Director, Customer Success

WeHireYou; New York, Indiana (NY, PA); On-site; USD 180,000 - 260,000; Full time

Job summary

Gorgias is seeking a Director of Customer Success to lead the post-sales journey for Commercial and Enterprise merchants. You will own Net Revenue Retention and shape an AI-first CS organization with two CS Managers and senior CSMs reporting to you.

You will partner with Product and Engineering to guide the AI roadmap, build scalable processes, and drive high-impact executive reviews. Direct report to COO with a transformative scope.

Qualifications

• 10+ years in SaaS Customer Success.
• 5+ years in leadership roles.
• Experience shaping AI-first CS strategy.

Responsibilities

• Own the post-sale journey for Commercial & Enterprise accounts.
• Lead CS Managers and Named Account CSMs.
• Define org OKRs and budget for CS.

Skills

SaaS CS leadership

AI strategy

Executive stakeholder management

Education

Bachelor's degree

Job description

Director, 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

Customer Success at Gorgias covers our Commercial and Enterprise merchants and sits at the center of a fundamental redesign of what CS means in an AI‑native company. We're rebuilding the org from the ground up around a simple premise: AI agents handle high‑volume execution, and humans own outcomes, judgment, and commercial depth. This isn't an incremental evolution of a support function: it's the construction of a new operating model where AI is the primary delivery engine.

We've already proven pieces of this model in our Enterprise segment. Now we need a leader to take that vision across the function: architecting a CS organization where AI does the heavy lifting and humans focus on the relationships, judgment calls, and commercial outcomes that AI can't own. As Head of CSM, you are responsible for delivering value at scale in the age of AI: pushing the boundaries to automate as much as possible to deliver the best experience for our merchants.

About the Role

As Director, Customer Success, you'll own the full post‑sale journey for Gorgias's Commercial and Enterprise merchants, with direct accountability for Net Revenue Retention (NRR) across that book. SMB is mainly product‑led growth and only needs light oversight from this role.

You'll lead the CS organization end‑to‑end: 2 CS Managers report directly to you, one leading Commercial and one leading Enterprise, and the CSMs covering our few named accounts also report directly to you.

This is an architect role as much as a leadership role. You're not inheriting a finished org chart: you're building the next generation of Customer Success at Gorgias, where AI agents handle high‑volume execution and your managers and CSMs bring strategic depth, commercial judgment, and the human relationships AI can't replace. You'll report directly to the COO, with the scope and budget to (re)build the CS org from the ground up.

What You'll Do

Organizational Leadership

• Own the CS org chart across Commercial and Enterprise: 2 CS Managers plus the named‑account CSMs, setting structure, span of control, and hiring plans as the org scales with AI‑driven leverage
• Directly coach and develop your CS Managers, holding them accountable for the performance, growth, and output of their teams
• Set org‑wide OKRs across Commercial and Enterprise, translating company strategy into segment‑specific execution plans
• Own the CS budget end‑to‑end (headcount, tooling, and program spend), making the tradeoffs between human capacity and AI investment
• Build the performance management and career framework for CSMs and managers across both segments
• Create a culture of genuine accountability and high standards across the org, including making difficult performance decisions when needed

Commercial & Enterprise Outcomes & NRR

• Own NRR across Commercial and Enterprise, with segment‑specific strategies rather than a one‑size‑fits‑all playbook
• Ensure your managers and their CSMs are consistently driving account health, AI adoption, and expansion across both segments
• Personally engage with the most strategic accounts and escalations, bringing senior judgment to the relationships that matter most
• Build the reporting and forecasting infrastructure to track renewals, expansion pipeline, and churn risk across the full book, with clear visibility for the COO and leadership team
• Guide your managers in running high‑impact executive business reviews that demonstrate ROI and AI utilization across both segments

Architecting AI‑First Customer Success

• Own the vision and execution for redesigning Customer Success as an AI‑first function, where AI agents handle execution at scale and humans own outcomes
• Partner directly with Product and Engineering leadership to shape the AI agent roadmap, bringing frontline signal from Commercial and Enterprise merchants
• Deliver value at scale in the age of AI: push the boundaries to automate as much as possible to deliver the best experience for our merchants
• Build AI literacy from the ground up across the org: every CSM and manager should be fluent in configuring, evaluating, and improving AI‑driven outcomes
• Represent Customer Success in cross‑functional AI strategy conversations at the leadership level, with direct influence over the AI product roadmap

Leadership Partnership & Company‑Wide Impact

• Report directly to the COO, with regular visibility into company leadership and board‑level conversations about CS performance and strategy
• Partner with Sales, Implementation, and Product leadership to build a cohesive post‑sale experience across the entire customer lifecycle
• Represent the voice of the customer at the leadership level, shaping company strategy and the product roadmap
• Own reporting to company leadership on CS health, AI adoption, and organizational progress

Who You Are

• 10+ years in SaaS Customer Success, with 5+...