Dean Mathews

Dean Mathews is the Founder, CEO, and Product Director of OnTheClock, a workforce software company he built to help small businesses manage their teams with greater simplicity and confidence. Today, OnTheClock serves more than 18,000 businesses and 180,000 employees through an integrated platform for employee time tracking, scheduling, paid time off, and payroll.

With more than 20 years of experience in the software-as-a-service industry, Dean has dedicated his career to building innovative products that solve real-world problems. He is equally passionate about creating a workplace where people feel supported, empowered, and able to reach their full potential.

A self-taught builder driven by curiosity and purpose, Dean believes the foundation of every successful business is its people, including their talent, passion, and potential.

Dean’s leadership philosophy emphasizes transparency, a people-first mindset, and a relentless pursuit of excellence. By encouraging experimentation, learning from failure, and adapting quickly, he ensures both the organization and its employees grow meaningfully. He often reminds teams that the job of leadership is to chart the course while nurturing a sense of purpose and belonging.

Passionate about staying ahead in the ever-evolving SaaS landscape, Dean combines visionary thinking with practical execution to differentiate products through technology and exceptional user experiences. By engaging directly with customers and prioritizing their needs, he drives innovation, strengthens long-term relationships, and ensures sustained value creation.

Beyond professional accomplishments, Dean is a dedicated mentor and advocate for lifelong learning, sharing insights to inspire the next generation of leaders and innovators. He remains committed to empowering others, making a positive impact, and connecting with curious minds eager to grow.