Head of Engineering, Trellis
Conversational AI
$300-600k
Bonuses and equity opportunities
Ebedded insurance provider
Job no longer available
Ebedded insurance provider
101-200 employees
Job no longer available
$300-600k
Bonuses and equity opportunities
101-200 employees
Company mission
To simplify and automate shopping for home and auto insurance by applying technologies to save time and money for shoppers and insurers alike.
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 confusing and time-consuming process, which is why many people end up sticking with policies that aren't quite right for them. Trellis was built to make this easier, offering a platform that lets users compare insurance options side-by-side. It also works with digital banks and financial platforms to present relevant insurance choices directly to customers.
Recently, Trellis was acquired by Gen Digital, the company behind brands like Norton and LifeLock. As part of the deal, Trellis' technology will be integrated into Gen's "Engine" platform, which helps users find financial products tailored to their needs. Meaning Trellis' tools will now reach a much larger audience and play a role in offering more personalized insurance recommendations.
The acquisition highlights a broader trend in finance, where services like insurance are increasingly built into the apps and platforms people already use. With Gen's scale behind it, Trellis is now in an even better position to grow and improve how customers discover and choose insurance products.
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
- Competitive Salary: We target above-market base salaries (75th percentile, US-wide), along with performance bonuses and equity opportunities, so you’re rewarded for your contributions and invested in our shared success.
- Fully Remote: We’re fully remote because we trust great people to do great work wherever they are. We strive to find top performers and provide an environment that allows them to do their best work.
- Investment in You: From a new laptop to a budget for your home office setup, we ensure you have what you need to do your best work. Plus, with quarterly team-bonding events, we stay connected and have some fun, too.
- Health: We invest 100% in health, life, and disability premiums for our employees and contribute 65% for dependents, so you and your family can have peace of mind.
- Retirement: After one year of service, employees are automatically enrolled in Trellis’ 401(k) plan, including a non-elective contribution by Trellis of 3% of your earnings.
- Unlimited Vacation Time: Take the time you need. We believe in working hard, but also trust you to rest and recharge.
Company HQ
Potrero Hill, San Francisco, CA
Leadership
Daniel Demetri
(Founder & CEO)Alongside serving as Trellis' CEO, Daniel is the VP/Head of Insurance Vertical at Gen. Previously, he co-founded Doma where he served as the CPO for 2 years. He also worked at Google for 3 years as an Associate Product Manager and Product Manager.
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