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Chief Customer Officer

Role overview

Qualifications

  • 15+ years in CS, Support, or CX with 5+ years at VP-level scale
  • Direct ownership of a customer PL (retention + expansion revenue) at a B2B SaaS company with US customers
  • Strong working knowledge of leading accounting platforms (QuickBooks, Xero, NetSuite)
  • Experience managing third-party delivery partners or outsourced service teams to a defined quality standard

Responsibilities

  • Define what customer success means in an outcomes delivery model
  • Lead the support function across technical and operational queries
  • Drive adoption, retention, and expansion across the customer base
  • Own the certified bookkeeping partner network today as a strategic delivery channel

About the company

Webgility logo

Webgility

Every ecommerce founder making a decision today is basing it on a number that is roughly right. Roughly right inventory. Roughly right margin. Roughly right cashflow. And because the number looks close enough, the decision gets made. The reorder goes through. The campaign gets approved. The hire happens. Almost right is not good enough. Webgility exists because the gap between roughly right and actually right has a dollar figure and most operators have never calculated it. A 2-point margin misclassification at $10M GMV is $200,000 of decisions made on fiction every year. An Amazon settlement posted as a single income line means 34 fee types invisible in your books. A month-end that closes on the 22nd means every board call, every investor update, and every strategic decision made before that date is made from numbers that aren't final. We are the only ecommerce accounting solution that guarantees book closure. Not faster reconciliation. Not better sync. Guaranteed books - right, real, and now. Always on. Always reconciled. Because the founders who know their numbers don't wait to decide. The decision is already made by the time the call starts. That is what we build. That is the standard we hold.

Company details

Company size51 - 200

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Job description

This is a remote position.

About Webgility

Webgility helps SMBs automate accounting and ecommerce operations. We make sure ecommerce books are always on and always reconciled, so every order, fee, payout, and settlement flows correctly into our customers' accounting systems, every month, without exception.

Our customers are product businesses selling across Shopify, Amazon, WooCommerce, and wholesale. They need their financials right, in time to make real decisions.

We don't just sell software. We sell the outcome.

The Role

Webgility is at an inflection point. Today we deliver our customers' outcome through software. Over the next several years, we will deliver it increasingly through agents and accounting partners, with human expertise concentrated where judgment matters most. The destination is an outcomes delivery company where software, agents, and expertise compose into the right answer for every customer.

We are creating the Chief Customer Officer role to own that journey.

The CCO sits on the executive team and owns the full post-sale experience: Customer Support, Customer Success, and Service Delivery. This person defines what customer success means at Webgility, builds the function, and is responsible for ensuring every customer achieves the outcomes they signed up for, with the right blend of software, agents, and human expertise behind them. They own the commercial result: gross revenue retention, expansion, and the long-term value of every account.

This is a stretch role. We're hiring for caliber, not title history. If you're a VP today running customer organizations and ready to operate at the executive table, this is built for you.


Requirements

What You'll Own

Customer Strategy

  • Define what customer success means in an outcomes delivery model where software, agents, and human expertise combine to make the customer's books right
  • Own gross revenue retention and drive expansion with a customer success team
  • Bring customer intelligence into product, pricing, and GTM decisions at the executive table

Customer Support

  • Lead the support function across technical and operational queries from merchants and accountants
  • Deploy agents and automation aggressively: intelligent triage, AI-assisted first response, self-service troubleshooting, proactive break alerts
  • Move the function toward a posture where humans only show up for the work that requires them

Customer Success

  • Drive adoption, retention, and expansion across the customer base
  • Run customer health and proactive intervention
  • Use AI agents for health scoring, churn flagging, QBR prep, and trigger-based outreach so the team spends time on conversations that move the relationship

Service Delivery

  • Own the certified bookkeeping partner network today as a strategic delivery channel: outcome quality, partner economics, and capacity planning
  • Build the bridge from a human-delivered service today to an agent-augmented service tomorrow, with human expertise concentrated where judgment matters
  • Build the system that gives you visibility into close status across every account without asking
  • Turn manual coordination into a system that runs itself

Cross-functional

  • Partner with Sales and Implementation on handoffs
  • Feed customer signal into Product and Engineering
  • You will know where things break before anyone else does

Your Team and What You'll Build

You'll join a distributed team of Support and Customer Success operators already serving thousands of customers. You'll have the mandate to add systems, automation, agents, and headcount to keep pace with growth, with the authority to redesign the function around what the next phase actually needs.

What We're Looking For

You've built and led customer organizations in B2B SaaS at a VP level and you're ready for the next step. You set strategy and execute it. You've owned a customer P&L, not just a retention score. You're credible in ecommerce and accounting workflows.

  • 15+ years in CS, Support, or CX with 5+ years at VP-level scale
  • Direct ownership of a customer P&L (retention + expansion revenue) at a B2B SaaS company with US customers
  • Built and managed through managers, not just individual contributors
  • Solid grasp of ecommerce operations: multichannel selling, marketplace fees, accounting systems workflows
  • Experience managing third-party delivery partners or outsourced service teams to a defined quality standard
  • Strong working knowledge of leading accounting platforms (QuickBooks, Xero, NetSuite)

AI and Automation

You think in workflows. You've personally led automation of business processes, not just used AI tools but designed the systems behind them. You have hands-on experience delivering service with a mix of humans and agents, and the judgment to know which work belongs to which.

  • Demonstrated track record automating CS or Support workflows in production
  • Comfort evaluating AI tools across vendors without loyalty to any platform
  • Bonus: hands-on with agentic frameworks, LLM-based automation, or AI-assisted service delivery in operational settings

Benefits

Why Join Webgility

  • Remote-first with flexible working
  • Group health insurance (employee, spouse, children)
  • Internet reimbursement
  • Learning and development support including certification costs


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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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