A $1.1B Deal That's Bigger Than its Price Tag

Acrisure buys Heartland Payroll for $1.1B, signaling HR tech consolidation & mid-market PEO-like platform race. Learn why brokers seek payroll rails.

Brett Ungashick
OutSail HRIS Advisor
June 9, 2025
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Hello HR Tech enthusiasts,

Summer’s barely started, yet the deal-making thermostat is already set to scorching. Grab an iced coffee (or something stronger), and let’s unpack one of the most interesting stories of the year:

Acrisure’s $1.1 billion bid for Heartland Payroll.

On paper it’s a tidy carve-out; in practice it’s a flashing road sign for where the “people-platform” race is headed. Let’s zoom in.


What Acrisure just bought

Acrisure has always been an acquisition machine, but its latest target is a very different animal. The brokerage-turned-fintech player just agreed to buy Heartland Payroll, and the 50,000+ Main Street businesses on its books, for $1.1 billion, with closing slated for the back half of 2025.


Why payroll? Why now?

At first glance, a payroll engine looks like an odd fit for a firm that built its $32 billion valuation on property-and-casualty and employee-benefits commissions.

The logic is distribution: Heartland drops a pre-segmented pipeline of SMB employers into Acrisure’s lap, each already wired for recurring payments.

Wrap those relationships with P&C, medical, and voluntary lines—plus compliance add-ons—and the lifetime value per account leaps without a single cold call.

The tech itself doesn’t have to out-Gusto Gusto; it just has to keep HR and finance teams logging in every week.


The bigger story: a mid-market race to build “pseudo-PEOs”

Look past the headline and you’ll spot a familiar shape. For years the PEO model proved that payroll platforms, benefits programs, and outsourcing services sell better as a bundle, especially to companies under 100 employees.

The catch is scalability: co-employment is an inflexible model and fixed admin fees make full PEOs hard to justify once headcount creeps past a few hundred.

Cue a mid-market race to deliver PEO-like bundles; insurance, HR tech & outsourcing services stitched together, without the co-employment baggage.

Players are charging the hill from every direction:

  • PEOs buying tech. TriNet scooped up Zenefits, Vensure folded Namely into its PrismHR group, and CoAdvantage recently merged with PrimePay to own more proprietary software.
  • Brokers adding consulting power. OneDigital nabbed Triad HR Tech; Gallagher hoovered up iBTR and OperationsInc, folding HR consulting & outsourcing into traditional brokerage arms.
  • Vendors moving into services. Rippling’s ASO, ADP Comprehensive Services and Dayforce Managed Services all let buyers outsource HR ops without adding headcount.

Acrisure’s move is the first time a broker has leapt clear over the services layer and captured the tech rail itself.

By parking payroll in-house, it doesn’t just defend its book; it turns every paycheck into an always-on storefront for insurance, compliance and risk services.


Why this matters for everyone else

The message is blunt: whether you start life as a software vendor, a PEO, or a benefits shop, the finish line is the same—become the platform your clients never outgrow.

So if you’re sitting in a brokerage boardroom, the homework is clear: map your “buy-build-partner” options now, while the field is still forming.

For tech vendors, assume every broker in your pipeline is suddenly evaluating whether you’re a friend, a future feature, or an acquisition target.

And for HR teams, brace for a flood of “one-invoice” pitches that promise simplicity

The platform land-grab is officially on.

Keep your eyes peeled for the next “wait, they bought what?” headline—because after Acrisure, nobody wants to be caught platform-less.

Until next month!

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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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