Pragmatico helps companies transform the culture around AI so that its use becomes a daily habit, enabling them to achieve productivity gains quickly. We're a values-driven company led by exited founders, already cash-flow positive and well-capitalized. This is your chance to get in on the ground floor to shape how we deliver transformation, grow alongside a rapidly scaling company, and help organizations fundamentally reimagine how they work. As an AI Automation Engineer, you'll design and build intelligent automation systems that transform how our clients and we operate. You'll combine deep technical expertise with exceptional client skills to lead automation projects that eliminate manual work, connect business systems with AI at the core, and enable organizations to scale efficiently. This role is split between building our internal automation infrastructure and delivering automation solutions directly to clients undergoing AI transformation. Our approach to hiring: We're more interested in capability and fit than titles. These roles can be filled at junior, mid, or senior levels depending on your experience. We're ready to bring on full-time founding team members now - though for the right person in the right situation, part-time starts with a clear path to full-time is possible.

Responsibilities

Design and implement AI-powered automation workflows across sales, marketing, and operations for both Pragmatico and our clients Lead client automation projects, conducting discovery sessions to understand workflows and develop comprehensive AI automation roadmaps that prioritize high-impact opportunities Build integrations connecting diverse business systems (HubSpot, Google Workspace, PandaDoc, Fireflies.ai, and more) using Zapier, Make.com, and custom API integrations Leverage Claude API and other LLM APIs to create intelligent automations, including research generation, content creation, document analysis, meeting summarization, and dynamic deliverable creation Present technical concepts and automation solutions to client stakeholders in clear ways that demonstrate business value Train client teams on maintaining and extending the automations you build, ensuring long-term adoption and success Establish automation patterns, best practices, and reusable frameworks that enable Pragmatico and our clients to scale efficiently Contribute to thought leadership content positioning Pragmatico as a leader in practical AI implementation Qualifications 5+ years building production automation systems with a proven track record of delivering business impact Expert-level proficiency with Zapier and/or Make.com, including complex multi-step workflows with conditional logic, error handling, and API integrations Strong hands-on experience with AI/LLM APIs (Claude API, OpenAI, or similar) for programmatic integration, not just chat interface usage Proven ability to integrate diverse business systems via APIs, with specific experience in HubSpot API and Google Workspace APIs Solid technical foundation including REST APIs, webhooks, JSON data manipulation, and workflow architecture Ability to lead discovery sessions, gather requirements, and translate business needs into technical automation solutions Strong communication and presentation skills - can explain complex technical concepts to non-technical audiences and build credibility with C-level executives Self-directed problem solver with strong systems thinking and ability to design solutions, not just execute requirements About Pragmatico Pragmatico transforms mid-market companies into AI-native to win in the AI economy. Founded by exited, operational business leaders, the firm guides companies through every stage of AI transformation: AI vision, policy, psychological safety, training/upskilling, and adoption and ROI analytics. Pragmatico's mission is to make AI adoption human, practical, and permanent. Learn more at www.pragmatico.ai. Equal Opportunity Statement Pragmatico is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to gender, age, race, religion, or any other classification that is protected by applicable law.