Engineering Team Lead, AI Platform

Roofr

1d•Remote

About The Position

At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products. We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact. This position is for an existing vacancy. Roofr is at an inflection point with AI, and this role is at the center of it. As Engineering Team Lead of our AI Platform team, you'll own the application foundation that makes AI a native part of how Roofr's product works — establishing the integration architecture, agent patterns, and core abstractions that every product team will build on top of. This isn't a siloed role — you'll work horizontally across the entire engineering department, making you one of the most cross-cutting and influential contributors in the org. This is a rare opportunity to define how an entire product organization integrates with AI from the ground up. The architectural decisions you make here will be the ones every team follows for years.

Requirements

7+ years of software development experience, with 3+ years in a technical leadership role
Practical, hands-on experience building production AI systems — you've shipped agents, integrations, or AI-powered features at scale, not just experimented with APIs
Deep familiarity with LLM APIs and agent frameworks (e.g. Anthropic Claude, OpenAI, LangChain, or similar)
Experience building evaluation pipelines and quality benchmarks for LLM-powered systems
Strong background in integration architecture — designing reliable, extensible connectors to third-party services
Experience building data pipelines that feed AI systems, including familiarity with RAG, embeddings, and vector search patterns
Backend engineering depth with a track record of building systems that scale — fullstack experience is a plus
Proven ability to take ownership — you think beyond your tickets, care about the long-term health of what you build, and hold a high bar for quality
Comfort being a strong individual contributor while also growing and guiding a team
Strong communication skills — you can articulate complex technical tradeoffs clearly to engineers and non-technical stakeholders alike
Experience at an early-stage or high-growth company, and the ability to thrive with the pace and ambiguity that comes with it
A genuine excitement for what AI makes possible — and the pragmatism to build it well

Nice To Haves

Experience with PHP/Laravel is an asset; what matters most is that you've built scalable backend platforms and can learn the stack

Responsibilities

Build and lead a team of platform engineers, setting technical direction, conducting code reviews, and mentoring engineers as the team grows
Define and build the application-layer foundation for AI at Roofr — establishing the core integration patterns, agent architecture, and shared abstractions that product teams across the org will build on
Own the integration architecture strategy — making the foundational decisions on how Roofr's product connects to AI services and third-party systems, and setting the standard for how the rest of engineering builds with AI
Design and maintain our third-party integration layer, establishing scalable, reliable patterns for connecting Roofr to external services and APIs
Build the data pipelines that power our AI features — structured data feeds, embeddings, retrieval infrastructure, and more
Take strong ownership over platform reliability, performance, and developer experience — the teams building on top of you depend on it
Partner with product and engineering leadership to shape the AI roadmap and help the broader organization understand what's possible
Navigate a maturing codebase and help drive architectural consistency across domains with varying levels of maturity
Establish standards and best practices for how Roofr builds with AI — from SDK design to observability and reliability
Evaluate emerging models, frameworks, and tooling and make pragmatic, well-reasoned bets on adoption

Benefits

1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2!
1 Friday off per month (we call those our laundry days!)
Company wide paid shutdown for the week between Christmas and New Years
Flexible time off
80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada
RRSP/401k match
Generous Parental Leave policy
We host an annual company retreat with great team building activities
Ample learning and development opportunities to continue growing your career
Home office setup stipend
Internet and phone allowance
Remote first culture
Weekly Friday paydays!