Engineering, Conversational AI

Summary

Join Trellis, a Series A startup, as their Head of Engineering to lead the Conversational AI team. You will be the first dedicated people leader, working closely with the current technical lead. The role involves 50% hands-on coding and 50% team building. You will own the team's growth, architect and build the AI orchestration, act as a product pinch hitter, build efficient workflows, and think strategically. This fully remote position, based in the US or Canada, reports directly to the CEO. Compensation is between $300-600K, depending on experience.

Requirements

• You’ve scaled tech before: You've been part of the 10 → 100 journey and know how to safeguard what works while adding what’s needed
• You still love getting your hands dirty: You enjoy leading but you love building
• You think like an owner: You can spot opportunities to improve, ship experiments quickly, and constantly push for better
• You’re startup tough: You’re flexible, fast, and comfortable wearing multiple hats
• You can riff with a strong tech partner: Chuong will stay hands-on with the tech stack, you’ll have the advantage of working closely together, complementing each other's strengths

Responsibilities

• Own and grow the Conversational Engineering team: Hire smart people, coach existing talent, and help us move faster without breaking what’s working
• Architect and build: Hands on keyboard, you’ll help design, build, and optimize our conversational AI orchestration with a focus on performance, quality, and scalability
• Be a pinch hitter for product: We need someone who can evaluate data, prioritize MVPs, draft concept docs, and keep projects moving across a lot of moving parts
• Solve problems with process: Build lightweight workflows and QA systems that help us react faster, find opportunities, and stay ahead of issues
• Think strategically: Partner with leadership to design experiments, improve the business by 5% every week, and push the limits of what conversational AI can do (hint: dynamic sales conversations, not just triage)
• Evangelize and collaborate: Work closely with vendors, affiliates, internal teams. You're someone who can herd cats when needed without breaking a sweat

Benefits

• Unlimited vacation time
• 100% employer-paid Platinum-tier health insurance for employee, 65% for dependents
• Flexible Spending Accounts (FSAs)
• 401(k) retirement savings plan
• Bonuses and equity opportunities
• Budget for home office equipment