Head of Engineering, Trellis
Conversational AI
$300-600k
Bonuses and equity opportunities
P&C insurance data services
Open for applications
P&C insurance data services
21-100 employees
Open for applications
$300-600k
Bonuses and equity opportunities
21-100 employees
Company mission
To build industry-leading solutions that make insurance easy for everyone, from consumers to partners to insurers.
Role
Who you are
- We’re looking for someone who loves solving tough problems, scaling systems, and leading from the front; not just managing from a far
- 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
What the job involves
- We’re looking for a Head of Engineering to lead our Conversational AI team, and help us level up what we’ve already built
- In just a year, we’ve gone from zero to 100,000+ phone calls a day through our conversational AI platform, and now we’re looking to add someone who’s hungry to scale, optimize, and push it even further
- You’ll be the first dedicated people leader of this team, working closely with our current technical lead, who’s shifting into a more focused development role (Hi, Chuong 👋🏼), meaning you’ll have a strong technical partner from day one
- You’ll spend about 50% of your time in the code and 50% building the team, processes, and structure that we need to grow fast and smart
- 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
- Will report directly into the CEO, Daniel Demetri
Our take
Changing insurance providers can be a daunting and overwhelming process. Its a complex and lengthy undertaking, resulting in many people sticking to the same provider, even if it doesn't best suit their needs.
Recognizing the need for a better solution is Trellis, that delivers an API platform for consumers to compare insurance policies side-by-side. It also partners with digital banks and financial institutions to offer new insurance options to their existing customers - a feature which allows it to stand out from the competition.
Trellis has seen exponential growth since founding in 2019, and has secured strong funding from the likes of Amex Ventures. The company is now in a prime position to accelerate its offerings and further innovate the insurance market.
Freddie
Company Specialist at Welcome to the Jungle
Company
Funding (2 rounds)
May 2022
$5m
EARLY VC
Jun 2021
$10m
SERIES A
Total funding: $15m
Company benefits
- Bonuses and equity opportunities
- Unlimited vacation time
- 100% employer-paid insurance for employee, 60% for dependents
- 401K plan
- Annual in-person retreats
Company HQ
SoMa, San Francisco, CA
Leadership
Daniel Demetri
(Founder & CEO)Previously co-founded the insurance company, Doma. Also worked as a Product Manager at Google as well as a Product Lead/Head of Product Management at Earnest.
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