Implementation Specialist

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 growing our Implementation Team, and we’re looking for an experienced Onboarding or Customer Success Specialist to help design, deliver, and continuously improve a scalable customer onboarding experience that drives fast time-to-value and long-term product adoption.

We onboard hundreds of new customers every month across multiple products, supporting them as they grow and expand their use of Roofr. This role is ideal for a customer-centric, results-driven professional who thrives in high-volume environments and believes great onboarding is the foundation for retention, expansion, and customer advocacy.

Time-to-value, adoption, retention, and churn prevention are the name of the game, always with the customer’s best interest at heart.

What You'll Get to Do:

• Own and manage multiple concurrent customer onboardings in a high-volume environment, balancing 1:1 training with scalable, group-based enablement

• Guide customers through their onboarding journey, ensuring they understand how to use Roofr effectively and see value quickly

• Deliver high-quality customer interactions that drive product adoption and confidence across Roofr’s platform

• Execute engaging Roofr training sessions through live online demonstrations, workshops, and group education sessions

• Partner cross-functionally with Product, Account Management, and other Revenue teams to ensure a seamless and consistent customer experience

• Track and manage key onboarding metrics tied to product adoption, retention, churn reduction, and customer advocacy

• Contribute to the design, documentation, and continuous improvement of a scalable onboarding journey that supports growth

• Identify opportunities to introduce and position additional Roofr products that help customers succeed and expand their usage over time

• Act as a trusted onboarding partner, helping customers prioritize, make informed decisions, and build sustainable workflows in Roofr

What You'll Bring to the Role:

• 2+ years of experience in customer onboarding, customer success, or enablement within an SMB, B2B, or SaaS environment

• Experience working in a fast-paced, high-growth startup environment

• Strong communication and presentation skills across live calls, video meetings, email, and webinars

• Ability to build rapport quickly and adapt your approach based on customer goals, maturity, and engagement level

• Proven ability to manage customer needs while making thoughtful, outcome-driven recommendations

• Comfort demonstrating product value and guiding customers toward broader adoption and better business outcomes

• High ownership mentality with the ability to work autonomously, manage competing priorities, and follow through consistently

• Exceptional organization, time management, and attention to detail to deliver a reliable, high-quality onboarding experience

Bonus Points:

• Experience in construction technology, roofing, or a roofing-adjacent industry

• Experience working with roofing software, construction technology, or CRM platforms

• Spanish fluency

Who You Are:

• A true customer advocate

• Highly organized and results-oriented

• Detail-obsessed (in the best way)

• Always looking for ways to improve and scale what works

• Tech-savvy and comfortable learning new tools quickly

Compensation Band: $77,000.00 - $85,000.00 CAD

🏠 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!

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.