As the co-founder and CEO of EnFi, Joshua Summers is a visionary entrepreneur who has carved a unique path in the world of business. His journey began in financial services consulting, where he honed his skills but soon felt a deep-seated desire to become a builder of companies. Embracing this calling, Joshua embarked on a journey of entrepreneurship that has seen him become a prominent figure in the industry.

With a keen eye for opportunity and a drive for innovation, Joshua has co-founded four companies to date, each leaving a lasting impact on their respective fields. His expertise spans over 15 years in the advertising technology space, where he served as a senior executive at WHERE, a company later acquired by PayPal, and then as the CEO of clypd, which was acquired by AT&T.

Throughout his entrepreneurial endeavors, Joshua has raised almost $60 million and counting from venture capital and strategic investors, leveraging these resources to propel his ventures forward. He firmly believes in customer-led development, prioritizing product-market fit to ensure the success of his companies. More than just creating products, Joshua is committed to building companies that foster a positive work culture, believing that a great workplace is essential for sustainable success.

What sets Joshua apart is his ability to inspire and mobilize others. Many of his former colleagues eagerly join him in his latest venture, drawn by the prospect of another challenge and the chance to collaborate once more. Beyond his role as an entrepreneur, Joshua is also a prolific angel investor, co-founding TBD Angels, a prominent angel investment group with almost 300 members.

Beyond the boardroom, Joshua’s interests extend to environmentally friendly home construction techniques and solutions. In his downtime, he cherishes moments with his supportive wife, Rachel, and their two wonderful children, Parker and Alisha. Joshua Summers epitomizes the spirit of entrepreneurship, blending passion, innovation, and a commitment to making a meaningful impact on the world.

During this episode, we discuss:

• The several companies that Josh has started and exited
• The importance of doing something productive in between companies
• What inspired him to start EnFi
• How exiting a company can bring up a lot of difficult emotions and bittersweet feelings
• How TBD Angels was built
• Advice Josh has for both startup founders and investors
• The importance of community for Josh

And more. Tune into this episode as we dive into all things company building!

Access the full transcript here.

Watch the episode on YouTube here.

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