GTM Engineer (HubSpot & Revenue Operations)

Clasp is a venture-backed startup transforming access to education and career pathways, focusing on workforce financing for healthcare employers and student loans for partner schools. This role is the first hire for a GTM Engineer responsible for owning Clasp’s HubSpot instance and surrounding systems, including funnel architecture, revenue operations, lifecycle automation, scoring, routing, and reporting across both business motions.

What You'll Do

You’ll build systems that remove manual processes, prioritizing automation and API integrations over manual execution. Key responsibilities include:

• HubSpot Ownership: Manage the HubSpot instance end-to-end, including object model, lifecycle stages, properties, associations, pipelines, workflows, forms, integrations, and marketing contact economics. Handle reconciliation of duplicate records, retire zombie workflows, audit installed apps, and ensure consent and deliverability compliance.

• Revenue Operations: Define consistent funnel stages and GTM metrics across two distinct motions. Enforce pipeline hygiene through automation, implement territory and segmentation logic, and build lead/account scoring systems with quota and compensation tracking infrastructure.

• Pipeline Systems & Growth Engineering: Build enrichment and data waterfalls, signal-based plays, and automated research/personalization for top-of-funnel campaigns. Instrument the student funnel end-to-end to identify and address stalls within a week. Develop landing pages, HubSpot CMS modules, and forms to support campaigns without bottlenecks.

• Integrations & Data Flow: Design and maintain API, webhook, and OAuth integrations between HubSpot, Clasp’s product, and third-party services. Ensure dependable data flows with validation, observability, consent handling, access controls, and clear failure recovery. Partner with the data team to ensure HubSpot data is clean, reportable, and trustworthy for AI analytics.

• Automation & AI: Identify AI opportunities to remove work from the revenue org, such as enrichment agents, deal-desk assistants, and self-serve reporting. Work within existing automation patterns, leveraging AI-assisted development where it improves quality and speed.

• Change Management: Plan and execute material system changes without breaking historical reporting or team trust. Communicate changes proactively, involve stakeholders, and maintain a record of changes, reasons, and approvals.

• Stakeholder Management: Collaborate with Sales, Marketing, Customer Success, Finance, Data, and Engineering to translate business goals into technical systems. Explain tradeoffs and risks clearly to non-technical stakeholders and manage expectations.

• Delivery: Own work from discovery to post-launch support, breaking tasks into clear milestones and shipping reliable increments on schedule. Prioritize ruthlessly, as demand will exceed capacity.

• Enablement & Documentation: Document system architecture, CRM configurations, integration behavior, and operational runbooks for both technical and business audiences. Train and support internal teams to maintain and troubleshoot systems. Ensure systems are not single points of failure and move toward version control where appropriate.

• Performance & Conversion Optimization: Measure and improve conversion across both funnels, identifying bottlenecks and using analytics to catch regressions before they impact users. Quantify the impact of your work and be transparent about what didn’t work.

What You'll Need

• A Bachelor's degree in a relevant field or equivalent practical experience. Experience is weighted more heavily than credentials.

• 5+ years in revenue operations, marketing operations, GTM engineering, or an analytics role embedded in revenue, including 2+ years hands-on experience with HubSpot.

• Experience building revenue infrastructure from scratch.

• Experience in a regulated industry (financial services, healthcare, insurance) where consumer data, consent, retention, and access controls are critical design constraints.

• A track record of successfully implementing material CRM changes on live revenue teams without disrupting reporting.

• Deep, hands-on expertise with HubSpot, including custom objects, workflows, forms, CMS modules, CRM and Marketing APIs, and association complexity. Experience fixing broken HubSpot instances.

• SQL fluency and comfort reasoning about data models, not just running reports.

• Working knowledge of REST APIs, OAuth, webhooks, data mapping, and reliable synchronization between systems, including failure handling.

• Enough scripting ability to automate repetitive tasks. Clasp values adaptability and learning agility over pre-existing skills.

• Exposure to warehouse and BI tools (Snowflake, dbt, or equivalents) is a strong plus.

• Applied LLM tooling for enrichment, scoring, research, or GTM analytics, with a clear understanding of its strengths and limitations, is a strong plus.

Nice to Have:

• Experience in lending, fintech, or high-volume consumer funnels.

• Experience with both consumer funnel and enterprise B2B pipeline work.

• Background in multi-product or multi-motion companies where one revenue vocabulary doesn’t fit the entire business.