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Job Description

AppWork is hiring a GTM AI Engineer to build the organization’s AI infrastructure for Sales and Marketing. This is a hands-on role focused on mapping go-to-market workflows, finding bottlenecks, and delivering AI tools and agents that help reps and marketers get more done. You’ll connect and automate across the existing stack, track adoption and impact, and lead the rollout so the team actually uses what you build. This position is hybrid and based in Saint Petersburg, FL.

What You’ll Do

  • Partner with Sales reps and marketing to map day-to-day workflows and identify the bottlenecks worth solving.
  • Design and build AI tools and agents from scratch when no off-the-shelf option fits the problem, rather than only stitching together existing software.
  • Connect and automate across the current stack, including HubSpot, ClickUp, Slack, and others, where integration and automation are the right solutions.
  • Maintain a strategic view of how systems should work together while prototyping quickly, testing small, and iterating based on real usage.
  • Drive change alongside the technical work by training the team, building adoption, and serving as a go-to subject matter resource when tooling needs adjustment.
  • Measure adoption and impact for what you ship, then use the results to decide what to double down on and what to stop.
  • Act as AppWork’s subject matter expert for applied AI in GTM, staying current on what’s possible and translating it into solutions that are useful in practice.

First Two Months

  • Month one is learning: you’ll work with reps and marketing to understand processes end to end and uncover where friction truly occurs.
  • Month two is building: you’ll turn what you learned into working prototypes, test them with the people who will use them, and refine quickly based on what sticks.
  • After that: you’ll help build the AI infrastructure long term, creating new tools where needed, building integrations where it adds leverage, and leading training and rollout for adoption.

Skills and Experience

  • Versatility across strategy and hands-on building, plus comfort working through technical change with people.
  • A builder mindset: prefer prototyping and learning from results over long planning cycles.
  • Strong technical ability with real experience building solutions such as custom AI agents and automations, scripts, or integrations (not only template configuration).
  • Comfort with both no-code and low-code tools (including Zapier, Clay, HubSpot workflows) and code (such as Python, JavaScript, or similar).
  • Experience operating in ambiguity and still arriving at working solutions without a playbook.
  • Proven experience leading change with non-technical teams, including training, adoption, and staying with a rollout until it takes hold.
  • Ability to translate business pain points into technical solutions and explain them clearly in plain language.
  • Curiosity about AI systems and agents, with strong judgment on where they create real value versus where they add noise.

Tools You’ll Work With

HubSpot, ClickUp, Slack, Zapier, Clay, Python, JavaScript

Benefits

  • Competitive salary
  • Equity
  • Unlimited PTO
  • Medical, dental, and vision coverage

Nice to Have (Not Required)

  • Prior experience building AI agents or applied AI tools in a business setting
  • Background in revenue operations, sales, or marketing
  • Experience in multifamily, proptech, or another vertical SaaS business

Why this seat: you won’t inherit an existing system. You’ll have direct access to the CRO, meaningful autonomy in how you approach the problem, and the opportunity to define what an AI-first GTM org looks like at AppWork from the ground up.

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