficient SaaS companies, reaching unicorn status

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How Rappi Became Latin America’s Everything Delivery App

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Luis von Ahn Mission to Make Education an Equalizer, Not a Divider

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Glitching Out: The Strangest AI Agent and Chatbot Failures

Unicorn Spotlight: Huntress Labs Celebrates “10 Years of Wrecking Hackers”

400% Behind: Why Impact Investors are Chasing the Purple Economy

Making Space CEO Keely Cat-Wells on Disabled Founders: ‘Vulnerability Isn’t a Given, It’s Created’

Unicorn Club: How Virtual Care Startup Wheel Health Is Reinventing Digital Healthcare

How These 6 Disabled Founders Are Redefining Accessibility

Unicorn Club: reMarkable's Digital Paper Proved Its Worth to Investors

From Courtrooms to VC: How Regina "Gina" Kline Continues the Fight for Disability Rights Through Enable Ventures

Lee-Anne Reuber is Disrupting Fitness Tech for Disabled with App Sekond Skin Society

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Vertical AI Roll-Ups: A Shortcut to Dominance — or a Recipe for Disaster?

Can Telehealth Fix Transgender Healthcare? How Plume Co-Founder Jerrica Kirkley Raised $38M to Try

"Risk is Our Business": How Justin Ayars Uses Star Trek Philosophy to Transform LGBTQ Healthcare

The 4 Types of AI Investors Are Obsessed with in 2025

Unicorn Investor Club: Icertis

How AI Is Reshaping the Future—According to 5 Leading Investors

Why Seattle is a Strong Launchpad for Pre-Seed Founders

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7 Early-Stage Founder Funding Traps—And How to Sidestep Them

AI 101: Top 7 Must-Have AI Tools and Apps for Startup Founders

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Bootstrap SEO That Works: Jake Peterson's Founder Framework

How Kameale Terry's ChargerHelp! Is Fixing America's Broken EV Charging System

Tired of Building Startups? Try Funding Them Instead

Sergio Paluch: From Communist Poland Refugee to Beta Boom Co-Founder

The Women Who Invented (and Are Rebuilding) Your Computer

Nevada's Tech Boom: How Vegas and Reno Are Hitting the Startup Jackpot

Decade by Decade: The American Immigrants That Built Generation-Defining Tech

Immigration Crackdown Accelerates Brain Drain, Overlooks Circulation Benefits

The Recession-Proof Startup Blueprint for 2025

Empowering Women Founders: Chicago's Inspiring Rise

Top 4 Vegas VC Funds Backing Big Wins

Vegas Goes All-In: Nevada's 8 Best Startup Incentives Helping Founders Win Big

Are VCs Leaving Money on the Table? The Untapped Potential of Women-Led Startups

Cutting Through the Chaos: How to Improve Focus in 2025

How to Find a Great Co-Founder for Your Startup: The Ultimate Guide

Does One of the ‘Smartest Places on Earth’ Need Apple?

7 Women-Led VCs Reshaping the Future of Venture Capital

The Silent Startup Killer: Why 72% of Founders Burnout and How to Beat the Odds

The Aneri Desai Story: Supporting Women, One Dream Job at a Time

Chapter 4: Qualifying and Prioritizing Angel Investor Leads

Alex De Laet’s Cold Email Playbook: Turn Clicks into Clients

Chapter 2: Different Kinds of Angel Investors

Best Of Jeff Clavier: Using the “Three Asses Rule” to Find Successful Startups

What Is Product-Market Fit? A Simple Definition with Intuitive Examples

What Is Product-Market Fit and How to Find It?

You Don't Need a Co-Founder for Your Startup

Why Have So Many VC Funds Suddenly Gone Dark?

Why Tyler Bliha Values Intangibles Over Pedigree at Abode

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WEDEVX: Upskilling Blue Collar Workers into $100K+ Tech Jobs

Upside Health: Transforming Chronic Pain Management Affecting over 145 Million Americans

Turning Data into Dollars: Adam Treboutat's Advice for Launching a High-Impact Paid Ad Campaign

Top Venture Capital Funds Bias Strongly Towards Founders with Pedigree

Tope Awotona’s Astonishing Journey from Broke Salesman to Billionaire Founder

Top Women Angel Investors According to Data

Top FinTech Seed Funds - The Definitive List for 2022

Top Angel Investors for Women and Founders of Color

Top Angel Investors According to Data - Now Updated for 2025

Top 50 Startup Accelerators Based on Data — Now Updated for 2025

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TAM, SAM, SOM: Demystifying Key Market Sizing Terms

The Secret Formula to Growing Your Startup: 1-10-100

The List: A Modern Matchmaking Experience Powered by Data and Real Matchmakers

The Immigrant Edge: How a Global Mindset Fueled America’s Tech Dominance

The Femtech Startup Boom: 10 Companies to Follow

The 6 Best Austin-Based Venture Capital Firms for Early-Stage Founders in Texas

Sydney Thomas: Leaving a Lasting Legacy

SureShow: Solving the $16B No-Show Problem

Raising Venture Capital in 2024: Targeting the Right Investors

Should you look for a co-founder or raise capital?

Sallie Krawcheck of Ellevest and Pam Kostka of All Raise to Headline Beta Boom's Female Founders Summit

Philly’s Biotech Ecosystem Offers a Seamless Journey from Startup to Success

PopPD: Disrupting the $18B Professional Development Market for Teachers

Pitch Fails and How to Bounce Back, According to Reddit

Pay-to-Play: Startup Life Raft or Investor Nightmare?

Overcoming the Fear of Public Speaking: A Comprehensive Guide

Paul Gassée is Teaching Founders How to Leave Their Dent in the Universe

Nodat Makes Community Marketing Accessible to Small Local Businesses

New Pattern Spotlight: Amanda DoAmaral, Founder of Fiveable

New Pattern Spotlight: Jude Chiy, Founder of Flamingo

NOMA AI: Real-Time Risk Assessment of Medical Complications for Doctors