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Charted (formerly SquareWorks)

VP of Customer Experience

Charted (formerly SquareWorks), Boston, Massachusetts, us, 02298

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Charted is a fast-growing B2B SaaS company transforming how mid‑market finance teams operate through NetSuite‑native finance automation. Its AP Automation Suite lives entirely inside NetSuite, eliminating the need for integrations and delivering a huge value add to NetSuite users looking to simplify, instead of adding to their tech stack. Thousands of NetSuite users use and trust Charted to help automate their Procure‑to‑Pay process.

The company is entering a new phase of scale: expanding globally, deepening its partner ecosystem, and investing heavily in customer experience. To drive this next chapter, we’re hiring an experienced

VP of Customer Experience

to lead and unify its post‑sales organization.

About the Role The

VP of Customer Experience

will own everything that happens after a customer signs: onboarding, go‑live, customer success, retention, expansion, and long‑term advocacy.

Key Responsibilities

Customer Success

(retention, adoption, expansion)

Software Implementations

(delivery, quality, timelines)

Software Support

(responsiveness, NPS)

Expansion Sales

(upsell + cross‑sell across our AP Suite and new products)

Churn Ownership

(partnering with Product on product‑related drivers)

This leader must know the NetSuite ecosystem, understand the nuances of ERP‑native SaaS, and have the experience of building or scaling a high‑performing Customer Experience function at a growth‑stage B2B SaaS company.

Customer Success & Retention

Own Net Revenue Retention (NRR), Gross Retention, and Expansion targets

Lead a Customer Success organization responsible for Expansion sales, health scores, renewal forecasting, and risk mitigation

Build a proactive engagement model tailored to customer segment, complexity, and AP maturity

Develop executive‑ready reporting for churn, expansion, adoption, and product insights

Partner with Product to address feature gaps, product‑driven churn, and roadmap prioritization

Implementation Delivery

Oversee all software implementation projects and ensure predictable, high‑quality go‑lives

Standardize implementation playbooks, handoff processes, and timeline expectations

Improve delivery accuracy, reduce delays, and ensure success metrics are met for every implementation

Partner with Sales to set proper scoping and expectations during pre‑sales

Software Support

Own the support organization, including SLA compliance, severity triage, customer communication, and escalation paths

Advance our Support operating model, including integrations between HappyFox and Jira

Reduce time‑to‑resolution and increase support‑driven customer satisfaction

Build scalable Tier 1/Tier 2/Tier 3 structures to support growth

Partner with Engineering and Product to manage handoffs effectively for Tier 2‑3 incidents

Own responsibility for cross‑sell and upsell within the customer base

Partner with Product Marketing and Sales to craft expansion playbooks for AP Automation, including Payments

Develop compensation/commission alignment across CS + Sales for expansion motions

Report expansion pipeline and forecasts to the CEO and Revenue leaders

Customer Experience Strategy

Build the long‑term CX strategy for Charted as we scale into the UK and beyond

Create a unified post‑sales operating model across Success, Implementation, and Support

Help define the customer segmentation framework and renewal/expansion motions

Drive customer community, webinar series, and partner enablement around customer lifecycle

Lead, mentor, and grow a team across multiple functions

Build high‑performance targets, scorecards, and process rigor

Foster a culture of ownership, quality, customer empathy, and continuous improvement

Collaborate closely with Product, Engineering, Sales, and Partnerships on cross‑functional initiatives

What We’re Looking For Experience & Skills

10+ years in B2B SaaS leadership roles across Customer Success, Implementations, Support, or Professional Services

5+ years managing managers; experience leading multi‑disciplinary CX organizations

Deep knowledge of the NetSuite ecosystem

Proven track record owning retention, churn, and expansion numbers

Experience running software implementation or onboarding programs, ideally ERP or financial automation

Strong operational and analytical capabilities (forecasting, KPIs, segmentation, dashboards)

High comfort managing escalations, difficult customer conversations, and complex accounts

Ability to partner effectively across Product, Sales, and Engineering

Leadership Qualities

Confident yet low‑ego leadership style

Builder mindset: enjoys designing new programs and scaling them

Excellent communication and executive presence

Customer‑obsessed and process‑driven

Thrives in a fast‑paced, high‑accountability environment

Nice to Have

Experience with AP Automation, or Financial Operations tools

Experience with international expansion (UK/EU preferred)

Background in a NetSuite partner, financial automation vendor, or ERP‑native software company

What We Offer

Competitive executive compensation package with bonus

Medical, dental, and vision coverage

Unlimited PTO

Home office reimbursement

Annual offsites and leadership summits

Why Join Charted? This is a rare chance to lead the entire customer experience at a company undergoing major growth, expanding internationally, releasing new product suites, and transforming how mid‑market finance teams operate.

You’ll work with a collaborative, low‑ego team that values excellence, ownership, and craft. You’ll shape how we deliver value at scale and play a pivotal role in achieving our long‑term mission to elevate finance teams everywhere.

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