Contra: Client Success Lead

Headquarters: San Francisco, CA


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 500k freelancers and 15k clients who depend on Contra to work together and collaborate, 100% commission-free.

About You:

You’re a Client Success leader known for achieving results through effective collaboration with stakeholders at all levels, including C-level executives.

Your deep understanding of the client journey is clear, and you excel in handling complex situations in the realm of client success.

You have the ability to identify client needs and demonstrate how Contra’s platform can be a valuable part of their talent strategy.


Build meaningful relationships with SMB clients (across various organizational levels, including C-level executives) through timely and engaging communication with the goal of determining the clients’ needs, building value, and establishing a successful relationship with Contra
Proactively anticipate and address escalating client issues with speed and urgency
Develop creative outreach strategies to increase client engagement, retention, drive growth, reduce churn
Share client feedback across a variety of internal functions like Product


3+ years of client success experience in Mid Market and Growth Stage Technology segment
Proven track record in identifying and understanding client needs, and translating them into actionable steps to enhance their experience and success with our platform.
Strong relationship-building skills and an eagerness to learn
Passion for working in a fast-paced startup environment
Based in Toronto, Canada 

Total Comp:

$80K – 100K CAD

*This is a remote 3-month contract to hire position. Once hired full-time you will receive:

100% health coverage + 99% dental coverage for US full-time employees, and health reimbursements for Canadian employees and international contractors
$4,000 laptop reimbursement upon starting full-time
401k matching for US full-time employees
Opportunities for stock grants
Flexibility in work location – Contra is fully remote, with hubs in SF + NY.

Interview Process

Intro Call with Recruiting Team (15-20 minutes)
Interview with Head of Community (30 minutes)
Interview with Head of Operations (45 minutes)
Paid Case Study **+ Presentation (45 minutes)
Interview with CEO & 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 status.

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

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