Roofr
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Senior Backend Engineer - Contract
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.
- Help drive backend architecture to the next stage of Roof’s systems
- Work in a fast-paced cross-functional team that values doing things ‘the right way’
- Contribute in an early-stage company with engineering first culture
- Contributing to all aspects of the Software Development Lifecycle, from planning to delivery
- Collaborating with the cross-functional team members to develop technical requirements
- Writing clean code to develop functional web applications and reusable libraries
- Writing unit, functional, and acceptance tests
- Troubleshooting and supporting production applications
What You'll Bring to the Role:
- 5+ years of software development experience
- Proficiency with PHP language & Laravel framework
- Is a champion of agile methodologies and enjoys shipping code often and confidently
- Has a track record on breaking down complex problems as incremental solutions
- Proactively recommends initiatives to improve our engineering technologies and culture
- Enjoys working in a collaborative environment where everyone helps each other grow
- Takes ownership of the product and is proud of the quality of their work
- Has excellent communication skills and appreciates the value of good documentation
- Understands the challenges of early-stage company priorities
- We would love someone that has skills in DevOps, Big Data / Data Science, Machine learning, GIS
This is an ongoing contract role
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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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.
If you love social media, roofing, and am passionate about being creative with video content, then this role is for you.
Roofr is hiring a Social Media Manager to own our social and influencer strategy, and content creation for our social channels. This person will work with Design, Product Marketing, Partnerships, Content, and the broader Roofr team to craft strategic social campaigns and content creation. The person in this role will be responsible for growing awareness of our products, driving MQLs, engaging with customers online, and growing the Roofr brand online.
What You'll Get To Do:
- Manage all social media channels including Facebook, Instagram, TikTok, LinkedIn, X (Twitter), YouTube. This includes overseeing all strategy, filming and editing video content, and working with the Design team for static posts.
- Identify unique sponsorship and influencer opportunities, owning outreach, contract creation, and influencer management.
- Strategize, plan, and execute social media contests and giveaways .
- Own the social media calendar (7-10 weekly posts per channel) including video creation, art direction, caption writing and visual creation.
- Get creative with converting blogs, webinars, and other content into social posts.
- Leveraging our company mascot, Roofus, in videos and social content.
- Stay on top of trends and post timely videos that will resonate with our audience.
- Travel to trade shows and Roofr hosted events across Canada and USA to capture content (passport required).
- Promptly respond to comments and messages on all social channels to answer questions and keep users engaged.
- Learn the Roofr CRM, and engage with comments online about our product.
- Edit videos.
- Report social metrics on a weekly basis and run tests to identify what drives growth, and adjust the strategy accordingly.
- Boosting strategic posts to drive following, engagement, MQLs, etc.
- Work with the Marketing team to ensure timely and creative posts for campaigns, product launches, events, special announcements, hiring, etc.
- Work with the Community Manager to expand the Roofr online network.
- Project management in Asana, and owning the internal library (Notion)
- Additional content and social media ad-hoc work as required.
What You'll Bring to the Role:
- Bachelor's degree in marketing, communications, or blue collar experience
- 5+ years of experience as a social media manager, including experience overseeing spend/budget, and growing social channels
- 2+ years experience managing influencers and online partnerships
- A killer personal social media presence and/or proven experience growing a professional social media account
- Experience creating social campaigns, and executing independently
- SEO/AEO knowledge for YouTube and other social channels
- Creativity, imagination, humor, and attention to detail
- Comfortable putting your face online for the Roofr brand and acting as Roofus, our brand mascot
- Experience or significant interest in roofing, technology, or construction
Compensation Range: $90,000.00 - $100,000.00 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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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.
- Help drive frontend architecture to the next stage of Roof’s systems
- Work in a fast-paced cross-functional team that values doing things ‘the right way’
- Contribute to an early-stage company with engineering first culture
- Contributing to all aspects of the Software Development Lifecycle, from planning to delivery
- Collaborating with cross-functional team members to develop technical requirements
- Writing clean code to develop functional web applications and reusable libraries
- Writing unit, functional, and acceptance tests
- Troubleshooting and supporting production applications
What You'll Bring to the Role:
- 3+ years of experience holding a Senior Engineering title
- Has 5+ years of software development experience
- Is a champion of agile methodologies, and enjoys shipping code often and confidently
- Has a track record of breaking down complex problems as incremental solutions
- Proactively recommends initiatives to improve our engineering technologies and culture
- Enjoys working in a collaborative environment where everyone helps each other grow
- Takes ownership of the product and is proud of the quality of their work
- Has excellent communication skills, and appreciates the value of good documentation
- Understands the challenges of early-stage company priorities
- Strong experience with Javascript language & React + Redux framework
- Experience with SCSS
- Experience with interacting with RESTful APIs
- Experience building frontend testing and automation systems for unit tests, integration tests, regression tests, and user acceptance tests
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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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.
As a Product Marketing Manager for Measurements, you’ll own the go-to-market strategy for one of Roofr’s most critical product lines.
Measurements is both a standalone revenue driver and a key entry point into the Roofr platform—making it a core lever for growth and CRM adoption.
What you get to do:
You’ll be the dedicated PMM for Measurements—owning how the product is positioned, launched, adopted, and monetized across both standalone and CRM-connected use cases.
This role sits at the intersection of Product, Revenue, and Marketing. You’ll lead both strategy and execution, ensuring Measurements continues to scale as a high-performing product line while contributing to overall platform growth.
You’re a strong cross-functional operator who understands how to market both transactional products and SaaS workflows. You know how to translate product capabilities into clear value for different audiences, and you’re comfortable owning a product line end-to-end.
Here’s what you’ll own:
- Own positioning and messaging for Measurements across key audiences, including measurement-only users, insurance roofers, and CRM customers
- Define and execute go-to-market strategies to drive measurement volume, adoption, and revenue growth
- Lead launches for new Measurement features, packages, and enhancements—from planning through post-launch optimization
- Partner with Product to influence roadmap priorities based on customer, market, and revenue insights
- Drive pricing, packaging, and upsell strategies (e.g., Measure+, turnaround times, ESX add-ons)
- Identify and execute opportunities to convert measurement users into CRM customers
- Enable Sales and Account Management teams with clear messaging, talk tracks, and supporting assets
- Support PLG growth by improving onboarding, in-product education, and upgrade paths
- Partner with Lifecycle and Growth teams to drive activation, repeat usage, and expansion
- Optimize the measurement → proposal → CRM funnel to improve conversion and retention
- Monitor performance and use data to continuously improve GTM strategy and outcomes
- Develop deep expertise in measurement workflows, including insurance use cases and competitive landscape
What you bring to the role:
- 3–5+ years of experience in product marketing in a high-velocity SaaS environment
- SMB, construction tech industry, or vertical SaaS Experience is a plus!
- Product Marketing Core Certification is always a nice-to-have
- Experience managing launches or leading GTM workstreams
- Experience with common product marketing tools like Pendo, Appcues, Navattic, Hubspot, Figma
- Strong project management and stakeholder alignment skills
- A portfolio of work: sales assets, onboarding flows, adoption campaigns, etc.
- Bonus: experience supporting both PLG and sales-led motions
Compensation Range: $100,000.00 - $120,000.00 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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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.
Senior Backend Engineers to help build iRoofr is building the application foundation that will define how AI is integrated across our entire product — and we're looking for t. You'll be a core contributor on the team establishing the integration architecture and agent patterns that product teams across Roofr will build on top of. This is early, foundational work — you're setting the standard, not following it — and the code you write will have outsized reach and impact across the entire company.
What You'll Get to Do:
- Build the application-layer foundations for AI integration at Roofr — the integration patterns, agent scaffolding, and shared architecture that product teams depend on when shipping AI-powered features
- Design and implement reliable, scalable integrations with third-party services and APIs
- Build data pipelines that feed Roofr's AI systems — including structured data feeds, embeddings, and retrieval infrastructure
- Design and maintain rigorous evaluation frameworks for AI systems — including accuracy benchmarks, regression suites, and automated quality checks that give the team confidence to iterate quickly
- Collaborate horizontally across engineering teams to understand needs, establish shared patterns, and ensure the platform is built for real use cases
- Take strong ownership of what you build — reliability, performance, and developer experience are part of the job, not an afterthought
- Contribute to standards and best practices for how Roofr builds with AI
- Stay close to the evolving AI landscape and bring pragmatic, well-reasoned ideas to the team
What You'll Bring to the Role:
- 5–8 years of backend software development experience
- Practical, production experience building AI-powered systems — you've shipped agents, integrations, or LLM-powered features at scale
- Hands-on familiarity with LLM APIs and agent frameworks (e.g. Anthropic Claude, OpenAI, LangChain, or similar)
- Experience building evaluation pipelines for LLM-powered systems — you understand why 'it seems to work' isn't good enough and have built the tooling to prove it
- Strong integration engineering background — you know how to design reliable connectors to external services that hold up in production
- Experience building data pipelines for AI use cases, including familiarity with RAG, embeddings, and vector search
- A track record of building backend systems that scale — you care about architecture, not just shipping
- Experience with PHP/Laravel is an asset; what matters most is deep backend engineering fundamentals and the ability to ramp on a stack
- Strong sense of ownership — you don't wait to be told when something needs fixing or improving
- Clear communicator who can collaborate across teams and explain technical decisions without jargon
- Experience at an early-stage or high-growth company, and comfort operating in a fast-moving environment
- Genuine curiosity about AI and what it can unlock — and the engineering discipline to build it the right way
Compensation Range: $140,000 - $160,000 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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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 building the application foundation that will define how AI is integrated across our entire product — and we need someone to make sure it actually works. As our Senior AI Quality Engineer, you'll sit on the AI Platform team and own the eval frameworks, testing standards, and quality gates that every engineering team at Roofr depends on to ship AI with confidence. But this role extends well beyond the platform — you'll work horizontally across the entire testing organization, training teams, embedding best practices, and raising the bar on how Roofr tests everything it builds with AI. This is early, foundational work — you're setting the standard for the whole org, not just one team.
What You'll Get to Do:
- Define the testing standards and patterns for AI at Roofr — establishing how product teams validate AI behaviour when building on top of the application foundation
- Build and own Roofr's LLM eval framework — selecting and extending the right tooling (e.g. Promptfoo, DeepEval, Braintrust) and designing the methodology that measures whether our AI integrations and agent outputs are performing correctly, consistently, and safely
- Integrate quality gates into CI/CD pipelines so that regressions in AI behaviour are caught before they reach production
- Design and implement human-in-the-loop review processes for AI outputs where automated evaluation isn't sufficient
- Embedded on the AI Platform team — ensuring quality is designed into the integration architecture from day one, not bolted on after the fact
- Work horizontally across the testing organization — coaching QA engineers and developers on AI eval patterns, embedding best practices into team workflows, and actively raising the quality bar across engineering
- Stay close to the evolving AI quality landscape — new eval techniques, benchmarking approaches, and tooling like Ragas, Arize Phoenix, or LangSmith — and bring the best of it to Roofr
What You'll Bring to the Role:
- 5–8 years of software engineering or quality assurance experience
- Hands-on experience building eval frameworks for LLM-powered features — you've thought seriously about how to measure output quality, consistency, and regression, and you've worked with tools like Promptfoo, DeepEval, Braintrust, or similar
- Strong engineering fundamentals — you write real code, build real tooling, and aren't reliant on manual testing processes
- Experience integrating automated quality checks into CI/CD pipelines
- Familiarity with LLM APIs and agent frameworks (e.g. Anthropic Claude, OpenAI, or similar) and the specific quality challenges they introduce
- Experience designing human review workflows to complement automated evaluation
- Strong collaboration skills — you'll be working across many teams, and the standards you set only work if engineers actually adopt them
- Comfort operating in an early-stage environment where the right approach isn't always obvious and you'll need to figure it out
- Genuine ownership mentality — you care about whether AI at Roofr works well, not just whether the tests pass
Compensation Range: $140,000 - $160,000 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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr
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.
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 talent@roofr.com.
Your safety and security are important to us — thank you for your vigilance!
Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.
Ready to apply?
Apply to Roofr