On the Clock: Dean Matthews on Time Tracking, Payroll, and People-First Leadership episode artwork

EPISODE · Sep 8, 2025 · 56 MIN

On the Clock: Dean Matthews on Time Tracking, Payroll, and People-First Leadership

from It's About Payroll · host WRKdefined

Get ready for an inspiring deep dive into the world of payroll, time tracking, and people-first leadership! In this episode of "It's About Payroll," we sit down with Dean Matthews, visionary CEO and founder of On the Clock—a leading time tracking solution trusted by over 15,000 businesses. Dean shares his journey from self-taught developer to SaaS leader, revealing how he built On the Clock from the ground up and transformed it into a powerhouse for payroll professionals and small business owners. Discover how Dean’s passion for innovation, transparency, and servant leadership has shaped his company’s culture and product. We explore: • The biggest payroll and time tracking challenges facing businesses today • How automation and AI are changing the payroll landscape • Practical tips for financial fitness and saving money in your organization • The importance of compliance, transparency, and customer-driven innovation • Dean’s advice for aspiring tech leaders and entrepreneurs. Plus, don’t miss our fun “This or That” segment, where Dean and the hosts reveal their favorite foods, leadership philosophies, and more! If you’re a payroll pro, business owner, or just love stories of innovation and leadership, this episode is for you. Like, subscribe, and join the conversation in the comments! 🔗 Learn more about On the Clock: https://www.ontheclock.com🔗 Connect with Dean Matthews on LinkedIn: https://www.linkedin.com/in/deanmatthews/ https://wrkdefined.com/podcast/its-about-payroll,   itsaboutpayroll.io   https://youtu.be/OHgJqTX4w6M  Payroll #Leadership #SaaS #TimeTracking #Podcast #OnTheClock #BusinessInnovation

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On the Clock: Dean Matthews on Time Tracking, Payroll, and People-First Leadership

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