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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, solid 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.What You’ll Get to DoBuild and lead a team of platform engineers, setting technical direction, conducting code reviews, and mentoring engineers as the team growsDefine 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 onOwn 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 AIDesign and maintain our third‑party integration layer,



establishing scalable, reliable patterns for connecting Roofr to external services and APIsBuild the data pipelines that power our AI features — structured data feeds, embeddings, retrieval infrastructure, and moreTake strong ownership over platform reliability, performance, and developer experience — the teams building on top of you depend on itPartner with product and engineering leadership to shape the AI roadmap and help the broader organization understand what’s possibleNavigate a maturing codebase and help drive architectural consistency across domains with varying levels of maturityEstablish standards and best practices for how Roofr builds with AI — from SDK design to observability and reliabilityEvaluate emerging models, frameworks, and tooling and make pragmatic, well‑reasoned bets on adoptionWhat You’ll Bring to the Role7+ years of software development experience, with 3+ years in a technical leadership rolePractical, hands‑on experience building production AI systems — you’ve shipped agents, integrations, or AI‑powered features at scale, not just experimented with APIsDeep 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 systemsStrong background in integration architecture — designing reliable, extensible connectors to third‑party servicesExperience building data pipelines that feed AI systems, including familiarity with RAG, embeddings, and vector search patternsBackend engineering depth with a track record of building systems that scale — full‑stack experience is a plusExperience with PHP/Laravel is an asset; what matters most is that you’ve built scalable backend platforms and can learn the stackProven 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 qualityComfort being a strong individual contributor while also growing and guiding a teamStrong communication skills — you can articulate complex technical tradeoffs clearly to engineers and non‑technical stakeholders alikeExperience at an early‑stage or high‑growth company, and the ability to thrive with the pace and ambiguity that comes with itA genuine excitement for what AI makes possible — and the pragmatism to build it wellWhat we offer (US + Canada) When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career:Vacation/Paid Time Off1st 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 YearsFlexible time off80% employer‑paid benefits in the U.S. and 100% employer‑paid premiums for Extended Healthcare and Dental in CanadaRRSP/401k matchGenerous Parental Leave policyPerksWe host an annual company retreat with great team building activitiesAmple learning and development opportunities to continue growing your careerHome office setup stipendInternet and phone allowanceRemote first cultureWeekly Friday paydays!AI Notice At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you.Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users ). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too.And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️Important Notice We’ve been made aware of an individual impersonating Roofr using a fraudulent domain:roofrr.Com(note the extra “r”). Our company takes the security and privacy of job applicants very seriously. We will never ask for

Apply on Kit Job: kitjob.ca/job/2g9f1e

📌 Engineering Team Lead, Ai Platform (Toronto)
🏢 Roofr
📍 Toronto