Darin H.

Rippling Expert | HR, Payroll, IT, Finance Automation & Implementation

🔷 About Me Most companies don’t have a Rippling problem—they have a systems problem. I help teams actually make Rippling work across HR, payroll, IT, and finance, so things run cleanly as you scale. I’m part of thePeopleStack, a Rippling-focused consultancy. We’ve worked with startups, SMBs, and PE-backed companies to implement, fix, and optimize their systems—usually after something has gone sideways or stalled internally. 🔹 What We Do We’re typically brought in to: Lead or rescue a Rippling implementation Clean up messy or incomplete setups Design workflows that remove manual work Connect Rippling to finance, IT, and other systems Act as a fractional PeopleOps / systems lead This is hands-on work—not just advice. 🔹 Where We Add the Most Value End-to-end Rippling builds (done right the first time) Workflow automation (approvals, onboarding, cross-team processes) Payroll + compliance setup (where mistakes get expensive) Integrations (finance systems, ATS, identity tools) System audits + rebuilds Custom development and scripting 🔹 How I Work You’re not hiring a task-doer alone. You’re getting someone who: Understands how HR, Finance, and IT actually connect Can design the system and build it Moves quickly, but with structure Behind me is a broader team (thePeopleStack), so you’re not stuck with a single-threaded freelancer. 🔹 Typical Clients 20–500 employee companies Scaling quickly or post-funding Mid-implementation and stuck Or trying to clean up a system that “kind of works” 🔹 Engagements Fixed-scope implementations Hourly advisory / troubleshooting Ongoing support (fractional PeopleOps / systems) 🔹 If This Sounds Like You “Rippling is set up, but it’s not really working” “We’re too manual and it’s breaking as we grow” “We don’t have the internal bandwidth to do this properly” Then we should talk. Send me a quick note on what you’re trying to solve—I’ll tell you quickly if I can help and how I’d approach it.