GTM Engineer

At Gladly, we’re building the customer service platform of the future; one that’s human-first, AI-powered, and built for the next generation of customer experiences. As we evolve our internal operations to match the intelligence we offer externally, we’re hiring a GTM Engineer to help bring the power of applied AI to every corner of our Revenue organization.

You’ll be part of the Revenue Operations team and report to the Director of RevOps. You’ll work closely with our GTM leadership, AI-forward vendors, and the broader Gladly team to identify high-impact opportunities for intelligent automation, copilots, and synthetic data workflows.

You’ll sit at the center of Gladly’s AI transformation, taking ideas from prototype to production across one of the most data-rich, process-heavy parts of the business: revenue operations. You won’t just be generating insights, you’ll be creating intelligent systems that act on them autonomously.

This is not a traditional analyst or operations role. While data fluency is critical, your primary responsibility will be the design, deployment, and scaling of AI-powered workflows that improve how we sell, service, and grow. You’ll play a hands-on role in embedding AI into everyday tools and processes - accelerating prospecting, elevating insights, and transforming the employee experience across Sales, Marketing, and Customer Success.

• 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.

• 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

Compensation for this role is $130,000-$160,000 per annum + Equity + Benefits

The cash compensation above includes base salary, and is not reflective of potential commission for employees in eligible roles, or annual bonus targets under Gladly's bonus plan for eligible roles. In addition to cash compensation, all Gladly's employees are eligible to participate in Gladly's equity incentive plan to receive stock options per the terms of the agreement. Individual compensation packages are based on a few different factors unique to each candidate, including their career level, skills, experience, specific geographic location qualifications and other job-related reasons.