In this throwback episode, our host Bob reconnects with Ryan Deiss, an entrepreneur renowned for his expertise in scaling businesses. Ryan shares his journey from a broke college student to leading multiple successful ventures, offering candid insights into the challenges and triumphs that shaped his career.

Ryan discusses the mindset shifts necessary for sustainable growth and the importance of adapting strategies as businesses evolve. He highlights common pitfalls, including burnout and ineffective scaling, while sharing actionable advice on building systems that drive long-term success.

This timeless episode underscores the balance between professional ambition and personal priorities. Entrepreneurs at any stage will find inspiration and practical wisdom in Ryan’s reflections, making this a must-listen conversation.

Episode Highlights:

00:00 Welcome to The Wealthy Entrepreneur Podcast
00:59 Entrepreneurial Journey and Initial Challenges
22:05 Early Entrepreneurial Ventures and Financial Struggles
22:33 Growth and Realization of Business Potential
22:49 Transition to Full-Time Entrepreneurship and Financial Management
23:04 Entrepreneurial Growth and Personal Sacrifices
23:19 Shift to Scaling and Building a Team
28:39 Advice for Entrepreneurs Facing Burnout
31:04 Building a Formalized Operating System

About the Guest:
Ryan Deiss is a serial entrepreneur, author, and investor, and according to Shark Tank star Daymond John, “His companies practically own the internet.” Ryan is the Founder and CEO of The Scalable Company (Scalable.co), DigitalMarketer.com, and a Founding Partner at Scalable Equity, LLC, an equity accelerator that builds, acquires, and invests inB2B media, services, and software brands. Ryan is also the founder and host of the Traffic & Conversion Summit, the largest digital marketing conference in North America. He also quite literally wrote the book on modern marketing, Digital Marketing For Dummies (Wiley), which is now in its second edition. As a sought-after speaker, Ryan has shared the stage with top business leaders and celebrities like Sir Richard Branson, Gary Vaynerchuk, Sarah Blakely, Martha Stewart, Tim Ferris, Daymond John, and Dave Ramsey.

Connect with Ryan:

Twitter / X: https://twitter.com/ryandeiss
Instagram: https://www.instagram.com/ryandeiss/
LinkedIn: https://www.linkedin.com/in/ryandeiss/
Scalable.co Website: https://scalable.co/
Scalable.co’s Instagram: https://www.instagram.com/scalableco/
Scalable.co’s Facebook: https://www.facebook.com/scalableco

Resources:

Visit the The Wealthy Entrepreneur Website: https://www.wealthyentrepreneur.co/
Download The Wealthy Entrepreneur (digital book) for FREE: https://profitsimple.ca/wealthy-entrepreneur
Like our Facebook Page at https://www.facebook.com/milliondollaryearprogram
Join The Wealthy Entrepreneur Community for FREE at https://www.facebook.com/groups/gauvreaucpa

For more podcast episodes, subscribe to our Youtube Channel at https://www.youtube.com/@wealthyentrepreneurofficial.

Let’s continue to work on becoming a Wealthy Entrepreneur!

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The Evolution of Entrepreneurship: Ryan Deiss on Growing and Scaling Businesses Part 1

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