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Dean MathewsJul 17, 2026 11:02:41 AM18 min read

What 20-Plus Years of Working with Small Business Owners Taught Me About Employee Time Tracking

 

Time Tracking

What 20-Plus Years of Working with Small Business Owners Taught Me About Employee Time Tracking

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    It's late 2003, and I'm sitting at my kitchen table on a Friday night, doing what I usually did back then: reading small-business forums focused on accounting. And, I kept seeing the same thing.

    Business owners and CPAs kept asking for the same thing: A time tracking tool that was simple, reliable, and easy to trust.

    It didn’t need to be overly sophisticated or packed with unnecessary features. It just needed to work every time an employee showed up, run without a manager constantly babysitting it, and avoid creating a pile of timecard corrections when something went wrong.

    As a software developer, I figured I could build that. So, I did.

    That was more than 22 years ago. OnTheClock now serves more than 16,000 businesses and more than 160,000 individuals. But the thing I keep coming back to isn't the product; it's what I've learned from talking to small business owners for two-plus decades about how they manage their people and their time.

    That's what I want to share here.

    A lot of what's in this post started as a conversation. I sat down with our Marketing Director, Chad Zamler, to talk through what 20-plus years of building time tracking software for small businesses actually taught me. You can watch the full interview here, or read on for the written version. 

    What 20-Plus Years Taught Me

    • Not implementing a system early is the most expensive mistake. Most businesses wait for a crisis — time theft, a DOL audit, a bad payroll run — before acting. By then, the damage is done.
    • The 2%–3% rule adds up fast. Every manual transcription of hours results in a 2%–3% reduction in payroll accuracy. On a $500,000 payroll, that's $10,000-$15,000 in errors per year.
    • Buddy punching is time theft. Buddy punching can be contagious and is easily hidden. An entire team of 15 employees can develop a rotation that runs for years, with the owner having no idea.
    • Transparency protects both sides. An employee with a verified hour record cannot be underpaid by accident. An employer with accurate records cannot be blindsided by a fabricated wage claim.
    • The honor system has a ceiling. It works fine with two or three employees. At five or 10, it creates problems most owners don't see until something breaks.

    How Were Small Businesses Tracking Time When I Started?

    When I built the first version of OnTheClock, most small businesses were tracking time in one of two ways: paper time sheets or mechanical punch clocks — the green machines that stamped a physical card.

    A few had installed software, but “installed” is the keyword. You’d get a CD in the mail, install it on a server, and hope it kept working. There was a significant lift just to get the thing running. Most small business owners didn’t want to deal with it.

    The result was that many businesses weren’t really tracking time at all; they were running on word of mouth. Employees would call in their hours, write them on sticky notes, or text their managers on the way in. The owner trusted his or her people, hated administrative overhead, and wanted to spend as little time as possible thinking about time sheets.

    That mindset isn’t gone. A recent industry survey estimated that roughly 28%–30% of small to mid-sized businesses still track time with pen and paper. Not even a time clock — a piece of paper.

    The technology has changed. The behavior hasn’t caught up.


    What Were Small Business Owners Actually Looking For?

    Two words kept jumping out at me from those early forums: easy and reliable.

    Not powerful or customizable, but easy and reliable.

    The real problem became clear. When the system failed — whatever system they were using — someone had to go fix it manually. Employees would show up to work and couldn’t clock in. The manager had to track down 20, 30, or 50 timecards and correct them by hand. That’s a lot of time spent on something that should have been autonomous.

    A few years after starting OnTheClock, I met a woman who oversaw a team of 15-20 people at a public library. She was collecting time on sticky notes and using word of mouth. Employees would walk up to the desk and say, “I worked nine to five today.” Then someone had to gather that data, reconcile it, and enter it into a useful system.

    After she started using OnTheClock, she told me she saved about two hours each week on payroll. What used to take two hours now took about two minutes. 

    Two hours to two minutes. That was the first time I really understood what “easy and reliable” actually meant in practice. If you’re still in that manual-tracking cycle, the employee time tracking guide on our blog outlines a better path forward.


    What’s the Most Common Mistake Small Business Owners Make?

    Hands down: not implementing a system early enough.

    I get it. You start a business, and you’re juggling customers, staff, operations, sales, and about 40 other things. Time tracking and payroll feel like they go at the bottom of the list. They feel like administrative chores, not core business functions.

    So you put it off. You tell yourself the honor system is working fine. And for a while, it probably is.

    But the pattern I’ve seen across thousands of businesses is this: They run on a manual or informal system for years, and then a big event happens. Someone’s trust gets broken, an employee is caught stealing time, or the owner discovers they’ve been underpaying someone for years — not intentionally, just because the manual process had accumulated errors that nobody caught.

    Or, heaven forbid, the Department of Labor shows up.

    By the time an event of this magnitude happens, you’ve already paid the price; you just didn’t know it yet.

    The Fair Labor Standards Act  requires employers to maintain certain payroll and time records for nonexempt employees, with many records kept for at least three years. When a wage dispute arises, and you don’t have those records, the burden of proof shifts to you. If you can’t produce documentation, you lose by default — even if the employee’s claim is exaggerated.

    My recommendation to every business owner is simple: Don’t wait for such an event. Get a system in place before something forces you to.


    See OnTheClock in Action

    More than 160,000 individuals use OnTheClock to track time, manage schedules, and run payroll. Our solution is built for small businesses. No credit card is required, and your first 30 days are free.

    Try OnTheClock free →


    What Does Sloppy Time Tracking Actually Cost?

    Business owners look at a time tracking tool and see the cost: maybe $30 or $50 a month. They look at the setup time and imagine it’ll take weeks. Then they decide it’s not worth it.

    Here’s what they’re missing.

    Every time someone copies hours from one place to another by hand — from a sticky note to a spreadsheet, from a spreadsheet to a payroll system — research consistently shows a 2%–3% error rate. That’s not a fringe case; that’s the standard for any transposition of numbers from one source to another.

    Double-checking can get that down to maybe 1%, but you never get to zero with a manual process.

    On a $500,000 annual payroll, 2% is $10,000 in errors. And that’s before you account for fixing them. According to Ernst & Young, the average cost to correct a single payroll error is $291. Small businesses with manual processes constantly correct errors. Getting overtime calculations wrong is especially costly — those errors compound quickly.

    Then there’s the trust problem.

    When an employee gets underpaid — even once, even accidentally — it affects how they see their employer. Studies consistently find that employees who experience two payroll errors start looking for another job. After one mistake, trust is already damaged.

    Think about who your hourly employees are. A lot of them are living paycheck to paycheck. A missed payment isn’t an inconvenience. It’s a missed mortgage payment, car payment, or the reason a utility is shut off. When a correction takes a week or two to process, that’s a heavy consequence for a real person.

    Getting time tracking right isn’t just a business efficiency issue; it’s a basic obligation to your team. Use the calculator below to see how the numbers look for your payroll.

    Interactive Tool

    What Is Manual Time Tracking Costing You?

    Enter your annual payroll to see your estimated annual exposure from entry errors and buddy punching.

    $250,000

    Payroll Entry Errors

    $5,000

    2% error rate on manual transcription (industry standard)

    Buddy Punching Loss

    $5,500

    ~2.2% of payroll — American Payroll Association estimate

    Correction Overhead

    $873

    $291 per error correction — Ernst & Young research

    Estimated Annual Exposure
    $11,373

    Estimates based on published benchmarks: 2% manual transcription error rate; American Payroll Association buddy punching cost data; Ernst & Young per-error correction cost research. Actual figures vary by business size and processes in place.

    Try OnTheClock for Free

    What Is Buddy Punching — and Why Does It Spread?

    Buddy punching is exactly what it sounds like: Two coworkers cover for each other on the time clock.

    One employee is running 10 minutes late. He or she calls a buddy, who clocks them in before they arrive. Or someone leaves early, and another employee punches them out at the end of their shift. Sometimes it goes the other way, too: The same two people alternate, each covering for the other on different days.

    Let me be direct about what buddy punching is: It’s time theft. Employees are stealing hours, which is effectively taking money from the business. I’ve seen cases where employers pursued employees legally for it. It doesn’t happen often, but it can.

    What makes buddy punching genuinely dangerous for a business isn’t the act itself — it’s how it spreads. When a few employees do it, and nobody catches it, others notice. They start to think this is just how things work here. I’ve talked to a business owner who discovered that all 15 or 16 of his employees had been buddy punching each other in and out for years. Thousands of hours, maybe tens of thousands, and he had no idea.

    There’s also a morale dimension. Your honest employees — the ones who would never do this — notice when their colleagues are gaming the system. It creates resentment and erodes the culture you’ve worked to build.

    The American Payroll Association estimates that buddy punching costs U.S. employers $373 million per year. For a business with $500,000 in annual payroll, the effective cost can reach $11,000 per year.

    A GPS-enabled time tracking system with photo capture eliminates buddy punching almost entirely. You can also see how GPS and IP-based location security work within that protection layer. The cost of the software is a fraction of what buddy punching costs.


    How Do You Introduce Time Tracking Without Losing Employee Trust?

    This is the question I get most often from business owners who are ready to make a change. They’re worried their employees will see a time clock as a sign that they don’t trust them.

    Here’s what I’ve observed over 20-plus years: Younger workers, especially, tend to see it exactly the opposite way. They’ve grown up in a digital world. Their GPS is always on, and transparency is the default for them. I remember talking to a young employee — probably 20 years old — who held up his phone and showed me his time tracking app with genuine excitement. He could see all his hours, request PTO, and check his balances right there. He loved it.

    Older employees can be more hesitant, but hesitation usually stems from not understanding why the system is being introduced — or from assuming the worst.

    The key is a candid, honest conversation before you roll anything out. Explain the why. Tell your team that this is a system of transparency, not surveillance. And here’s the most important thing to communicate: The time record protects them as much as it protects you. An employee who has a clear, accurate record of his or her hours cannot be underpaid by accident. An employer who has accurate records cannot be hit with a wage claim they can’t disprove.

    Good time tracking isn’t adversarial. It gives both parties the same record of what happened. For a practical rollout approach, see our guide on how to get employees to clock in and out consistently.

    One more thing worth noting: Employers can use time tracking tools to steal from employees, too. I’ve seen it. Owners may try to configure settings to shave overtime hours or dock time in ways employees wouldn’t notice. Don’t do that. When you introduce time tracking as a system of transparency, you’re committing to apply it fairly — in both directions.


    What Finally Forces a Business Owner to Act?

    Based on what I’ve seen, about half of business owners make the switch after an event forces them to. The other half — the wiser half — do it before something goes wrong.

    The three most common events that trigger action:

    Time theft is discovered. A trusted employee gets caught stealing. One that sticks with me: A woman who ran a small insurance agency discovered that her sister-in-law — who had worked there for 10 years — had been stealing from her for the entire decade. The trust violation wasn’t just professional; it was personal. That event triggered a complete overhaul of how the business tracked time.

    A payment error surfaces. Someone realizes they’ve been underpaying employees — on overtime, PTO, or regular hours. The business owner wants to make it right. They also realize they can’t let it happen again, so they bring in a system.

    A CPA or accountant flags it. An outside advisor asks to see time records. There aren’t any, or what exists is a folder of spreadsheets nobody fully trusts. The advisor recommends an automated system. The owner listens.

    These triggers are all preventable. The cost of preventing them is almost nothing compared to the cost of experiencing them.


    What’s Next for Time Tracking?

    One of the things I’m most excited about right now — and we’re actively building toward this at OnTheClock — is automatic clocking.

    Employers keep telling us the same thing: they don’t care how the clocking happens. They just want employees to show up and start tracking time. They don’t want employees to have to tap a button, pull out their phones, or walk to a kiosk.

    We’re working on geo-clocking and Wi-Fi presence detection to make that happen. An employee walks into the job site or store, their device registers the location or the Wi-Fi network, and they’re clocked in. No manual steps required.

    The second challenge we’re working through is how to handle remote and technology workers — detecting when work actually starts and ends, without crossing into surveillance. No screen monitoring or keyboard logging, just a smarter, less intrusive way to capture work activity automatically. We don’t have that fully solved yet, but I’m confident we will.

    Whatever the next method looks like, the underlying goal stays the same as it was in 2003: easy and reliable.


    What Would I Tell an Owner Still on the Honor System?

    The honor system sounds noble. And in a lot of ways, it reflects something real — you trust your people, and most of them deserve that trust.

    Here’s how I’d frame the choice. The honor system requires everyone involved to be honest and accurate, every time, indefinitely, with no paper trail or verification. A system of transparency requires everyone to do the same thing — but with a shared record that both parties can see.

    Transparency is a higher level of honor, not a lower one.

    Take a look at what that difference actually means in practice:

    Side by Side

    Honor System vs. Transparent Time Tracking

    The Honor System
    ⚠️No paper trail — disputes become your word against theirs
    ⚠️Employees have no way to verify their own hours or PTO balances
    ⚠️Payroll errors build silently with no audit trail to catch them
    ⚠️No documentation if the Department of Labor comes asking
    ⚠️Works fine with two or three employees, but it breaks down from there
    ⚠️Cannot scale as you hire and grow
    Transparent Time Tracking
    Both parties share the same verified records
    Employees can check hours, PTO, and balances in real time
    Errors surface immediately and are simple to correct
    Three years of records are ready if you ever need them
    Works the same, whether you have five employees or 50
    Setup takes less than an hour; under $1/day per employee

    When you run on the honor system, you’re trusting your employees. When you move to a transparent system, you’re also protecting them. Their hours are documented, and their pay can be verified. Their PTO balance is visible in real time. They’re not waiting to find out if this week’s paycheck is correct.

    And you, as the owner, have a record. If someone disputes their hours two years from now, you can show exactly what happened. If the Department of Labor comes looking, you have documentation. If you want to grow from five employees to 15 or 50, the system scales with you. The honor system does not.

    Get started before you need to. A modern setup can be done in under an hour, and the cost is usually less than a cup of coffee per employee per month. Our top 20 time tracking best practices cover the ground between deciding to act and doing it well.

    The math always points in the same direction; the only variable is when you decide to look at it.


    Frequently Asked Questions

    What is the most common time tracking mistake small businesses make?+
    Not implementing a system early enough. Business owners tend to treat time tracking as an administrative afterthought. By the time a wage dispute, a DOL inquiry, or a payroll error forces the issue, you’ve already paid a price you didn’t need to pay. The cost of a time tracking system is small compared to the cost of not having one when something goes wrong.
    What does buddy punching actually cost a small business?+
    The American Payroll Association estimates buddy punching costs U.S. employers $373 million per year. For a business with $500,000 in annual payroll, the effective cost can reach $11,000. What makes it especially dangerous is that it spreads — once a few employees start doing it without consequences, others notice, and the behavior can normalize across the entire team without the owner knowing.
    Are small businesses legally required to track employees' time?+
    Under the Fair Labor Standards Act, employers must maintain accurate time and pay records for nonexempt employees for at least three years. When a wage dispute arises, and you don’t have those records, the burden of proof shifts to you — and if you can’t produce documentation, you can lose by default even if the employee’s claim is inaccurate. Many states have requirements that go further than federal law, so check your state’s rules as well.
    How do you introduce a time clock without damaging employee trust?+
    Lead with transparency, not surveillance. Have an honest conversation with your team before you roll anything out. Explain that a time tracking system protects employees as much as it protects the business — their hours are documented, pay can be verified, and PTO balances are visible in real time. Younger employees in particular tend to welcome this; they’ve grown up with digital transparency and often see it as a benefit rather than a constraint.
    What does time tracking software actually cost for a small business?+
    For most small businesses, it runs well under $1 per employee per day. A team of 10 typically pays $30–$50 per month for a solid system. Compare that to the cost of manual payroll errors (roughly 2% of payroll), buddy punching (an additional 2.2%), and the overhead of correcting mistakes ($291 per error, according to Ernst & Young research). The software pays for itself quickly — often within the first pay period.
    Can the honor system work over the long term?+
    It can work fairly well with two or three employees. However, as you grow, problems multiply. You lose visibility into what’s actually happening. Payroll errors accumulate without an audit trail. You have no documentation if a wage dispute ever surfaces. A transparent system asks for the same honesty but provides a shared record that protects everyone involved — and scales with you as you hire.

    The Bottom Line

    I’ve been watching small business owners navigate time tracking for more than 20 years. The ones who get it right don’t have more sophisticated systems. They just act before they need to.

    The honor system isn’t a management philosophy. It’s a gap in your records that someone, someday, will notice. A time tracking system doesn’t replace trust. It documents it — for both sides.

    OnTheClock has been in this business for more than 20 years. More than 160,000 individuals use it to track time, manage schedules, and run payroll. I invite you to try it yourself; your first 30 days are free. No credit card is required.

    Try OnTheClock free →

    avatar
    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.

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