In this powerhouse episode of The Million Dollar Branders Podcast, host Justine Pogroske sits down with Randall Kaplan, a serial entrepreneur, venture capitalist, and the definition of excellence in business and life.

Randall is the co-founder of Akamai Technologies; founder and CEO of JUMP Investors, which has backed over 90 companies including Google, Seagate, and Lyft; founder and CEO of Sandee, the world’s most comprehensive beach platform; co-founder and co-CEO of Thrive Properties; CEO of CollarCard; and the host of the In Search of Excellence podcast.

With over 25 years of experience as a trusted advisor to more than 50 companies, Randall opens up about the traits that separate good from great: education, extreme preparation, tenacity, work ethic, and integrity. From rigorous prep sessions before CEO meetings to personal stories that reveal the power of thoughtful gestures and authentic connections, Randall shares golden insights that redefine success.

He also dives deep into how to overcome discomfort, why failure is essential, and the critical role branding plays in business longevity. Whether you're an entrepreneur, executive, or just starting out, this episode is a masterclass in building not just a business, but a legacy.

Tune in to hear why possibility starts with preparation — and how one man’s relentless drive continues to impact the world.