[Venture Capital Series] The Making of a Multimillion-Dollar Founder with Randall Kaplan of JUMP Investors

Randall Kaplan is the Founder and CEO of JUMP Investors, a venture capital firm. Since its formation in 1999, JUMP has invested in more than 60 early-to-late-stage technology companies, including Google, Seagate, Lyft, and Chime. They also invest in real estate and private equity.

Randall is also a Co-founder of Akamai Technologies. Akamai Technologies is a content delivery and security software company. They serve nearly 30% of the world’s web traffic, are a member of the S&P 500, employ almost 8,000 people with 64 offices in 28 countries, and have $3.2 billion in 2020 revenues.

Randall has several other ventures like Sandee, Thrive Properties, CollarCard, and hosts the podcast In Search of Excellence. He is also an accomplished drone photographer. His coffee table book, Bliss: Beaches, features his beach photos from around the world and will be released in June 2021. When he’s not working, Randall loves to wakeboard, toss the football, play the drums, fly his drones, and most importantly, spend time with family.

In this episode…

Ever wonder what makes a multimillion-dollar founder successful? Here’s a clue: the DNA of relentless persistence. That’s how Randall Kaplan, JUMP Investors’ Founder and Co-founder of Akamai Technologies, describes it. At the start of his entrepreneurial journey, Randall researched deeply into Fortune 500 CEOs and wanted to meet with them. He had to send 300 cold letters — and with persistent follow-ups, he landed 65 meetings, 15 callbacks, and a dream job at SunAmerica Inc. 

Beyond the job, Randall came out of those meetings with lessons and insights that have shaped his rise to becoming a multimillion-dollar founder. Do you want to hear Randall tell these stories about the lessons he learned? Have you been looking for a way to connect with him and discover how to succeed as an entrepreneur? 

Listen to this episode of the Inspired Insider Podcast with Dr. Jeremy Weisz featuring Randall Kaplan, Founder and CEO of JUMP Investors. They discuss how Randall quit a struggling law career to become a thriving serial entrepreneur and investor. He shares his hustle story, big unexpected wins, the mindset that helped him prosper, his love for drone photography, and lots more!