Riverside Insights

GTM Engineer

Posted Today

About the role

Riverside Insights is hiring a GTM Engineer to build the AI and automation layer behind its go-to-market organisation. It is a hands-on individual contributor role reporting to the VP of GTM Operations. You design, build and ship the agents, workflows and integrations that take manual work off Sales, Marketing, Customer Success and GTM Operations, and you put practical AI tools in the hands of everyone who sells and supports the products.

The market is K-12 education, so the systems have to fit how districts buy: fiscal-year budget cycles, federal and state funding, RFP-driven procurement, buying committees of superintendents, assessment directors and school psychologists, and strict student-data rules.

What you will do

  • Map manual workflows with each GTM team and run a prioritised automation backlog in sprints
  • Build and maintain production automations with HubSpot, workflow platforms, LLM APIs and agent tooling
  • Enrich district and school data in HubSpot and route buying signals (RFPs, funding, renewal windows) to the right rep
  • Deploy AI assistants for account research, call prep, CRM meeting notes, proposal and RFP first drafts, and renewal-risk alerts
  • Automate lead routing, CRM hygiene, quote and order handoffs and forecast prep with Systems & RevTech and Deal Operations
  • Keep GTM data flows reliable and documented with Revenue Analytics
  • Baseline every build and report hours saved, adoption and pipeline impact; advise on build vs buy
  • Coach teammates to build their own simple automations, backed by a shared prompt and skills library
  • Set AI monitoring and human-review standards that meet FERPA, COPPA and state student-privacy rules

The role is remote in the US and pays $120k-$140k. Benefits include medical, dental and vision, company-paid life, AD&D and long-term disability cover, paid parental leave, an EAP, a retirement plan with discretionary match, FSA/HSA, Calm premium, 33 days of paid time off (PTO, holidays, winter break, Summer Fridays, wellness days), weekly Focus Wednesdays and tuition reimbursement.

What they ask for

  • 4+ years in GTM systems (RevOps, sales or marketing ops, GTM engineering or solutions engineering), including 2+ years building production automations and integrations
  • Deep hands-on HubSpot (or Salesforce): workflows, custom objects and properties, APIs, owning integration points
  • Has shipped AI/LLM workflows or agents in a business setting (prompt design, LLM APIs, agent or MCP tooling)
  • Proficient in at least one workflow or iPaaS platform (n8n, Zapier, Make, Workato, Tray.io)
  • SQL plus Python or JavaScript; REST APIs, webhooks, JSON
  • Data enrichment and orchestration (Clay or similar) and a cloud warehouse (Snowflake preferred)
  • Fluent in funnel and revenue metrics; ties every build to a measurable outcome
  • Sound judgment on data privacy; clear communicator who can teach non-technical users

Nice to have

  • GTM experience in EdTech, K-12, higher ed or public-sector SaaS (budget cycles, RFPs, Title I and IDEA funding)
  • K-12 market data sources such as NCES, MDR, state education agency data, bid and RFP feeds
  • Working knowledge of FERPA, COPPA and state student-privacy laws
  • Scaled through a growth inflection ($100M to $200M); led AI adoption programs
  • CPQ, Pigment, Gong or Seismic exposure

Benefits

  • Medical, dental and vision
  • Company-paid life, AD&D and long-term disability
  • Paid parental leave
  • Retirement plan with discretionary match; FSA/HSA
  • 33 days of paid time off incl. winter break, Summer Fridays and wellness days
  • Weekly Focus Wednesdays and flexible work
  • Calm premium subscription
  • Tuition reimbursement
About Riverside Insights

Riverside Insights publishes research-backed educational and clinical assessments that help educators and clinicians understand each learner's strengths and challenges. It sells to K-12 districts, schools and clinical professionals and describes itself as a double-bottom-line business that pairs commercial growth with learner impact. The posting mentions scaling through a growth phase in the $100M–$200M revenue range.

Original listing

riverside | https://apply.workable.com/riverside-insights/j/7D48416B4A/ (Workable API v2) | fetched 2026-10-17 IST {"id": 6205006, "shortcode": "7D48416B4A", "title": "GTM Engineer", "remote": true, "location": {"city": "", "country": "United States", "countryCode": "US", "region": null}, "locations": [{"city": "", "country": "United States", "countryCode": "US", "hidden": false, "region": null}], "state": "published", "isInternal": false, "code": "", "published": "2026-10-16T00:00:00.000Z", "type": "full", "language": "en", "department": ["CORE"], "accountUid": "3e0a585a-bb32-4779-b291-3742aa0c147c", "approvalStatus": "approved", "workplace": "remote"} The Opportunity At Riverside Insights, we are building the world's highest-performing double bottom line business, one where strong business performance and real impact for learners make each other stronger. Our research-backed assessments help educators and clinicians discover the unique strengths and challenges of each learner, and grow the potential in every student. As we scale in revenue, growth is how that impact reaches more schools, more districts, and more kids. That is where you come in. As our GTM Engineer, you will build the AI and automation layer behind our go-to-market organization. This is a hands-on individual contributor role at the intersection of GTM, AI, and revenue operations. You will design, build, and ship the agents, workflows, and integrations that take manual work off the plates of our sales, marketing, customer success, and GTM Operations teams, and you will put practical AI tools in the hands of everyone who sells and supports our products. Every hour you give back is an hour our people can spend with the students and educators we serve, and a way to reach K-12 districts, schools, and clinical professionals with more precision without growing headcount at the same rate. That is our double bottom line at work: capacity that powers both revenue and mission. Selling into education has its own rhythm: fiscal-year budget cycles, federal and state funding streams, RFP-driven procurement, buying committees that span superintendents, assessment directors, and school psychologists, and strict expectations for protecting student data. You will build systems tuned to that reality, so our teams show up at the right district, with the right message, at the right point in the buying cycle. You will be GTM Operations' builder. You will partner with our Revenue Analytics, Systems & RevTech, Deal Operations, and Global Operations owners to find the highest-leverage opportunities, ship in short sprints, measure the hours and revenue impact of every build, and teach the team to use and extend what you create. You will see your work adopted, measured, and felt across the company. This role reports to the VP, GTM Operations. What You'll Do Find and prioritize the work. Map manual workflows with Sales, Marketing, Customer Success, and GTM Operations, and deliver a prioritized automation backlog in sprints. Build AI agents and workflows. Design, build, and maintain production automations using HubSpot, workflow platforms, LLM APIs, and agent tooling. Power K-12 account intelligence. Enrich district and school data in HubSpot and route buying signals, like RFPs, funding, and renewal windows, to the right rep at the right time. Equip sellers with AI. Deploy AI assistants for account research, call prep, CRM meeting notes, proposal and RFP first drafts, and renewal-risk alerts. Automate revenue operations. Automate lead routing, CRM data hygiene, quote and order handoffs, and forecast prep with Systems & RevTech and Deal Operations. Keep data trusted and documented. Keep data flows across GTM systems reliable with Revenue Analytics, and document every build so the team can support it. · Measure and invest wisely. Baseline every build and report hours saved, adoption, and pipeline impact, while recommending build-versus-buy decisions on new tools. Enable the team. Coach GTM teammates to use AI and build their own simple automations, backed by a shared prompt and skills library. Govern AI responsibly. Set standards for monitoring and human review, and ensure every workflow meets FERPA, COPPA, and state student-privacy requirements. REQUIREMENTS Must-Have Qualifications 4+ years in GTM systems roles such as revenue operations, sales or marketing operations, GTM engineering, or solutions engineering, including 2+ years building production automations and integrations, and deep hands-on HubSpot (or Salesforce) experience with workflows, custom objects and properties, and APIs, owning integration points rather than only consuming data from them. A track record of shipping AI/LLM-powered workflows or agents in a business setting (prompt design, LLM APIs, agent or MCP tooling), with examples you can walk us through, and proficiency with at least one workflow automation or iPaaS platform (e.g., n8n, Zapier, Make, Workato, Tray.io). Working knowledge of SQL and a scripting language (Python or JavaScript), comfort with REST APIs, webhooks, and JSON, and experience with data enrichment and orchestration (e.g., Clay or comparable waterfall enrichment tools) and a cloud data warehouse (Snowflake preferred). Business fluency in funnel and revenue metrics, the habit of tying every build to a measurable outcome, and sound judgment about data privacy and security when connecting systems and AI tools. The ability to turn loosely defined problems into shipped systems, work autonomously, and manage several stakeholders' priorities at once, with clear written and verbal communication and the patience to teach non-technical users. What You'll Bring GTM experience in EdTech, K-12, higher education, or public-sector SaaS, including district budget cycles, RFP and procurement processes, and funding sources such as Title I and IDEA, plus familiarity with K-12 market data sources (e.g., NCES, MDR, state education agency data, bid and RFP feeds). Working knowledge of FERPA, COPPA, and state student-privacy requirements. Experience at a company scaling through a growth inflection point (e.g., $100M to $200M in revenue) and experience leading AI adoption or enablement programs for non-technical teams. Exposure to CPQ or quoting tools, planning tools such as Pigment, conversation intelligence (e.g., Gong), or sales enablement platforms (e.g., Seismic). Physical Requirements Remote Travel 1–2 times a year for off-site team meetings or conference. May require stationary positions (sitting or standing) for extended periods. Disclaimer The above statements describe the general nature and level of the work performed by people assigned to this work. This list does not cover all possible duties, tasks, or responsibilities. Riverside Insights may amend or change responsibilities to meet the needs of the business and organization as necessary BENEFITS Why Join Our Team? At Riverside Insights, achieving real results for students and educators is more than talk, it is what we do. As we grow, so will you, offering the chance to expand your skills on an ambitious, solution-focused team. Join us in making great work possible, where your well-being and dedication to making an impact go hand in hand. If you are ready for an ambitious, collaborative environment, Riverside is the place for you. Benefits ·       Medical, Dental, and Vision plans ·       Company paid basic life and AD and D insurance ·       Company paid long-term disability ·       Paid Parental Leave ·       Supplemental life insurance options ·       Company paid Employee Assistance Program (EAP) ·       Retirement plan with discretionary company matching ·       Flexible Spending Account (FSA) and Health Savings Account (HSA) options ·       Premium subscription to Calm for employee and dependents ·       33 days of company paid time off (PTO, Holidays, Winter Break, Summer Fridays, Wellness Days) ·       Weekly Focus Wednesdays ·       Flexible work arrangements ·       Tuition Reimbursement Program ·       Company orientation and 30, 60, 90 Day Onboarding Compensation A reasonable estimate of the salary range for this position is $120,000 to $140,000 USD. This compensation range is specific to the United States, and it incorporates many factors including but not limited to an applicant's skills and prior relevant experience and training; licensures, degrees, and certifications; internal pay ranges; and market data or range parameters. Riverside Insights is an Equal-opportunity Employer Riverside Insights provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

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