Manager, Enterprise Customer Success

We believe conversations will become the #1 way to shop.

At Gorgias, we’re building the platform that makes this real: a unified AI agent that sells, supports, and re-engages customers across the entire journey. Conversational Commerce is the future of ecommerce, and we’re leading that shift.

Our mission is to turn every interaction between a brand and its customers into a relationship: personal, seamless, and intelligent. By combining deep product expertise with the latest in AI, we’re making shopping feel more natural, human, and connected than ever before.

To win, we focus relentlessly on:

Quality: conversations that feel authentic and on-brand.

Experience: effortless shopping from chat to checkout.

Re-engagement: personal, 1-1 dialogue instead of noisy marketing.

The opportunity is massive. As AI reshapes how people buy, Gorgias is building the foundation for the next decade of ecommerce, where every brand has its own intelligent agent and every customer feels understood.

Join us to make Conversational Commerce real.

About the Team

The Enterprise Customer Success team at Gorgias works with our most strategic merchants — relationships ranging from $30K ARR up to well into six figures. As AI becomes the cornerstone of modern commerce, our Enterprise CSMs are at the forefront of helping merchants unlock the full power of Gorgias: from AI Agent configuration and optimization to custom-built automations and integrations. We move fast, think like operators, and genuinely care about the outcomes we drive for our customers.

We're a team in evolution. The next chapter of Enterprise CS at Gorgias isn't just about managing accounts; it's about redesigning how Customer Success works: blending AI agents and human judgment to deliver a new tier of speed, depth, and impact. This role is central to that mission.

This isn't a traditional Customer Success role. It's the person who owns AI value delivery at scale; the way Sales owns revenue, this team owns AI outcomes. We're building the model from scratch, and this leader is the one driving it.

We're also moving upmarket. That means we need an enterprise leader in the truest sense — someone who has operated inside complex enterprise environments, understands long sales cycles and senior stakeholder dynamics, and can coach a team to show up with the credibility, polish, and strategic depth that enterprise customers expect. This isn't a role for someone who is enterprise-curious. It's for someone who has lived it.

About the Role

As Senior Manager of Enterprise Customer Success, you'll lead a team of up to 10 Enterprise CSMs and own the outcomes, retention, and growth of Gorgias's most strategic merchant relationships. This is not a typical CS manager role: you are part people leader, part AI champion, part delivery operator.

This role is central to the buildout of Gorgias AI Services as a dedicated value delivery layer. You'll help design what the future of CS looks like at Gorgias: a model where AI handles execution at scale and humans bring judgment, strategy, and commercial depth. You think like an operator, you're energized by building process and playbooks, and you're technical enough to lead a team that goes deep. Based in Toronto or New York City, reporting to the Head of Customer Experience.

What You'll Do

People Leadership & Coaching

Lead, coach, and develop a team of up to 10 Enterprise CSMs through regular 1:1s, team rituals, structured performance frameworks, and clear expectations

Set team OKRs in alignment with CX department strategy, translating high-level goals into actionable, measurable plans

Own performance management and career development for each direct report — helping your team grow technically, commercially, and professionally

Upskill your team on emerging technical capabilities, including vibe coding, custom solution building, and AI agent management so that CSMs can go deeper and deliver more value for merchants

Create a culture of genuine accountability and high standards — you're comfortable making difficult performance decisions and maintaining a high bar across the team, including when that means making hard calls on underperformers

Enterprise Customer Outcomes

Ensure your team is driving aggressive AI adoption and utilization metrics weekly — helping merchants configure, optimize, and get the most from Gorgias AI Agent

Own account health (NRR) across a portfolio of enterprise accounts ($30K–$200K+ ARR), ensuring your team is consistently driving measurable customer value

Guide your team in running high-impact executive business reviews (QBRs) that demonstrate ROI, AI utilization, and strategic alignment with each merchant's goals

Build a team that surfaces and resolves customer challenges before they require escalation — your goal is a high-functioning team that rarely needs to bring issues up, not one that relies on you as the regular safety net

Coach CSMs to engage senior merchant stakeholders with commercial depth and outcomes-focused conversations — every interaction should move the needle on value realization, not just maintain presence

AI Strategy & Future of CS Design

Champion the integration and optimization of Gorgias AI Agent within each merchant's workflows — working with your team to identify automation opportunities, configure AI effectively, and measure deflection and efficiency outcomes

Help design the future of Customer Success at Gorgias: a model where AI agents handle execution at scale and humans focus on judgment, strategy, and relationship — and actively build the playbooks to make it real

Embed AI tooling deeply into your team's day-to-day workflows, making AI literacy and AI usage a core expectation and capability within the team

Drive enablement for your team on new AI product launches, ensuring CSMs can immediately articulate value and implement new features with merchants

Partner with Product to surface merchant feedback and real-world patterns that shape the roadmap

Operations & Forecasting

Own team-level forecasting — renewals, expansion pipeline, and churn risk — and deliver accurate, data-backed projections to CS leadership

Drive operational efficiency across the team: define and iterate on processes, playbooks, and tooling that let your CSMs spend their time where it matters most

Ensure comprehensive enablement on new product launches so the team can move immediately from announcement to customer impact

Partner cross-functionally with Sales, Implementation, and Product to ensure seamless handoffs and a cohesive enterprise customer experience

Build and maintain the reporting infrastructure your team needs to manage account health, identify risk, and track progress against customer goals

Weekly Delivery & Results Cadence

Run a weekly delivery cadence across your team's book of business — treating customer implementations like a sales pipeline, with weekly reviews, clear milestones, and rigorous next-step accountability at every stage

Set and track weekly targets for your team: automation adoption progress, active implementations moving forward, and value realization milestones — every week, not every quarter

Coach CSMs to lead structured, progress-driving customer touchpoints — every interaction should move the needle on an implementation, integration, or adoption goal, not just maintain the relationship

Bring a sales-minded discipline to delivery: hold weekly pipeline reviews with your team, create visibility into what’s stalled, and drive urgency around moving implementations across the finish line

Manage your team’s implementation pipeline with the same rigor a sales leader applies to deals — tracking velocity, identifying blockers, and pushing toward closure with consistency

Report weekly on delivery momentum: what shipped, what’s in flight, what’s at risk, and what the team is doing about it

Who You Are

7+ years in SaaS CS, implementation, o