Your HR Still Thinks You're Five Employees

By VICKY BROWN

Listen to this episode on

There’s a question almost no founder asks themselves on purpose: does my HR setup still fit the business I’m actually running today? Most people never ask it, not because they’re avoiding it, but because nothing ever forces the conversation. You made a decision once, back when the company looked completely different than it does now, and that decision just kept running quietly in the background. Nobody canceled it. Nobody re-approved it either. It simply never came up again.

That’s the trap. Not a bad decision. A decision that was never revisited.

Where most HR setups start out

When you were first getting the business off the ground, you probably didn’t need much. Maybe a PEO handling payroll and benefits. Maybe a consultant you called a couple times a year when something came up. Maybe it was just you, a folder of templates pulled off the internet, and enough hope to get through the week. For where you were, that setup was completely reasonable. You had six people who all sat in the same room. You didn’t need a department. You needed the basics covered so you could focus on everything else.

The problem isn’t that this early setup was wrong. The problem is what happens next, which is usually nothing. You add people. You open a second location, or hire someone in a different state, or promote your first manager, someone who’s never managed a single person before in her life. And through all of that, the HR arrangement stays exactly the same, because nobody ever made an active decision to change it. It just kept running on autopilot while the business underneath it kept changing shape.

……The problem isn’t that this early setup was wrong. The problem is what happens next, which is usually nothing.

The signs the mismatch is already showing up

Once you know what you’re looking for, this pattern tends to show up everywhere. The first sign is a growing mental list of workarounds, the little patches you’ve built because whatever system you have doesn’t actually cover the situation in front of you. Maybe your PEO handles payroll without a hitch but has no idea what to do when someone in a new state asks about a leave of absence, so you end up googling employment law at eleven at night instead of getting a real answer.

The second sign is subtler. The relationship you have starts to feel like it belongs to a smaller version of your company. You call with a question and get an answer that would’ve worked perfectly when you were five people, but it doesn’t account for the management layers you’ve built or the friction that’s started showing up between departments. The advice isn’t wrong exactly. It’s just sized for a business that doesn’t exist anymore.

Third, you’ll notice you’ve stopped instinctively looping HR into the bigger decisions. Expansion, promotions, restructuring, the calls that actually shape where the company goes next. You’re not doing this on purpose. It happens gradually, because somewhere along the way you stopped expecting your HR support to have anything useful to say about strategy. That’s not a knock on you. It’s simply what happens when a relationship was built for administrative tasks and now the business needs judgment instead.

And the fourth sign is the one that’s easiest to miss because it feels like normal busyness: you’re doing more HR work yourself than you were a year ago, not less. If your support were actually scaling alongside you, your own time spent on HR should be shrinking as the company grows. If it’s climbing instead, something in the model underneath it has stopped fitting.

Whether you’re an entrepreneur jumping into a leadership role, a seasoned business pro with new HR responsibilities, or just starting your HR career – we’ve got the right path to guide you through your HR hurdles.

Check out the Leaders Journey Experience.

Why none of this means you got it wrong

Here’s the part worth sitting with. None of this means the original decision was a mistake. It means the business outgrew an arrangement that was genuinely right at the time. That’s not failure, that’s simply what growth does to things that were built for an earlier version of the company. A pair of shoes that fit perfectly two years ago can still pinch today, and it isn’t because the shoes were poorly made. Your feet just changed.

The real mistake isn’t choosing the wrong HR model when you started out. It’s treating that first choice as permanent. Founders will revisit their pricing constantly. They’ll rework their positioning, their go-to-market strategy, their entire sales process without blinking. But the HR arrangement gets set once, early on, and then quietly runs in the background for years completely unexamined, until one day it’s the thing actually standing between the business and its next stage of growth.

What right-sizing actually looks like

The shift worth making is simple to describe even if it takes some discipline to practice. Stop treating your HR setup as a decision you made once. Start treating it as something you right-size on purpose, the same way you’d periodically revisit your banking relationship or your insurance coverage as the business changes (and yes, you should be doing that too). This isn’t about waiting for something to go wrong. It’s about recognizing that the business you’re running today isn’t the business you built your original arrangement for.

In practice, that means asking yourself a handful of honest questions every so often. Does this still match the complexity of what we’re actually dealing with day to day? Is the person I’m talking to genuinely familiar with where the company is now, or are they still giving me answers built for where we used to be? Am I personally doing more of this work than I should be at this size? And if a major decision landed on your desk tomorrow, an acquisition, a layoff, a full policy overhaul, would you actually think to call this person, or would you quietly handle it alone because you’ve stopped expecting them to add anything?

If the honest answer to any of those makes you uncomfortable, that discomfort isn’t a crisis. It’s information. It’s your business telling you it’s time to right-size the support around it, the same way you’d eventually right-size your team, your office space, or your internal systems as you scale.

Growth isn’t only about adding people and revenue. It’s a constant process of outgrowing arrangements that used to work perfectly well. The businesses that handle growth the best are the ones that keep checking whether their infrastructure, HR included, still matches who they’ve actually become, rather than who they were when they first built it.

Spread the word

This website uses cookies to ensure you get the best experience on our site.