How Stirista Grew to 100M+

How do you turn a bootstrapped startup into a $100M+ marketing technology company? Stirista Founder & CEO Ajay Gupta joins the Practical Founders Podcast to share the story behind building Stirista—from its early days in multicultural marketing to becoming a data-driven marketing technology company with approximately 270 team members and more than $100 million in annual revenue. Ajay shares how his early experience with digital marketing and political micro-targeting helped inspire Stirista, why listening to customers has driven the company’s evolution, and how Stirista expanded its capabilities across data, connected TV, email, and marketing technology. The conversation also dives into Stirista’s approach to growth and acquisitions—including why the company often looks for founder-led businesses, how it approaches successful transitions, and why Ajay continues to play the long game rather than sell. Hear the full story from Ajay Gupta and learn what it takes to build, adapt, acquire, and keep growing. #Stirista #AjayGupta #Entrepreneurship #Bootstrapping #MarketingTechnology