[All remote jobs](https://jobicy.com/jobs.md)[![Contentstack logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/fc470980-221.jpeg)](https://jobicy.com/company/contentstack.md)[Contentstack](https://jobicy.com/company/contentstack.md) # Revenue Operations Leader, Strategy & Planning AI Summary Contentstack is seeking a senior Revenue Operations leader to build the planning and performance-management foundation for its enterprise SaaS go-to-market organization. The role owns annual GTM planning across capacity, territories, quotas, and incentive design, partnering closely with CRO, Finance, Sales, Marketing, and Customer Success leaders. It requires rigorous forecasting, KPI governance, funnel analysis, scenario modeling, and the ability to turn complex commercial data into executive decisions. The leader will also develop AI-enabled workflows that improve recurring analysis and business visibility. This is a hands-on, high-agency strategic operations role in a scaling company targeting $250M ARR.[Apply for this job](#job-application)[View company](https://jobicy.com/company/contentstack.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 155k–195k / yrDepartment[Product & Operations](https://jobicy.com/categories/management.md)EmploymentFull TimeExperienceSeniorPublished10 Nov 2026Apply before10 Dec 2026Listing views30Application actions2Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. Opportunity details ## About this role. What is [Contentstack](https://jobicy.com/company/contentstack.md)? Contentstack is redefining how modern digital experiences are built and managed. As the pioneer of the Agentic Experience Platform (AXP), Contentstack brings together structured content and brand governance (Content Cloud), real-time customer data, omnichannel personalization (Data Cloud) and autonomous AI orchestration (Agent OS) into one unified system. While many organizations adopted headless CMS or standalone AI tools expecting transformation, they often found themselves managing disconnected systems and manual workflows. Contentstack helps enterprises move beyond that complexity by connecting content, data and AI in a way that makes digital experiences faster to launch, easier to manage and more adaptive in real time. Leading brands including Steve Madden, LG Electronics, Subaru of America, Dolce & Gabbana, ASICS, Decathlon, and Caesars Entertainment rely on Contentstack to reduce operational friction and deliver personalized, scalable digital experiences with confidence. The company is known for its customer-first culture and commitment to the communities it serves through the Contentstack Cares program. Learn more at [www.contentstack.com](http://www.contentstack.com/). Who Are We? At Contentstack we are more than colleagues, we are a tribe. Our vision is to pursue equity among our communities, employees, partners, and customers. We are global-diverse yet close; distributed yet connected. We are dreamers and dreammakers who challenge the status quo. We do the right thing, even when no one is watching. We are curious trendspotters and brave trendsetters. Our mission is to make Contentstack indispensable for organizations to tell their stories and to connect with the people they care about through inspiring, modern experiences. We care deeply about our customers and the communities we serve. #OneTeamOneDream. Chalo, let’s go! ### What Are We Looking For? Contentstack is a growth-stage enterprise SaaS company with an ambitious goal of reaching $250M ARR. Getting there means rethinking how we operate and scale our go-to-market (GTM) organization – not simply increasing costs as revenue grows. To support this vision, we recently established our GTM Strategy & Systems (GSS) team under the Office of the CEO. This team brings strategy, systems, and execution together under one leader, connecting Revenue Operations, Analytics, GTM Applications, and a newly formed GTM Engineering capability. We’re looking for a Revenue Operations Leader, Strategy & Planning to build the planning and performance-management foundation that powers this organization. You’ll work closely with the CRO, Finance, and GTM leaders to turn business objectives into actionable plans, establish a clear view of performance, and help the business identify and address opportunities and risks early. This is a hands-on builder role for someone who enjoys creating structure, challenging assumptions, and turning complex data into decisions that drive growth. If you’re excited to help shape how a scaling enterprise SaaS company operates, we’d love to hear from you! Here’s what you’ll be doing: * Lead GTM planning: Own annual planning across capacity, territories, quotas, and incentive-plan design. Build scenario models that clearly communicate tradeoffs, dependencies, and assumptions to GTM and Finance leadership. * Drive performance management: Establish a rigorous forecasting approach and evaluate performance against the plan across pipeline, productivity, bookings, retention, and expansion. Identify gaps and partner with GTM leaders to determine what needs to change. * Turn insights into action: Translate performance trends into clear recommendations, helping leadership understand risks, identify opportunities, and make informed decisions. * Establish measurement and governance: Define and maintain cross-functional KPIs that ensure Finance, Sales, Marketing, and Customer Success are working from consistent metrics and business definitions. * Improve cross-functional alignment: Identify gaps in reporting, measurement, and assumptions, and work with stakeholders to resolve issues and document agreed-upon standards. * Leverage AI and automation: Build agent-enabled workflows that streamline recurring analysis, surface meaningful changes, and make business insights easier to access. ### What Really Gets Us Excited About You? * 8–15+ years of experience in Revenue Operations, Sales Strategy, GTM Finance, or a similarly analytical role within a B2B SaaS organization. * Direct ownership of annual GTM planning across capacity, territories, quotas, and compensation design, with the ability to confidently defend planning assumptions with CRO and CFO-level stakeholders. * Strong command of forecasting, funnel economics, and SaaS growth metrics, with the hands-on ability to analyze complex pipeline, bookings, and customer data. * Experience with demand-generation metrics and the Marketing-to-Sales handoff, including funnel-stage definitions, conversion rates, and lead routing. * Hands-on experience building or significantly shaping segmentation, scoring, or attribution models, with the ability to assess the reliability of inputs and effectiveness of outputs. * Experience building and deploying AI or agentic workflows that expand analytical capacity, streamline recurring analysis, or improve business decision-making. * You’re a high-agency builder who enjoys creating new capabilities, raising standards, and rethinking processes as the business evolves. * You build trust across functions and are comfortable challenging assumptions with senior leaders when the data tells a different story. * You know when a directional answer is enough to move forward, when precision matters, and how to communicate uncertainty. * You stay close to the details while keeping broader business objectives in view, and know when to gather input versus when to take ownership and move forward. * You’ve built trusted partnerships with CROs and GTM leaders and know how to influence decisions while plans are still taking shape. * You value a collaborative, innovative, and fun culture! Salary for this role ranges between $155,000-195,000 based on skill set and experience What Do We Offer? Interesting Work | We hire curious trendspotters and brave trendsetters. This is NOT your boring, routine, cushy, rest-and-vest corporate job. This is the “challenge yourself” role where you learn something new every day, never stop growing, and have fun while you’re doing it. Tribe Vibe | We are more than colleagues, we are a tribe. We have a strict “no a**hole policy” and enforce it diligently. This means we spend time together – with spontaneous office happy hours, organized outings, and community volunteer opportunities. We are a diverse and distributed team, but we like to stay connected. Bragging Rights | We are dreamers and dream makers. Our efforts pay off and we work with the most prestigious brands, from big-name retailers to airlines, to professional sports teams. Your contribution will make an impact with many of the most recognizable names in almost every industry including AirFrance KLM, ASICS, Burberry, Mattel, Mitsubishi, Walmart, and many more! One Team One Dream | This is one of our values, and it shows. We don’t believe in artificial hierarchies. If you’re part of the tribe, you have an opportunity to contribute. Your voice will be heard and you will also receive regular updates about the business and its performance. Which, btw, is through the roof, so it’s a great time to be joining… To review our Privacy Policy, please click [here](https://www.contentstack.com/legal/privacy-notice-for-candidates/). Show more [Apply now >](https://jobicy.com/jobs/161049-revenue-operations-leader-strategy-planning.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. This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content. ## 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 position combines executive-level influence with hands-on ownership of complex GTM planning, forecasting, and data governance. Success depends on confidently challenging CRO/CFO-level stakeholders while creating new operating capabilities in a fast-growing SaaS environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Market rate$175,000US market range (per year)$160k–$220k0$242.00k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a base salary range of $155,000–$195,000 USD. The posting does not explicitly state the cadence, but yearly pay is inferred from the senior US-based full-time SaaS leadership role and the compensation magnitude. Estimated US market compensation for comparable Revenue Operations strategy and planning leadership roles is approximately $160,000–$220,000 USD per year. ## Core skills Skills and capabilities most closely associated with this opportunity. [Revenue Operations](https://jobicy.com/jobs?search_keywords=Revenue%20Operations.md)[GTM Strategy](https://jobicy.com/jobs?search_keywords=GTM%20Strategy.md)[Annual Planning](https://jobicy.com/jobs?search_keywords=Annual%20Planning.md)[Sales Forecasting](https://jobicy.com/jobs?search_keywords=Sales%20Forecasting.md)[Capacity Planning](https://jobicy.com/jobs?search_keywords=Capacity%20Planning.md)[Territory Planning](https://jobicy.com/jobs?search_keywords=Territory%20Planning.md)[Quota Design](https://jobicy.com/jobs?search_keywords=Quota%20Design.md)[Incentive Compensation](https://jobicy.com/jobs?search_keywords=Incentive%20Compensation.md)[SaaS Metrics](https://jobicy.com/jobs?search_keywords=SaaS%20Metrics.md)[Pipeline Analysis](https://jobicy.com/jobs?search_keywords=Pipeline%20Analysis.md)[Financial Modeling](https://jobicy.com/jobs?search_keywords=Financial%20Modeling.md)[KPI Governance](https://jobicy.com/jobs?search_keywords=KPI%20Governance.md)[Data Analytics](https://jobicy.com/jobs?search_keywords=Data%20Analytics.md)[AI Automation](https://jobicy.com/jobs?search_keywords=AI%20Automation.md)[Cross-functional Leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20Leadership.md) Sample interview questionsHow would you build an annual GTM plan that aligns capacity, territories, quotas, and financial targets?I would begin with company growth objectives, historical productivity, retention, pipeline coverage, and segment-level conversion data. I would build scenarios for headcount timing, ramp assumptions, territory potential, quota capacity, and cost, then align the preferred scenario with Finance and GTM leaders. Finally, I would document assumptions, owners, risks, and a regular reforecasting cadence. Describe how you would identify a developing revenue risk before it affects the quarter's outcome. I would monitor leading indicators such as pipeline creation, stage conversion, sales-cycle length, coverage by segment, rep productivity, and renewal health against plan. I would isolate whether the issue is driven by demand generation, routing, capacity, execution, or data quality, quantify the expected impact, and present practical corrective actions with clear owners. How do you establish KPI governance across Sales, Marketing, Finance, and Customer Success? I create a shared metric dictionary that defines each KPI, its source system, calculation logic, owner, refresh cadence, and permitted use. I then facilitate cross-functional reviews to resolve discrepancies, implement controlled dashboards, and maintain a change-management process so stakeholders continue to trust the numbers. Give an example of where a directional analysis is more valuable than a highly precise model. During an early planning decision such as whether to add capacity to a new segment, a directional model using transparent assumptions can quickly frame upside, cost, and risk. I would clearly label uncertainty and key sensitivities, use it to determine whether further investment in analysis is warranted, and reserve detailed modeling for decisions with material financial commitment. How would you use AI or agentic workflows in Revenue Operations without reducing data reliability? I would first standardize data definitions and establish validation rules before automating any analytical workflow. AI agents could monitor KPI changes, summarize forecast drivers, identify anomalous pipeline movement, and prepare recurring stakeholder updates, while critical decisions remain traceable to governed source data and human review. Next step ## Apply now. Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information. Keep exploring ## Related remote jobs. * ![Keyfactor, Inc. logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/ba8ae349-221.png) Keyfactor, Inc. Nov 10 New ### [Manager, Professional Services](https://jobicy.com/jobs/160987-manager-professional-services-2.md) About Keyfactor Our mission is to securely connect the world: humans, machines, and AI. 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