How ChartSquad cut HR admin and improved compliance with Deel

ChartSquad started as a one-person startup and quickly scaled into a national business, serving clients in all 50 states. But as the headcount grew, so did the complexity. Payroll tools like QuickBooks were too limited. For Chris Carpenter, CEO & Founder of Chartsquad, PEOs like ADP, Insperity, and Gusto promised simplicity, but delivered fragmented systems, poor service, and critical compliance gaps.

“ADP felt like being a small fish in a massive pond. There was no support, and we spent more time managing the platform than using it.” — Chris Carpenter, CEO & Founder, ChartSquad

Each platform added friction instead of solving it. Think missed wage garnishments, disappearing handbooks, and inconsistent PTO policies.

ChartSquad needed a better way to support its remote-first US workforce.

After testing Deel’s EOR solution with another business he owns, Carpenter knew he wanted the same seamless experience for ChartSquad’s PEO needs.

“I tested Deel on a smaller company I own and was blown away. It was the best payroll platform I’d ever seen.” — Chris Carpenter, CEO & Founder, ChartSquad

Deel stood out from legacy PEOs like Rippling and TriNet thanks to its tech-forward design and all-in-one experience. With a single dashboard, built-in security, and AI-powered tools, ChartSquad now runs onboarding, payroll, time off, and expenses in one place.

Everything now works together, giving the team a smoother day-to-day and setting the stage for real results.

“The whole team now says this is the easiest system we’ve ever used.” — Chris Carpenter, CEO & Founder, ChartSquad

Since moving to Deel, ChartSquad has simplified benefits enrollment, streamlined expense reimbursements for its mobile sales team, and strengthened compliance across states.

“Deel makes compliance fluid. The tools tell you what to do, help you do it, and there’s always someone ready to jump in.” — Chris Carpenter, CEO & Founder, ChartSquad

Employees can now manage PTO and expenses from their phones, while HR gains real-time visibility into policies and spend. The benefits experience has improved, too, with Deel helping deliver more value at lower cost.

“I’m saving money with Deel, delivering better benefits, and reducing headaches. It’s a no-brainer.” — Chris Carpenter, CEO & Founder, ChartSquad

Using Deel’s insights to grow smarter, not just bigger

With 48 employees across the US, ChartSquad relies on Deel’s insights to guide hiring decisions. The team has even chosen to avoid hiring in certain states with heavier compliance burdens. Those are decisions they wouldn’t have made without Deel’s visibility.

It’s how ChartSquad scales with intention, not guesswork.

“Deel helps us scale without the stress. It’s employee-first, founder-friendly, and constantly improving.” — Chris Carpenter, CEO & Founder, ChartSquad