Client Success Manager

Who we are and what we do

Contra is a multi-sided marketplace reinventing the future of work. We empower independents to build standout professional brands, get verified for their skills, and connect directly with top companies—without the friction of outdated hiring systems or commission fees.

For companies, Contra offers a flexible, all-in-one platform to discover, hire, and manage world-class independent talent. From onboarding to payments to collaboration, we make it seamless to work with freelancers across every stage of the project lifecycle.

We've raised over $44M from leading investors like NEA, Unusual Ventures, and Cowboy Ventures—and we're just getting started.

Why join Contra's journey?

We’re building the commission-free creative network. Think LinkedIn for creatives. We're laying the infrastructure for how the next generation works and earns.

At Contra, we believe the best work happens outside the constraints of traditional employment. With a network of over 1 million independents and 50,000 clients, we’re creating a new kind of professional network—one built on trust, transparency, and freedom. As work becomes more project-based and global, we’re helping top talent find meaningful opportunities, and helping companies scale with agility. If you’re excited about rethinking how people connect, collaborate, and thrive in the modern economy—this is the place to do it.

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 $75,000-$85,000 CAD/yr
• Additional Compensation: bonus
• 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.