GTM Engineer

Summary

Join Gladly, a customer-centered AI customer support platform company, as a GTM Engineer and help bring the power of applied AI to every corner of our Revenue organization. You will be part of the Revenue Operations team, working closely with GTM leadership, AI-forward vendors, and the broader Gladly team. This role involves designing, deploying, and scaling AI-powered workflows that improve how we sell, service, and grow. You will operationalize AI use cases across Revenue teams, build intelligent data pipelines, partner with vendors, translate team workflows into AI-native automations, create internal AI training materials, and support the executive team with AI-enhanced reporting. Gladly is a fully distributed company that embraces remote work and flexibility. This is a unique opportunity to be at the center of Gladly’s AI transformation, taking ideas from prototype to production.

Requirements

• 3-5 years in a fast-paced, b2b software startup; bonus points for prior experience in training & enablement, or prospect-/customer-facing experience
• Have hands-on experience working with LLMs, prompt engineering, or generative AI tools in a business setting, a plus if you have LangChain, LlamaIndex experience
• Have experience building out scaled outbound campaigns use workflow tools like Clay, N8N, or Make
• Have worked with (or evaluated) AI-forward tools in the GTM space—e.g. Lan Gong’s AI warnings, Outreach’s smart sequences, Salesforce Einstein, etc
• Are fluent in data architecture (SQL, dbt, or equivalent), but always thinking about how to turn data into action through automation or AI
• Have a strong understanding of B2B SaaS revenue workflows and can identify high-leverage points for AI intervention
• Have experience initiating and leading organization-wide change leveraging business intelligence systems, training, and cross-functional influence
• Are a systems thinker who’s obsessed with identifying inefficiencies and automating them away with precision
• Excellent written and verbal communication skills, seamlessly aligning Exec-level leadership, mid-level managers, and individual contributors
• Are excited to build in a fast-moving environment where you might be the first person doing this kind of AI ops work

Responsibilities

• Operationalize AI use cases across Revenue teams —from prompt chaining to embedding models to smart copilots that automate repetitive tasks
• Build and maintain intelligent data pipelines that feed LLMs and AI tools with context-rich, structured inputs (enrichment, summarization, normalization)
• Partner with vendors like Clay, N8N, Gong, Outreach, and ZoomInfo to prototype and validate new AI features , driving adoption across GTM teams
• Translate team workflows into AI-native automations (e.g. lead prioritization, customer health prediction, call summarization, meeting prep)
• Create internal AI training and enablement materials , turning complex models and tools into everyday accelerators for the team
• Identify and surface gaps in current data availability that block key AI workflows, influencing the internal analytics engineering roadmap
• Support the executive team with AI-enhanced narrative reporting for fundraising, board updates, and strategic planning

Benefits

• Competitive salaries, stock options, and comprehensive benefits
• Generous paid time off, parental leave, and home office stipends
• A fully remote work environment with opportunities for in-person team gatherings
• A strong commitment to professional growth and an inclusive workplace where diverse perspectives thrive