Product Manager, CEH

Role overview

Chili Piper is seeking a Product Manager (CEH) to lead ChiliCal, Ecosystem, and Handoff—three connected product areas at the heart of the customer experience. The internal framing for this role is a Product Market Fitter, emphasizing product leadership through evidence-driven bets rather than traditional roadmap management.

What you’ll do

• Own end-to-end product bets for ChiliCal, Ecosystem, and Handoff—from market/customer evidence through adoption, iteration, and long-term business impact
• Define and protect the first audience for each bet as new requests, edge cases, and opportunities emerge
• Identify the right problems to solve and turn complex scheduling, integrations, and lead routing workflows into clear product direction
• Define value, viability, priority, and success metrics, including what triggers first adoption
• Monitor adoption and real usage post-launch, then improve the product and shape what comes next
• Keep these connected surfaces coherent, so changes across ChiliCal/Ecosystem/Handoff reinforce each other
• Partner with:
  • Product Design on experience, first-use path, and product-side enablement
  • Product Engineering Lead on solutions that are technically sound and practical to deliver
• Prioritize ruthlessly and make clear calls when problems are complex
• Maintain a high quality bar for what gets shipped

Product areas you’ll lead

• ChiliCal: scheduling/calendar engine (meeting types, availability, scheduling links, Booking App, reschedules, reminders, Fire extension for Google Calendar)
• Ecosystem: integrations across the revenue stack (Salesforce, Google Calendar, Microsoft Outlook, Microsoft Teams, Zoom, Gong)
• Handoff: lead routing/distribution (Handoff Router, round-robin, queues, ownership assignment logic)

Requirements

• Senior-level experience managing complex B2B SaaS products with clear ownership of a product area or major initiatives
• Strong product judgment: identify worthwhile problems, make informed tradeoffs in ambiguous environments
• Hands-on use of AI tools in day-to-day product work, with judgment about where AI genuinely improves the experience

Notes/constraints

• You will not own solution architecture, implementation, or product enablement execution.
• Success is measured by whether customers actually adopt what you build.