About Gladly:
For business leaders who want to get AI right, Gladly is the only customer experience AI that delivers the cost savings they need AND the customer devotion that drives lasting business value. With over a decade of singular CX focus and trusted by the world's most customer-centric brands including Crate & Barrel, Breeze Airways, and Ulta Beauty, Gladly was designed for devotion, not deflection: purpose-built to engage customers and turn every conversation into lasting relationship equity. The result is experiences that are radically personal and effortlessly scalable, emotionally intelligent and operationally efficient.
At the heart of our simply powerful platform, Gladly maintains one continuous conversation across all channels while striking the perfect balance of AI and human connection. With 300M+ conversations powered globally, $510M+ cumulative cost savings delivered for customers, and a 65% increase in CSAT scores, this is a team where your work has real impact at scale. Learn more at www.gladly.ai.
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.
The OpportunityWe’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. 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. (Note - We're also open to experienced engineers who are ready to bring their technical depth to a customer-facing role — if you've been the person your team turns to for explaining complex systems to non-technical stakeholders and want to make that the whole job, we want to hear from you!)
What You’ll Do- 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
- 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
Nice to have:
- Prior experience in CX, contact center, or support technology SaaS
- Background as an engineer: someone technical who gravitates toward teaching, customer-facing work, and implementation rather than pure backend development
- Familiarity with competitive CX or contact center platforms
$153,000 - $212,000 per annum OTE (base + variable); equity, and benefit
For cash compensation, we set standard ranges for all U.S.-based roles based on function, level, and geographic location, benchmarked against similar stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above.
Gladly is redefining customer experience AI — designed for devotion, not deflection. We put people at the center of everything we build, from our platform to our culture. When you join us, you'll enjoy:
- 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
We're a team that believes in transparency, collaboration, and the idea that the best work happens when talented people genuinely enjoy working together. Top talent, good vibes, no politics. If this role excites you but you don't meet every qualification, we still encourage you to apply. The perspectives and experiences you bring matter more than checking every box.
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