Senior GTM Systems & AI Engineer

About this role

Who We Are

Cobalt was founded on the belief of a fundamental human aspiration: the desire to live better and safer. It all started in 2013, when our founders realized that pentesting can be better. Today our diverse, fully remote team is committed to helping organizations of all sizes with seamless, effective and collaborative Offensive Security Testing that empower organizations to OPERATE FEARLESSLY and INNOVATE SECURELY.

Our customers can start a pentest in as little as 24 hours and integrate with advanced development cycles thanks to the powerful combination of our SaaS platform coupled with an exclusive community of testers known as the Cobalt Core. Accepting just 5% of applicants, the Cobalt Core boasts over 500 closely vetted and highly skilled testers who jointly conduct thousands of tests each year and are at the forefront of identifying and helping remediate risk across a dynamically changing attack surface.

Cobalt is an Equal Opportunity Employer and we strive to build a diverse and inclusive workforce at our company. At Cobalt we aspire to engage with diverse individuals, communities, and organizations in order to continue to nurture our unique rich diverse culture. Join our team, and be your true self to do your best work.

Description

We are looking for a Senior GTM Systems & AI Engineer to own and scale the technology infrastructure that powers Cobalt’s go-to-market organization.

Reporting to the Sr. Director of Revenue Operations, this role will serve as the technical owner of our GTM technology ecosystem, with deep hands-on responsibility for Salesforce, HubSpot, integrations, enrichment, automation, and the systems supporting our customer lifecycle.

This is a highly cross-functional individual contributor role for someone who combines deep GTM systems expertise with a strong understanding of how modern B2B SaaS revenue organizations operate. You won’t just administer tools — you’ll partner with Revenue Operations, Marketing, Sales, Customer Success, and Analytics to translate business needs into scalable technical solutions and identify opportunities to leverage automation and AI to improve how our GTM teams operate.

Success in this role means our GTM teams have reliable systems, connected and trustworthy data, scalable automation, and an increasingly AI-enabled technology ecosystem that helps the business operate more efficiently.

What You'll Own

GTM Systems & Architecture

• Serve as the primary technical owner and administrator of Salesforce, including architecture, objects, Flows, automation, permissions, integrations, data model, release management, reporting infrastructure, and system governance.

• Own the broader GTM technology ecosystem, including integrations and data flows between Salesforce, HubSpot, Customer Success platforms, enrichment providers, prospecting and sequencing tools, and other GTM applications.

• Partner closely with Revenue Operations to translate GTM strategy and business requirements into scalable technical solutions across Marketing, Sales, and Customer Success.

• Evaluate, implement, and optimize GTM technologies with a focus on business impact, scalability, usability, and reducing operational complexity.

HubSpot & Marketing Technology

• Serve as the primary technical owner and administrator of HubSpot, including workflows, lifecycle stages, lead scoring and routing, forms, campaign infrastructure, attribution configuration, integrations, automation, and data synchronization with Salesforce.

• Partner with Marketing and Revenue Operations to ensure our marketing technology infrastructure supports lead management, campaign execution, attribution, intent signals, funnel measurement, and Marketing-to-Sales handoffs.

• Maintain alignment between Salesforce and HubSpot data models, lifecycle definitions, routing logic, campaign data, and reporting requirements.

Data, Enrichment & GTM Signals

• Own the technical infrastructure supporting GTM data quality and enrichment, including enrichment providers, field mapping, matching logic, deduplication, normalization, data governance, and ongoing monitoring.

• Design and maintain reliable enrichment and data orchestration workflows that ensure GTM teams have accurate, complete, and actionable account and contact data.

• Build scalable processes for activating intent signals, engagement data, enrichment signals, and buying triggers across GTM systems.

• Proactively monitor data and integration health, identify gaps or failures, and implement solutions that improve data accuracy, coverage, reliability, and usability.

Customer Success Technology

• Support the administration and integration of Customer Success platforms and the data infrastructure supporting the post-sale customer lifecycle.

• Partner with Revenue Operations and Customer Success to enable processes such as customer health scoring, segmentation, account planning, renewals, expansion, churn risk, and lifecycle management.

• Ensure customer and commercial data flows reliably across Salesforce, Customer Success platforms, and the broader GTM ecosystem.

Automation, AI & Innovation

• Identify, design, and implement opportunities to automate repetitive GTM workflows across Marketing, Sales, Customer Success, and Revenue Operations.

• Build scalable workflow automation using native platform capabilities, APIs, webhooks, and tools such as n8n, Zapier, or similar technologies.

• Evaluate and implement practical AI-powered solutions that improve GTM productivity, research, data quality, prioritization, customer insights, or operational efficiency.

• Build and experiment with AI-enabled workflows and agents where they can deliver measurable business value.

• Stay current on emerging GTM and AI technologies and proactively recommend opportunities to improve how our revenue organization operates.

Systems Governance & Operational Excellence

• Own system health, integrations, permissions, release management, documentation

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