
The Josh Bersin Company Chili Piper Builds Remote-Work Culture And AI Skills Across 36 Countries
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Nov 13, 2025 Hallie Condon, Chief People Officer at Chili Piper, shares insights on fostering a remote culture across 36 countries. She discusses leveraging AI to enhance employee experiences, emphasizing transparency and innovative decision-making. Hallie highlights Chili Piper's unique onboarding and offboarding strategies, alongside implementing HR automation tools like HiBob. The conversation also covers the importance of democratizing input and encouraging feedback, all while focusing on continuous improvement and bold experimentation in HR practices.
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Global Remote Company Snapshot
- Hallie Condon describes Chili Piper as a fully remote company with employees in 36 countries working on an AI-powered meeting-booking platform.
- The team includes engineers, product, design, revenue, and customer-facing roles distributed globally.
Outsource Global Compliance
- Use global employment partners for compliance to avoid keeping up with every country's laws yourself.
- Outsource nonstrategic payroll and compliance so HR can focus on strategic work.
Pick User-Friendly HR Tech
- Choose an HRIS with an intuitive UX so nontechnical HR can self-implement and customize workflows.
- Favor tools that let you hack together automations to reduce manual administrative work.
