GTM Engineer
We're looking for a sharp, AI-fluent GTM Engineer to take our outbound motion to the next level.
We sell three products (Opendock, ShipperGuide, and Loadsmart AI) into the same accounts, but to different buyers in each one. Our sales pods pair an Account Executive with a Sales Development Representative to work our best accounts with highly customized, AI-driven plays, and they should be spending their time selling, not building target lists or sequences from scratch.
As our GTM Engineer, you'll sit RevOps-adjacent and close to sales, designing and running the outbound programs behind those plays. You'll be accountable for whether they produce pipeline and help us land bigger deals. You're a systems person and a revenue strategist: you find where we lose deals in the data and help shape what we do about it.
JOB TYPE: Exempt
DEPARTMENT: SaaS Sales
LOCATION: Chicago, IL (On-site /Hybrid)
WHAT YOU GET TO DO:
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Build account strategy: per-product ICP and scoring, tiering, territory splits, and account-value modeling for land-and-expand, with lists kept fresh through automated sourcing
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Build and run agents, skills, and automated workflows that do real work, such as deduplicating records, enriching accounts, and personalizing outreach with Claude
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Pressure-test scoring and plays regularly against real win/loss and Gong data, find where deals drop off, and work with the Director of Sales to change strategy based on what the data shows
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Own buying-committee coverage by making sure every target account has verified, role-tagged contacts for each product before it's ready to work
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Keep Salesforce clean: dedup, correct account hierarchy, enrichment (ZoomInfo, Clay, Apollo, Sales Navigator), campaign membership, and correct source fields on every record at creation
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Build, run, and maintain role × product sequences in Salesloft, including deliverability, A/B testing, and retiring what loses
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Run a weekly scorecard per SDR (sequence adherence, step completion, calls made), and each month bring a specific proposed change, test it, and report the result
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Bring the next tool or AI workflow before we ask for it, and teach the team what you know
REQUIRED QUALIFICATIONS:
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5–7 years of total experience in RevOps, GTM engineering, SDR/sales ops, ABM, or demand gen, with hands-on outbound build experience. Your title may say RevOps; what matters is that you've been the strategist, not only the person maintaining the CRM
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Deep, current Salesforce expertise at the data-model level (Leads vs. Contacts, account hierarchy, campaign members, dedup rules, reporting). You've built lists into Salesforce, not just pulled them out
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Proven experience building agents that take action on their own, beyond chatting with an AI tool or traditional automation
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Production experience with ZoomInfo, Clay, Apollo, and Sales Navigator
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Experience designing sequences in Salesloft, Gong, or a similar cadencing system, including managing deliverability
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A revenue strategist's instincts: pipeline and dollars first, and a real belief that marketing/sales alignment makes this work
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A track record of bringing new tools and approaches to your team
Skills
As published by lever · 17 questions · 7 written answers
Basics
Resume/CV, Full name, Pronouns, Email, Phone, Current location, Current company, LinkedIn URL, Twitter URL, GitHub URL, Portfolio URL, Other website, What is your age range?, I identify my ethnicity asSelect all that apply, What gender do you identify as?, Are you a veteran or current military service member?, Are you a member of any underrepresented groups? (e.g., LGBTQ+, Religious minorities), Do you have a dissability? The ADA defines a person with a disability as someone with a physical or mental impairment that substantially limits a major life activity, has a record of such an impairment, or is regarded as having such an impairment.
Pick from a list (10)
- We like to know where great talent comes from. Please select the option that best applies to how you heard about our company or this opportunity.
- Are you legally eligible to work in the U.S.?
- Will you now or in the future require sponsorship for employment visa status (e.g., H-1B visa status)?
- Are you currently using AI in your work? optional
- Do you have hands-on Salesforce experience at the data-model level, including account hierarchy and deduplication? optional
- Workflow & Agent Building: How would you describe your experience building automated workflows or AI agents?
- Prompt Engineering: How comfortable are you with writing prompts to get predictable, structured results from an AI model?
- Stakeholder & Process Discovery: How comfortable are you talking to non-technical colleagues to understand their workflows and pain points?
- Business Systems Integration: How would you describe your experience integrating automation tools with business software?
- Have you used ZoomInfo, Clay, Apollo, and Sales Navigator in production? optional
Written answers (7)
- What is your target compensation (USD/Year)?
- What tools are you using and how often? optional
- Give a concrete example of impact (e.g. time saved, quality improved) optional
- Any limitations or concerns you’ve encountered optional
- Total years of experience in RevOps, GTM engineering, sales ops, or demand gen? optional
- Have you ever built an automated workflow or AI agent using tools like n8n, Make, Zapier, or Claude? Briefly describe what it did and what problem it solved.
- Have you used an AI model (like Claude, ChatGPT, or similar) to generate structured outputs — for example, a JSON response, a formatted summary, or a filled-in template? How did you make sure the output was consistent and reliable?