Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Why Most Founders Fail to Diversify - Ajay Gupta - S5 - E6

Growing a business without funding takes resilience especially when your two biggest clients disappear overnight.

In this episode, Ajay Gupta, Founder & CEO of Stirista, shares the real story of building a data-driven marketing company from scratch, surviving massive setbacks, and creating a culture where people feel like family.

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Guest Info

Ajay Gupta is the Founder and CEO of Stirista, a data-driven marketing and identity solutions company serving brands across the country. Known for his resilience, creativity, and people-first leadership style, Ajay has spent more than a decade helping organizations better understand their customers and grow through smarter, privacy-compliant data.

Ajay’s path into entrepreneurship is anything but traditional. A creative writing major who started his career in political campaigns, he found his way into marketing and quickly discovered a passion for data, storytelling, and solving complex problems. In 2009, he founded Stirista with a simple idea: make it easier for companies to reach the right audiences with accuracy and transparency.

Under his leadership, Stirista has grown into a national player expanding across industries, building a global team, and developing a culture that feels more like family than a corporation. His approach emphasizes curiosity, humility, and personal connection, whether he’s guiding the organization through major pivots or mentoring new leaders.

Ajay is also committed to personal balance. He draws energy from running, fitness, travel, and reading fiction, integrating creative inspiration with business strategy. His leadership philosophy centers on passion, continuous learning, and embracing challenges as opportunities for reinvention.

Show Notes

About this Episode

Growing a business without funding takes resilience especially when your two biggest clients disappear overnight.

In this episode, Ajay Gupta, Founder & CEO of Stirista, shares the real story of building a data-driven marketing company from scratch, surviving massive setbacks, and creating a culture where people feel like family.

Highlights

Early Career: Creative writing major turned political campaign marketer.

Big Challenge: Lost two of his largest clients during COVID.

Turning Point: Pivoted the company toward telecom & electronics subscribers.

Personal Growth: Developed habits around fitness, writing, and balance.

Business Success: Built Stirista into a 15-year data-driven marketing leader.

Future Vision: Help subscription brands grow while building a healthy internal culture.

Resources

Connect with today’s Guest:

LinkedIn: https://www.linkedin.com/in/ajay-gupta-24255366/

Website: https://www.stirista.com/

Stirista’s LinkedIn: https://www.linkedin.com/company/stirista-global/

Youtube: https://www.youtube.com/@Stirista

Instagram: https://www.instagram.com/stirista/

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