The Opportunity

Join CoPilot AI, a $10M ARR leader in LinkedIn automation. We are evolving into HeyStack, the next generation of Agentic AI for sales.

We are looking for a Commercial Customer Success Manager to join our remote team.

This is a stable, long-term role for a professional who loves the intersection of helping customers and driving revenue. You will manage a portfolio of 150–250 clients, ensuring they succeed with our tools and grow their accounts over time.

If you are fascinated by AI, comfortable with revenue goals, and want to build a career in North American SaaS, this is your home.

What You Will Do

Champion Retention

• Secure the renewal. You own the customer lifecycle.
• Proactive health checks. Monitor usage trends and intervene early when customers aren't seeing results.
• Solve problems. Turn at-risk accounts into happy, long-term partners.

Teach Strategy

• Drive experimentation. Our AI generates the copy, but you guide the strategy. You will coach users to test different target audiences, run multiple campaigns, and double down on the segments that deliver the best results.

• Master the tools. Teach users how to navigate LinkedIn Sales Navigator and leverage our AI agents for maximum impact.

• Drive outcomes. Help users interpret campaign data to identify what’s working and optimize for more replies.

Grow Your Portfolio

• Achieve expansion goals. You have a monthly target for growing your book of business.
• Uncover value. Identify opportunities to upgrade seats, switch to annual plans, or ask for referrals based on customer success.

Navigate Platform Strategy

• Guide the user. LinkedIn’s ecosystem changes often. You will help users adapt their settings and habits to keep their accounts healthy.
• Educate on safety. Teach best practices for safe, sustainable automation.

Lead the Future (HeyStack)

• Drive evolution. You will help migrate users from our legacy tool to our new AI Agent platform.
• Facilitate adoption. Ensure users understand and love the new technology.

Who You Are

• You have a Commercial Mindset. You may have experience as an SDR, Account Manager, or a Quota-Carrying CSM. You understand that a renewal is a commercial conversation.
• You are an AI Enthusiast. You use ChatGPT, Claude, or Perplexity to make your life easier. You are eager to become an expert in Agentic AI.
• You are Composed. You handle high volume and urgent customer needs with grace. You don't take frustration personally; you look for the solution.
• You are Consultative. You understand why some sales messages work and others fail. You can explain "Boolean search" simply.
• You are Nearshore. You are based in LatAm or Eastern Europe and can align your schedule with EST or PST business hours.

The Essentials

• Experience: 1–3 years in a B2B customer-facing role (SaaS preferred). You have successfully managed a portfolio or a quota.
• Communication: C1/C2 English proficiency. You can write nuanced, professional emails and handle complex conversations on Zoom confidently.
• Tech Savvy: You have used a CRM (HubSpot/Salesforce) and support tools (Intercom/Zendesk). You learn new software quickly.
• Setup: A professional remote workspace with stable, high-speed internet.

Why Join Us?

• Stable Base Salary: We pay a competitive monthly USD retainer (approx. 70% of your On-Target Earnings).
• Retention Bonus: Earn significantly for keeping your portfolio churn low (<7%).
• Expansion Bonus: Earn on every dollar of expansion revenue you generate.
  • Accelerator: Exceed your monthly goal and your commission multiplier increases to 1.5x (Uncapped).
• Career Growth: You will become one of the first experts in Agentic AI Sales, a skill set that will define the next decade of tech.

About CoPilot AI

CoPilot AI has been recognized as a BC Technology Impact Award finalist and lauded by Canadian Business as the winner of the Best Pivot award and one of Canada's Fastest-Growing Companies. Deloitte spotlighted us as a 2021 Canada Companies-to-Watch Winner. Our latest win? Being highlighted by Forbes as one of Canada's best startup employers for 2024!

As an equal opportunity employer, CoPilot AI truly stands behind #diversity and are committed to creating an environment of inclusion where hiring decisions are based on merit and business needs and without regard to race, colour, national origin, ancestry, sex, gender, gender identity or expression, sexual orientation, age, genetic information, religion, disability, medical condition, pregnancy, marital status, family status, veteran status, or any other characteristic protected by law. CoPilot AI also makes workplace accommodations for qualified individuals with disabilities as required by applicable law. If you require accommodations during the interview process, please let us know and we will work with you to meet your needs.

Our Values? Glad You Asked!

#Innovation: We are passionate about creating, innovating, and pioneering. We constantly strive to challenge the status quo.

#Boldness: We care deeply about our work and the impact we make. We are audacious in our decisions and actions, showcasing our commitment to the success of our customers and our team.

#Authenticity: We pride ourselves on being genuine, transparent, and real in all our interactions. We believe in authenticity, which we exhibit both internally and externally.