# Dean Matthew

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

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 …

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

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 …

GW Law Dean Dayna Matthew on Law School Admissions, Employment, & the Future of Legal Education

In this episode of Status Check with Spivey, Mike has a conversation with Dayna Bowen Matthew, Dean of the George Washington University Law School, where she has led the law school since 2020. Prior to her time at GW, she was a Professor of Law at the University of Virginia School of Law, the Unive…

Timeclock Software

Dean Mathews - On the Clock On Watching Your Numbers: "They just realized that their sister in law who's been working for them for 10 years has been adding 10 hours onto every pay run for the last 10 years." Dean Mathews, CEO of On The Clock, shares his journey as an entrepreneur and the evolutio…

Learning, Leading and Letting Go with Dean Matthews

In this episode, Chris sits down with Dean Matthews, founder of SaaS platform OnTheClock, to unpack what failure really looks like across a 20-year journey of bootstrapping, building, and staying focused. Dean shares how failing fast became a competitive advantage, why chasing shiny objects nearly …

Building Employee Retention Through Systems With Dean Mathews

In This Episode Processes are only as strong as the people executing them—and Dean Mathews believes great systems should make life easier for both employers and employees. In this episode, Adi Klevit interviews Dean Mathews, Founder and CEO of OnTheClock, about the relationship between systems, em…

June 10, 2026

Here is what is making news for June 10, 2026.================================36 new houses will be built in Colac thanks to construction beginning on a new Sinclair-Armstrong Street Development.Project Developer Adam Cole says the Nook officially entered Stage 1 yesterday, selling out after launch…

He Built 0% Turnover by Rejecting Talented People—Here's Why Culture Beats Skill

Send us Fan Mail There's a lot of noise in tech about scaling fast, raising money, and pushing hard early. But no one talks about what happens after: exhaustion, team turnover, and the business running you. Dean Matthews bootstrapped On The Clock without VC, built a 24-person team with zero turnove…

$10M SaaS Founder: Why SaaS Is Slowing Down, AI Is Replacing Jobs & What's Next | Dean Matthews

What happens when the founder of a $10M SaaS company admits that business growth has slowed down? Is AI really replacing jobs, or is it creating an even bigger opportunity for entrepreneurs? In this episode, Dean Matthews—founder of OnTheClock, a software platform trusted by thousands of business…

INTERVIEW | Make Money by Learning Before You Earn with Dean Mathews

Dean Mathews is the founder and CEO of OnTheClock, a workforce management platform that helps small businesses simplify employee time tracking, scheduling, payroll, and HR. Serving more than 16,000 businesses and 160,000 employees, Dean has built a thriving SaaS company by combining technical exper…