Paycor and Paychex Start 2025 off with a Bang

Paychex is acquiring Paycor in a major HR Tech deal. Explore its impact on customers, brokers, and vendors, plus insights on layoffs, cross-selling, and future strategies.

Brett Ungashick
OutSail HRIS Advisor
January 16, 2025
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Hello HR Tech aficionados!

Quiet start to the year for HR Tech, huh?

If you’ve been anywhere near the industry grapevine, you’ve probably already heard the massive bombshell: Paychex is acquiring Paycor.

This deal is on par with some of the biggest we’ve ever seen—so let’s unpack it and see what it means for customers, brokers, and the vendors themselves.


The Human Element: Mergers Are Never Fun

Before we get into the strategic nitty-gritty, let’s acknowledge the human reality behind these deals. I’ve been on that side of the fence personally—when LinkedIn was acquired by Microsoft, many of us learned about it via news alerts on our phones. It’s jarring to realize your daily work life might change overnight. While big M&A announcements spark plenty of analysis from a product or market standpoint, let’s not lose sight of the people impacted.


A Quick Historical Detour: Other HRIS Acquisitions

We can glean a few lessons by looking at two prior mergers and seeing whether they apply here.

  1. Kronos–Ultimate Software (2020)
    • Merger of Equals vs. Buyout: Kronos and Ultimate Software were roughly on par in terms of scale and brand reputation, and crucially, both were owned by the same private equity firm. Their eventual union—forming what we now know as UKG—was more a “merger of equals” than a bigger fish swallowing a smaller one. By contrast, Paychex is much larger than Paycor, so we can’t neatly apply the Kronos–Ultimate playbook here.
    • Timing and Market Boom: Announced mere weeks before the pandemic truly took hold, the Kronos–Ultimate deal arrived at a serendipitous time. Software demand exploded during the COVID era, allowing both companies to keep more staff than you’d typically see in a post-merger environment. Today, macroeconomic conditions are less forgiving. As a result, we can’t rely on a similar “grace period” for Paychex–Paycor.
  2. TriNet–Zenefits (2021)
    • Acquiring for Assets: TriNet, long known for its PEO and ASO solutions, benefited from adding Zenefits’ technology. However, it was no secret that TriNet intended to extract the best parts of Zenefits’ HRIS platform, upsell customers onto TriNet’s higher-margin services, and phase out anything that didn’t fit. Paychex and TriNet share some parallels in this regard, both being a services behemoth in addition to an HR Tech vendor.
    • Limping Towards a Sale: However, the key difference in the Zenefits-TriNet example was Zenefits was no longer a force in the market at the time of their sale. Zenefits, once a VC darling, hit a rough patch after compliance scandals in 2016. When TriNet finally stepped in, the writing was on the wall—Zenefits needed a lifeline. Paycor had much more standalone success and momentum than Zenefits at the time of the sale.


What Happens Next?


1. Layoffs and Redundancies
Unfortunately, layoffs are often part and parcel of major M&A activity—particularly when markets are jittery. We saw fewer cuts with Kronos–Ultimate because of a pandemic-driven software boom, but those conditions don’t exist today. Whether or not redundancies materialize quickly, many Paycor employees will be on edge as the integration unfolds.


2. Cross-Selling Expansion
Paychex has a history of dialing up current technology clients (and even prospective ones) to pitch their broad suite of services. With Paycor’s client base now on hand, Paychex will likely see dollar signs. Voluntary insurance, 401(k), managed services—yep, you’ll probably get a phone call about all of them.


3. The Broker Community Wildcard
HCM vendors are increasingly turning to benefit brokers as advocates in the market, and Paycor was one of the best in the industry at executing this strategy. At the same time, brokers historically wince when HCM vendors offer their own insurance products—it can feel like a direct encroachment on their territory. Paychex will need to tread carefully to avoid alienating this network.

Vendors like Rippling have shown that you can strike a balance of respecting the benefit brokers' turf while having your own suite of insurance products. But it’s a very delicate dance and Paychex will need to be incredibly careful with how they execute.

4. Multiple Platforms, Multiple Identities

The biggest unknown centers on what happens to Paycor’s HRIS technology. History suggests that Paychex typically leaves acquisitions to run independently for a time—Oasis, a PEO platform they acquired, operated under its own brand for several years. We may see a similar approach:

  • Oasis remains the flagship PEO platform
  • Paychex Flex caters to SMBs clients
  • Paycor targets mid-market customers who need a bit more robustness.

On the upside, this strategy creates a “Goldilocks” effect for different segments, with each platform meeting distinct needs. On the downside, splitting R&D among three platforms can dilute product improvements, especially in a market where the competition is fierce.

My take? If you have three flagship products, you have none.

We're entering the most competitive market I've ever seen and trying to build robust features, maintain strong integrations, and deliver consistent user experiences across multiple code bases is a juggling act that can trip up even the biggest vendors.


Final Thoughts: A Lot to Chew On

With a deal of this magnitude, it’s tempting for HR Tech sales reps to crow about Paychex–Paycor “turmoil” in order to steer prospects toward their own platform. A word of caution: the market has a habit of defying quick assumptions. Major acquisitions can lead to unexpected synergy, and what looks like chaos now can stabilize faster than you’d think. Conversely, we could see even more M&A on the horizon—further shaking up the competitive playing field.

In short, if you’re using the Paychex–Paycor announcement as fodder in your sales pitches, remember that anything can happen in HR Tech. Long-term product roadmaps, broker alliances, and user experiences can change in a blink, and what’s true now may not be true three months from today.

We’ll continue monitoring this story (and all the others in our rapidly evolving industry). Stay tuned—these are interesting times for HR Tech, and more deals are almost certainly coming down the pike.

Until next time!

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Meet the Author

Brett Ungashick
OutSail HRIS Advisor
Brett Ungashick, the friendly face behind OutSail, started his career at LinkedIn, selling HR software. This experience sparked an idea, leading him to create OutSail in 2018. Based in Denver, OutSail simplifies the HR software selection process, and Brett's hands-on approach has already helped over 1,000 companies, including SalesLoft, Hudl and DoorDash. He's a go-to guy for all things HR Tech, supporting companies in every industry and across 20+ countries. When he's not demystifying HR tech, you'll find Brett enjoying a round of golf or skiing down Colorado's slopes, always happy to chat about work or play.

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