Chili Piper - Product Manager, CEH
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Requirements
• Senior-level experience managing complex B2B SaaS products, with clear ownership of a product area or major initiatives • Strong product judgment, with the ability to find problems worth solving and make informed tradeoffs in ambiguous environments • Hands-on use of AI tools in day-to-day product work, with good judgment about where AI genuinely improves a product experience • The ability to simplify complexity and turn customer evidence, data, and technical constraints into clear product decisions • Deep curiosity about users and markets, and a habit of building conviction through direct evidence • Comfort in technical domains and credibility with technical users and engineering partners • A bias toward focus and shipping narrow to learn quickly • Experience working closely with Engineering, Design, and cross-functional partners in a fast-moving environment • The drive to build products that solve real problems and get used, not just shipped • Experience with calendar, scheduling, or meeting workflow products • Experience building or owning third-party integrations, especially with CRM, calendar, or conferencing platforms • Experience with lead routing, distribution, or assignment logic • Experience with CRM or marketing automation platforms • Experience building enterprise-grade, data-rich SaaS products • Experience building or shipping with Claude or similar products • Who this role is for • This role is best suited to someone energized by high ownership, independent judgment, and making decisions without a playbook. We give people real responsibility and a lot of room to operate, which means you will be expected to run your area, set direction, and make hard calls with imperfect information. • If you are looking for a highly directed environment with a lot of structure around what to do next, this is probably not the right fit. • How this role works • We care deeply about clear ownership and close cross-functional partnership. • The Product Market Fitter owns the target customer, problem, intended outcome, value, viability, priority, adoption, and business result • The Product Designer owns the experience and product-side enablement • The Product Designer and Product Engineering Lead jointly own solution architecture • The Product Engineering Lead owns the technical solution and delivery execution
Responsibilities
• Own ChiliCal, Ecosystem, and Handoff end to end, from market and customer evidence through adoption, iteration, and long-term business impact • Define the first audience for every bet and protect that focus as new requests, edge cases, and opportunities emerge • Identify the right problems to solve and turn complex scheduling, integration, and routing workflows into clear product direction • Define value, viability, priority, and success metrics, including what should trigger first adoption • Monitor adoption and real usage after launch, then use what you learn to improve the product and shape what comes next • Keep these connected surfaces coherent, so changes across ChiliCal, Ecosystem, and Handoff work together rather than against each other • Partner with Product Design on the experience, first-use path, and product-side enablement • Partner with the Product Engineering Lead on solutions that are technically sound and practical to deliver • Prioritize ruthlessly and make clear calls when the problem is complex and the answer is not obvious • Hold a high standard for quality. You do not ship things you would not want to use yourself
Benefits
• Unlimited vacation (and we do mean it, and we do take it!) • Generous health, dental, and vision insurance • Any equipment/software/tech that you need to do your job • Annual professional development stipend of $2,000 USD • Equity - all Pipers receive stock options • Annual company retreat in epic locations (past trips: Paris, Morocco, Tulum, Iceland, Ibiza, India). Check out the video from last year’s retreat in Tenerife.
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