Time zones: EST (UTC -5)

Who We Are and What We Do:
Contra is transforming the modern workplace. We offer companies a leading all-in-one platform designed to manage and scale their flexible workforce.

As work becomes increasingly flexible and project-driven, Contra is building the world’s go-to platform for project-based and flexible work. Our platform includes everything needed to hire, onboard, manage, and pay flexible talent. We have raised over $44M from top venture firms such as NEA, Unusual Ventures, and Cowboy Ventures.

Why Join Contra’s Journey?
Contra is not just another HR platform. We are creating a new kind of system built for the future of work. As individuals and companies shift toward more flexible work arrangements and talent strategies, we are leading the movement with a network of over 500,000 freelancers and 15,000 clients who collaborate through Contra, all without commissions.

About You:
As a Customer Support team member at Contra, you will focus on responding to inquiries from freelancers and clients, helping maintain smooth support operations. You will work to improve key metrics, enhance user interactions, and most importantly, ensure every user enjoys an excellent experience.

Responsibilities:
• Deliver exceptional support by taking ownership of user issues on both the freelancer and client sides, collaborating with engineering, product, and other teams to resolve problems quickly.
• Become an expert in the Contra platform, including user workflows, integrations, and overall functionality.
• Work with urgency, identify root causes of issues, and meet SLAs and turnaround expectations.
• Propose operational improvements and introduce best practices.
• Share consistent updates and insights on project progress, accomplishments, and areas that need attention.
• Maintain and improve the knowledge base, optimizing help content to support user self-service and automated tools.
• Improve the efficiency of customer support operations by reducing response and resolution times.
• Continuously review performance metrics and workflows to identify opportunities for improvement and automation.

Requirements:
• 2–3+ years of support experience.
• Experience with troubleshooting technical issues.
• Strong communication and interpersonal skills, with the ability to build and sustain stakeholder relationships.
• Excellent problem-solving abilities and strategic thinking.
• Familiarity with Looker or a similar tool.
• Ideally based near Toronto, Canada.

Total Compensation:
Contra offers competitive pay, scalable benefits, and perks:
• $70,000 CAD
• Health and dental benefits
• A laptop provided on your start date

Interview Process:
1. Introductory call with the Recruiting Team (15–20 minutes)
2. Interview with the Head of Operations (45 minutes)
3. Paid case study and presentation to the Head of Operations and Head of Community (45 minutes)
4. Interview with the CEO and Co-Founder (30 minutes)

Contra is an equal opportunity employer committed to diversity and inclusion. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability.

Note: Contra communicates with candidates only through @contra.com email domains. We never request money from applicants. For current job openings, visit Contra Careers.