Careers
Change the mortgage industry with us! And have a blast doing it!
There are many reasons to join our team. We’re young, fast-paced, ambitious with a focus on company culture and personal growth. We only hire the best and brightest and offer full benefits, great work atmosphere, flexible work hours and great vacation packages.
Confident
We approach every challenge with expertise and pride, confident in our ability to deliver excellence and push boundaries.
Approachable
Our team thrives on open communication and collaboration, creating a supportive, inclusive environment.
Results-driven
We are committed to achieving tangible success, focusing on efficiency and delivering top results for our clients and our team.


Current Openings
Technology
Head Infrastructure & DevOps
Toronto, ON
Full-Time - Permanent
We are seeking a hands-on technical leader to own the entire IT, DevOps, and infrastructure function, including both internal support and external cloud environments. In this role, you will architect and maintain our AWS infrastructure—spanning EC2, S3, RDS, IAM, CloudFront, VPC, and more—while automating environment configurations with IaC tools like Terraform or CloudFormation. You will design and maintain CI/CD pipelines using GitLab CI/CD with container-based builds and automated test integration, ensuring secure, production-grade container deployments. Leveraging Site Reliability Engineering best practices, you will guarantee high availability and uptime,
managing blue/green deployments, canary releases, and rollback strategies to minimize downtime. You will implement robust monitoring, alerting, and logging solutions
using tools such as Prometheus, Grafana, CloudWatch, and the ELK Stack to proactively detect and resolve issues.
Partnering closely with the COO and operations teams, you will help design and implement automated controls and processes to support SOC 2, PIPEDA, HIPAA, and GDPR compliance. You will also build and maintain secure configurations using AWS Config, GuardDuty, and related tools, while assisting in automating audits, vulnerability scans, and access reviews.
Head of Sales (B2B Saas)
Toronto, ON
Full-Time - Permanent
As Head of Sales, you’ll own the revenue function and lead a team of AEs to scale our sales engine across North America.
You’ll drive pipeline growth, oversee full-funnel performance, and embed operational excellence into every stage of the customer journey. Drive performance by defining and enforcing activity standards and conducting regular pipeline reviews.
Own and manage accountability for accurate data entry, forecast reliable revenue, and refine sales processes.
Coach reps and embed best practices to achieve success. Collaborating cross-functionally with Marketing, Operations, Product, Onboarding, and Success
to align GTM efforts and provide structured market feedback. Recruit and develop high-caliber talent, design scalable playbooks and SOPs,
and champion continuous learning and operational excellence.
Product
Product Manager
Toronto, ON
Full-Time - Permanent
We're looking for a creative, results-driven professional to help shape the future of our platform. You'll lead features and enhancements from idea to launch—working closely with customers, engineers, operations, and client-facing teams. You’ll gather insights through market research and user feedback, identify opportunities, and turn them into impactful solutions. If you thrive on solving complex problems and bringing great products to life, we’d love to hear from you.
Marketing
Growth Marketing Manager
Toronto, ON
Full-Time - Permanent
We’re looking for a hands-on operator who who executes, not delegates. This is not a strategy-only role. We need someone who knows how to build, launch, track, optimize & measure across all channels, and over the next 6 months to 2 years will help build the department around them.

Why Work at Automator?
Looking to be more then just a cog in the machine? Want your ideas heard? If you are looking to expand your knowledge and skills? Do you want to grow with a team ready and willing to offer support and guidance? We want to hear from you.

Competitive Compensation

Full Health Benefits

Personal Growth & Education

Healthy Snack Bar & Fridge

Amazing Team Members

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