How Syssero Works With Workday: A Partnership Built on Experience and Trust

When it comes to Workday implementations, mid-sized businesses often face a familiar challenge: small internal teams, limited bandwidth, and a big system to adopt. That’s where Syssero steps in—not just as a consulting partner, but as a team of professionals who have been in your seat.

“We’re comprised of past Workday end-customers,” says Ryan Massie, President of Syssero. “We’ve sat in the seats of HR admins, benefits managers, and directors of total rewards. That real-world experience is what guides our clients—and grounds every recommendation we make.”

Why Workday Recommends Syssero

According to Kevin Brennan, Regional Sales Director at Workday, Syssero is a consistent go-to for his team.

“The story Syssero brings is unique in our ecosystem. When our prospects are nervous—because they lack internal expertise or don’t know how Workday will impact their day-to-day—it helps to bring in a partner who’s walked that road.”

Syssero’s strength lies in its credibility. The team knows what it’s like to implement and own Workday because they’ve done it themselves. That’s more than consulting—it’s guiding with empathy and clarity.

LEAP: A Smarter Way to Support Launch

When Workday introduced its Launch Express model to offer faster, more cost-effective deployments for the medium enterprise market, Syssero saw an opportunity—not just to support it, but to enhance it.

Enter LEAP, a tailored offering designed to shoulder the extra lift during implementation.

“We can do this differently because we’ve lived those roles,” Ryan explains. “We help keep projects focused, timelines on track, and we encourage rolling adoption—knowing what makes sense to move into Phase 2 and what’s essential for Phase 1.”

This approach not only eases the burden on internal teams, but often results in smarter deployments with long-term cost benefits.

From Go-Live to Long-Term Growth

Syssero isn’t just a launch partner—they’re a growth partner. Kevin puts it into perspective with a quote:

“When’s the best time to plant a tree? Twenty years ago. The next best time? Today. Syssero helps clients plant something that lasts,” he says. “They’re not ripping and replacing every few years. They’re building deep roots, creating something sustainable—and that makes a real difference.”

The Results? They Speak for Themselves

Ryan notes that every LEAP project done alongside a Workday Launch deployment has been delivered on time and on budget. And the momentum is growing.

“It’s not just the sales team mentioning us anymore,” Ryan says. “Even Workday’s services executives are bringing us into conversations before we have a chance to ask.”

A True Partnership

At its core, Syssero works with Workday in the way partnerships should be: collaborative, honest, and centered around client success. The goal isn’t just to implement a system—it’s to empower organizations to own it, evolve it, and see lasting value from it.

Because when you work with people who’ve been in your shoes, the path forward is just a little clearer.