Job Description

Position Overview

At Roofr, we are dedicated to our customers, using their feedback to shape and launch essential products. Our CRM, initially built with sales tools like aerial roof measurements and digital sales proposals, has evolved based on customer needs into a comprehensive platform connecting payments, material ordering, and more. With a clear roadmap, we are expanding and leading the market with innovative products. Roofr boasts an amazing culture, strong financials, and best-in-class company metrics, offering significant growth, equity, and impact opportunities within an already successful startup.

What You'll Get to Do

• Manage endpoint device systems across MacOS and Windows platforms in a fast-paced environment.
• Support the entire user lifecycle, including onboarding.
• Support and contribute to TechOps initiatives, including SSO, Endpoint Protection, and Fleet management.
• Collaborate with the DevOps team to maintain the security, scalability, and reliability of cloud infrastructure.
• Develop and maintain Python scripts to automate routine tasks.
• Assist with systems monitoring, alert management, and incident response procedures.
• Serve as the primary point of contact for user support, troubleshooting hardware and software issues for the team.
• Contribute to the documentation of IT and DevOps processes, policies, and procedures.
• Help drive the technology architecture to support Roofr's next stage of growth.

What You'll Bring to the Role

• 5+ years of experience in IT systems administration or a similar technical role.
• Strong communication skills and the ability to work across the organization.
• Strong proficiency with MacOS and Windows endpoint management, including packaging, patch management, and remote provisioning.
• Hands-on experience with MDM solutions, preferably Rippling.
• Experience administering GSuite, including setting up SSO / SCIM integrations.
• Working knowledge of cloud infrastructure and containers.
• Proficiency in Bash, Powershell, and Python scripting for automation and system integration.
• Understanding of version control systems (Git) and collaborative workflows.
• Understanding of the challenges and priorities of an early-stage, fully remote company.
• Proven experience planning and executing the technical logistics for on-site company events, including all-hands meetings and multi-day retreats.

Bonus Points For

• Experience with configuration management tools (Terraform, Ansible, Chef, Puppet).
• Experience with API integrations and automation workflows.

What We Offer

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.

Benefits

• 80% employer-paid benefits.
• RRSP/401k match.
• Generous Parental Leave policy.

Perks

• We host 2 retreats per year and 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!

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.