
Opportunity at
ContentstackVP, GTM Strategy & Systems
Contentstack is a technology company providing the Agentic Experience Platform, combining structured content, real-time data, and AI orchestration into a unified enterprise system used by major…
Career Tools
About This Role
Contentstack is a technology company providing the Agentic Experience Platform, combining structured content, real-time data, and AI orchestration into a unified enterprise system used by major brands globally. The organization is currently seeking a strategic executive leader for the position of VP, GTM Strategy & Systems to spearhead the development of an AI-native go-to-market operating system. Reporting directly to the Chief Executive Officer and collaborating closely with key executive leaders,…
Job Description
Contentstack is a technology company providing the Agentic Experience Platform, combining structured content, real-time data, and AI orchestration into a unified enterprise system used by major brands globally. The organization is currently seeking a strategic executive leader for the position of VP, GTM Strategy & Systems to spearhead the development of an AI-native go-to-market operating system.
Reporting directly to the Chief Executive Officer and collaborating closely with key executive leaders, this senior role oversees three vital areas: GTM Ops and Analytics, GTM Engineering, and GTM Apps. The incumbent will architect the data infrastructure, processes, applications, and automated workflows required to scale enterprise operations efficiently from roughly $100M to $250M ARR without relying purely on headcount growth.
This position is ideal for a hands-on builder and strategist who excels at establishing clean data foundations, deploying agentic automation, and aligning cross-functional teams across revenue, marketing, and finance. The ideal candidate possesses deep experience with modern enterprise SaaS go-to-market technology stacks and demonstrates exceptional executive presence. Travel is required on an occasional basis.
Responsibilities
- Manage the end-to-end go-to-market operating system across GTM Apps, GTM Engineering, and GTM Ops and Analytics
- Oversee revenue, partner, and marketing operations encompassing forecasting, territory and quota planning, pipeline, deal desk, renewals, and funnel performance reporting
- Design and evolve the go-to-market architecture including operating cadence, web infrastructure, and integrated AI agent layers
- Administer the go-to-market technology ecosystem including Salesforce, CPQ, marketing automation tools, APIs, and security permissions
- Collaborate with Engineering and AI teams to prioritize and deploy high-impact workflow automations across the revenue funnel
- Build and direct the GTM Systems team while establishing operational accountability across departments
- Establish reliable data foundations, shared definitions, and a consistent review rhythm for forecasting and business metrics
- Drive efficiency by leveraging automation and AI systems to expand organizational capacity alongside revenue growth
Requirements
- Minimum of 12 years of professional experience across go-to-market functions in enterprise SaaS organizations
- Background navigating hypergrowth periods, business transformations, and scaling operational discipline
- Demonstrated history of building and owning go-to-market systems, data architecture, and operating infrastructure
- Practical experience deploying automated workflows or AI agents within a go-to-market environment
- Expertise in the modern go-to-market technology stack with specific proficiency in Salesforce and its ecosystem
- Track record of building teams and operational capabilities from inception through diagnostics and architecture design
Core Skills
Benefits
- Participation in a collaborative, innovative, and non-bureaucratic company culture
- Opportunity to join an enterprise SaaS business experiencing rapid growth from approximately $100M to $250M ARR
- Engagement with spontaneous office social hours, organized team outings, and community volunteering through Contentstack Cares
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the salary range for the VP, GTM Strategy & Systems position?
The annual salary for this role ranges from USD 275,000 to 300,000, determined by the candidate's experience and skill set.
Who does this position report to?
This role reports directly to the Chief Executive Officer while partnering closely with the Chief Revenue Officer, Chief Marketing Officer, and Chief Financial Officer.
Is remote work permitted, or is the position on-site?
The job posting indicates that the position is on-site and mentions that occasional travel is required.
What is the employment type for this role?
The posting specifies that this is a full-time senior executive leadership position.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.