[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![Chili Piper logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2020/09/WRILS-200921093513-103223-e1600680921339.png)](https://jobicy.com/company/chili-piper.md)Remote opportunity at[Chili Piper](https://jobicy.com/company/chili-piper.md) # Product Manager, Orchestrator Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/chili-piper.md)Share8 Sep 2026Published32Listing views1Application actions8 Oct 2026Apply before Opportunity details ## About this role. AI SummaryChili Piper is seeking a senior product leader to own Orchestrator, a GTM control-layer product that detects signals across internal and external systems and initiates appropriate next actions. The Product Manager will define target audiences, validate customer and market problems, set product bets and success metrics, and drive adoption and business outcomes. This is a high-autonomy role that partners closely with Product Design and Engineering while retaining accountability for product direction, prioritization, and value realization. Ideal candidates bring senior B2B SaaS product management experience, comfort in technical and data-rich domains, and experience with integrations, CRM, or sales-engagement workflows. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe role requires independent senior-level judgment across ambiguous enterprise product problems, complex integrations, and adoption strategy. Success depends on making difficult prioritization decisions and aligning customers, design, engineering, and business stakeholders around focused product bets. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$170,000US market range$150k–$200k0$220k AI insightNo actual salary is disclosed; the $2,000 USD amount is a professional-development stipend rather than wages. For the US market, this is an estimate for a senior Product Manager owning a complex B2B SaaS product area: approximately $150,000–$200,000 USD yearly, with an estimated median of $170,000 USD. Actual compensation may vary by residence, experience, and equity structure. ## Core skills Skills and capabilities most closely associated with this opportunity. [Product strategy](https://jobicy.com/jobs?search_keywords=Product%20strategy.md)[B2B SaaS](https://jobicy.com/jobs?search_keywords=B2B%20SaaS.md)[Enterprise product management](https://jobicy.com/jobs?search_keywords=Enterprise%20product%20management.md)[Product discovery](https://jobicy.com/jobs?search_keywords=Product%20discovery.md)[Customer research](https://jobicy.com/jobs?search_keywords=Customer%20research.md)[Product analytics](https://jobicy.com/jobs?search_keywords=Product%20analytics.md)[Roadmap prioritization](https://jobicy.com/jobs?search_keywords=Roadmap%20prioritization.md)[CRM integrations](https://jobicy.com/jobs?search_keywords=CRM%20integrations.md)[Sales engagement platforms](https://jobicy.com/jobs?search_keywords=Sales%20engagement%20platforms.md)[Cross-functional leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20leadership.md) Sample interview questionsHow would you identify and validate the first audience for a new Orchestrator product bet?I would start with qualitative customer interviews, workflow observation, support and sales signals, and product-usage data to isolate a segment with an urgent, repeatable problem. I would document its trigger, desired outcome, current workaround, and measurable value, then test the smallest coherent solution with that audience before expanding scope. Describe how you would prioritize competing requests for new signals and integrations. I would evaluate each request against the target audience, problem severity, expected adoption, business impact, strategic fit, technical viability, and maintenance cost. I would favor a small set of composable capabilities that keeps the decisioning system predictable rather than accepting one-off edge cases that dilute the product. What metrics would you use to assess whether an automation product is successful after launch? I would track activation and first-value time, eligible-workflow coverage, configuration completion, automation execution reliability, user trust signals such as overrides or disablement, and repeat usage. I would connect these to customer outcomes such as meeting recovery, lead conversion, response time, and retention or expansion where attribution is credible. How do you work with engineering when you own the product direction but not solution architecture? I clearly define the customer problem, intended outcome, constraints, success measures, and priority rationale, then involve engineering early to explore viable options and tradeoffs. I respect engineering ownership of the technical solution while ensuring the selected approach remains aligned with customer value, adoption needs, and a coherent product experience. Give an example of using AI tools responsibly in product work. I use AI to accelerate research synthesis, draft hypotheses, analyze structured feedback, and prototype workflows, while validating outputs against source evidence and user research. For customer-facing AI features, I define the failure modes, transparency requirements, controls, and evaluation metrics before treating the capability as production-ready. ### About Chili Piper Chili Piper is a B2B SaaS company that helps GTM teams turn inbound leads into qualified meetings – instantly. Our Demand Conversion Platform makes it easier for buyers and sellers to connect fast, without the usual friction in the funnel. We’re a fully remote, global team that loves building solutions that truly help our customers, moving fast, and having fun while creating something meaningful. We’re growing quickly and aiming big! We’re looking for a Senior Product Manager to lead Orchestrator, Chili Piper’s GTM Control Layer. Internally, we think of this role as a Product Market Fitter. This is not a traditional roadmap management role. It is a product leadership role for someone who loves building complex, enterprise-grade products and has the judgment to turn customer and market evidence into focused product bets that drive real adoption and business impact. Orchestrator listens for signals across Chili Piper and external tools, decides what should happen next, and takes the action itself. That includes catching a form abandonment, a no-show, a missed meeting, or a cold chat, checking ICP fit, account ownership, intent history, and CRM state, then firing the right next step: enrolling a sequence in Salesloft, Outreach, or Gong Engage, notifying a rep, rescheduling a meeting, or sending a booking link. You will own the full arc of a product bet: target customer, first audience, market and customer evidence, problem definition, intended outcome, value, viability, priority, success metrics, first adoption trigger, usage learning, and business outcome. You will own the solution concept, meaning what we offer and how it is offered. You will not own solution architecture, implementation, or product enablement execution. You will partner closely with a Product Designer and a Product Engineering Lead to shape solutions that are valuable, coherent, and practical to deliver. This role requires strong judgment, comfort with ambiguity, and the ability to turn complex workflows, data, and customer needs into clear product direction. It is a strong fit for someone who wants to build products that solve real problems for sophisticated users and who measures success by whether customers actually adopt what gets built. ### What you’ll do * Own Orchestrator 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 signal detection, decisioning, and action-taking 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 signal types, decision logic, and external integrations coherent, so the system stays predictable and trustworthy as it grows * 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 ### What we’re looking for * 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 ### Nice to have * Experience building or owning third-party integrations, especially with CRM, Sales Engagement, 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 ### Additional Information Why you’ll love being a part of our team: Our team loves Chili Piper because [we’re building the company of the future.](https://www.chilipiper.com/post/company-of-the-future) * Work with an immensely talented global team * Work in a business that’s run fairly and transparently * Competitive pay based on market rate wherever you live * We lead by example–showing industry peers and leaders how to innovate, improve, and grow–while having fun How we work: * Freedom and flexibility. We’re a 100% distributed team working from around the world, and we’ve been fully remote since 2016. Our team members can work from wherever they want in the world, as long as they show up on our weekly all hands meeting on Zoom. * Solve interesting problems. The software landscape has exploded. There are dozens of solutions for each problem. We want to be different. We come up with new angles on existing problems or invent better solutions to help companies with their sales and marketing. Then we turn these ideas into beautiful, smart software. * Autonomy and ownership. Working on a distributed team means you don’t have someone micromanaging you or looking over your shoulder to make sure you’re getting things done. We’re a team of do-ers who take full ownership for their results. * Be helpful. Our first value as a company is help. Help our customers be successful. Help our prospects get the right information and make the right decision whether or not it includes our products. Help our team members reach their full potential. The perks: * 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](https://www.youtube.com/watch?v=66XNNBqh37I) from last year’s retreat in Tenerife. Show more [Apply now >](https://jobicy.com/jobs/152808-product-manager-orchestrator.md) > Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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