Client Success Manager

Who We Are And What We Do:

Contra is revolutionizing the world of work. Contra provides companies with an industry-leading, all-in-one platform to manage and scale their flexible workforce.

In a world where work is becoming more flexible and project based, Contra is leading the way in making the world’s platform for project-based and flexible work. Our platform offers all the necessary tools for hiring, onboarding, managing, and paying flexible talent. Contra has raised over $44M from top VC’s including NEA, Unusual Ventures and Cowboy Ventures.

Why Join Contra's Journey?

Contra isn’t just another HR tool. Contra is building a new type of platform for the future of work. As both people and companies look to adopt more flexible working styles and talent strategies, we are leading the way, with a network of over 1M freelancers and 35k clients who depend on Contra to work together and collaborate, 100% commission-free.

About You:

• You have a natural talent for building connections and fostering meaningful conversations.
• Data-driven and goal-oriented, you leverage insights to drive progress and achieve results.
• Quick to learn and highly adaptable, you thrive in dynamic environments.
• Your curiosity compels you to seek a deep understanding of every situation, ensuring you gather all relevant information.
• Proactive and solutions-focused, you consistently find ways to enhance efficiency and effectiveness for yourself and your team.
• Motivated by a commitment to excellence, you embrace a winning mindset and strive to exceed expectations.

Responsibilities:

• Monitor and track client job postings on the Contra platform, ensuring seamless talent connections.
• Take ownership of matching top talent to relevant opportunities, optimizing success rates.
• Engage clients through a multi-channel outreach strategy (email, calls, LinkedIn, etc.) to drive job conversions into paid projects.
• Identify and capitalize on expansion opportunities, encouraging clients to post more jobs and hire through Contra.
• Proactively address talent gaps by running targeted campaigns to attract high-quality freelance professionals.
• Establish yourself as a trusted industry expert and thought leader, fostering credibility and engagement.

Requirements:

• 2+ years of experience in creative recruitment or talent acquisition, ideally in an agency or startup setting.
• Sales-minded approach—viewing job postings as a funnel and strategically driving conversions into paid projects.
• Proficiency with tools like HubSpot, FigJam, and Notion.
• Strong relationship-building skills, with the ability to connect with the creative community and clients across diverse industries.
• Passion for fast-paced startup environments, thriving in dynamic and evolving landscapes.
• A proactive, results-driven mindset with a hunter mentality and a strong desire to learn.
• Based in Toronto, Canada.

Total Comp:

• Salary
  • Base: starting at $60,000-$70,000 CAD/yr
  • Additional Compensation: Commission based on jobs converting to paid projects on Contra
• Health + dental benefits
• Monthly transit/gym reimbursement
• We will provide you with a laptop on your start date

Interview Process

1. Intro Call with Recruiting Team (15-20 minutes)
2. Interview with Hiring Manager (60 minutes)
3. Paid Case study + Presentation case study (60 minutes)

Note: Contra communicates with applicants through @contra.com domains only. We never ask for money from potential employees. For the latest job postings, visit Contra Careers.