Roofr

Engineering Team Lead, AI Platform

Roofr$170K — $190K *
US-AnywhereRemote in Canada
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in software development, 3+ in a leadership role
  • Hands-on experience with production AI systems, not just theory
  • Familiarity with LLM APIs and agent frameworks
  • Expertise in integration architecture and third-party connectors
  • Experience in building data pipelines for AI, including RAG and vector search
  • Strong backend engineering background, scalable system expertise
  • Excellent communication skills for bridging technical and non-technical discussions

Responsibilities

  • Build and lead a team of platform engineers, setting direction and mentoring
  • Define and construct the AI application-layer foundation for the company
  • Manage integration architecture strategy connecting Roofr to AI services and systems
  • Design scalable patterns for third-party integrations and APIs
  • Create data pipelines that support AI features
  • Ensure platform reliability and developer experience for teams dependent on the platform
  • Collaborate on AI roadmap and promote understanding across the organization

Benefits

  • Mandatory PTO during the first week of employment
  • Monthly off days labeled as 'laundry days'
  • Company-wide paid shutdown between Christmas and New Year's
  • Flexible time off policy
  • Comprehensive health benefits with significant employer contribution
  • Retirement savings plan with employer match
  • Generous parental leave policy
  • Annual company retreat and team-building activities
  • Home office setup stipend along with internet and phone allowances
  • Remote-first culture promoting work-life balance
  • Weekly payday, enhancing cash flow management
Full Job Description
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 Do:
  • 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

What You'll Bring to the Role:
  • 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
  • Experience with PHP/Laravel is an asset; what matters most is that you've built scalable backend platforms and can learn the stack
  • 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

Compensation Range: $170,000 - $190,000 CAD

Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate's experience, seniority, and demonstrated impact.

What 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 Off:
  • 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

Perks:
  • 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!

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 payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls.

To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers.

If you receive any suspicious messages or have questions, reach out to us at [email protected].

Your safety and security are important to us - thank you for your vigilance!

About Roofr

Roofr is a construction technology company that provides a platform for homeowners to get quotes for roofing services. The company's platform uses satellite imagery and machine learning to provide accurate quotes for roofing services, helping homeowners save time and money. Roofr's customers use this platform to get quotes for roofing services and connect with local contractors. The company was founded in 2016 and is headquartered in Toronto, ON.
Learn more about Roofr
Size
10 employees
Industry
Founded
2015

Similar Jobs

More Jobs at Roofr

More Information Technology Jobs

Find similar Engineering Team Lead, AI Platform jobs: