Enterprise Solutions Engineer, Gladly

• If you’re the kind of person who gets energized by piecing systems together, thrives in ambiguity, and can explain a REST API to a CTO and a business value analysis to a VP of CX in the same meeting, this role was built for you
• 3–5+ years in solutions consulting, sales engineering, or technical pre-sales, ideally supporting enterprise sales cycles with $150K+ deal sizes and 9–12 month timelines
• Hands-on proficiency with JavaScript, Node.js, and REST APIs: you can build basic applications, register APIs on a platform, and use tools like Postman and developer documentation to solution problems
• Familiarity with basic web technologies including CSS and general front-end concepts
• Strong aptitude for AI products: you quickly learn new capabilities and can translate business needs into AI and API-driven solutions for customers
• Confident, polished customer presence with the ability to present to audiences from technical PMs to C-suite executives and tailor the narrative for each
• High tolerance for ambiguity and change: you thrive in an evolving organization and find paths forward rather than waiting for perfect tooling or processes
• Strong problem-solving instincts: you enjoy debugging, connecting systems across multiple tools and APIs, and walking customers through architecture, trade offs, and caveats
• Collaborative, all-hands working style: comfortable leading deals, supporting teammates on complex engagements, and jumping into cross-functional deal teams
• Willingness to travel up to 30%, with heavier travel in your first quarter for onboarding and field exposure

Desirable

• The Enterprise Solutions Consulting team is the technical engine behind Gladly’s enterprise sales motion
• We partner directly with Account Executives to translate customer challenges into compelling, AI-driven solutions; designing custom demos, building proof-of-concept environments, and guiding enterprise buyers through complex evaluations
• As Gladly accelerates its AI capabilities, our team is evolving to meet an increasingly technical buyer with deeper hands-on skills, sharper competitive positioning, and the ability to build alongside customers during the sales cycle
• We’re looking for an Enterprise Solutions Consultant to serve as the technical arm of our enterprise sales cycle
• Not just running demos, but architecting integrations, building proof-of-concept environments, and going head-to-head against competitors in high-stakes evaluations
• You’ll own the solution strategy on deals ranging from $150K to $1M+ across 9–12 month sales cycles, translating complex customer requirements into AI and API-driven solutions that demonstrate real business value
• Partner with Account Executives as the technical lead across enterprise sales cycles, owning the solution strategy from discovery through close
• Design and deliver custom demos, live product presentations, and business value analyses tailored to each prospect’s architecture and stakeholder priorities
• Build proof-of-concept environments that integrate with customers’ existing tech stacks — registering APIs on the Gladly app platform, writing lightweight integrations in JavaScript and Node.js, and using Postman to troubleshoot API calls
• Translate customer business requirements into AI-driven workflows, scoping integrations and articulating how the Gladly platform creates value beyond cost reduction
• Serve as the competitive expert in head-to-head evaluations, clearly differentiating the Gladly approach to customer experience AI against incumbent and emerging platforms
• Support expansion and AI upsell opportunities within the existing customer base, and rotate on select mid-market deals to broaden team coverage
• Collaborate cross-functionally with Product, Engineering, and Implementation to relay customer feedback and ensure smooth post-sale handoffs