Vice President of Customer Success

Reejig

Reejig

Sales & Business Development, Customer Service
New York Metropolitan Area, USA
Posted on Feb 14, 2026

Reejig is building the Work Operating System for the AI era.

We partner with some of the world’s largest enterprises to reinvent how work gets done using AI. Our customers include global banks, pharma companies, and Fortune 500 leaders, with many strategic engagements exceeding $1M annually.

We are entering the next phase of growth:

moving from a founder-led customer motion to a predictable, enterprise-grade customer engine that can scale the company to $100M+ in revenue and beyond.

We are hiring a builder-style VP Customer to design, install, and scale this system.

This is not a maintenance role.

This is a foundational leadership role for someone who has built the customer function during the critical Series B and beyond phase.

The role in one sentence

Take Reejig from founder-led customer delivery to a scalable, AI-powered, enterprise-grade customer organization that drives recurring impact, expansion, and long-term strategic partnerships.

What makes this role different

This is not a traditional VP Customer Success role.

You will:

  • Personally own strategic enterprise relationships in the early phase
  • Learn the business from the ground up through real customer impact
  • Build the systems, leaders, and operating rhythm required to scale
  • Act as a player-coach across the team
  • Turn post-sales delivery into a repeatable recurring impact engine
  • Redesign the customer function using AI
  • Help scale the business to $100M+ in revenue

Our model is:

  • Enterprise-first
  • Large strategic accounts ($1M+)
  • Land → expand → explode

Customer is the function that converts initial deals into long-term, high-value strategic partnerships.

Core responsibilities

Own the end-to-end customer engine

  • Design the customer lifecycle and engagement model
  • Implement health scoring and success metrics
  • Build renewal forecasting and predictability
  • Establish executive governance cadences
  • Define segmentation and capacity planning
  • Create a scalable global customer operating rhythm

Personally lead strategic enterprise accounts

In the first phase, you will:

  • Own executive relationships with key customers
  • Run executive steering committees
  • Manage escalations and complex situations
  • Support major renewals and expansions
  • Build deep understanding of the product and value model

We expect you to learn the business through customers, not from the sidelines.

Build and coach the first layer of customer leadership

  • Hire and develop senior customer leaders
  • Coach them on executive presence and account strategy
  • Install consistent operating cadences
  • Build the foundation for a scaled global customer organization

Turn delivery into recurring impact

  • Define what “impact” means for enterprise customers
  • Build repeatable success patterns
  • Create clear renewal and expansion triggers
  • Align customer outcomes with revenue growth

Customer is the engine that drives:

  • Retention
  • Expansion
  • Long-term strategic partnerships

Redesign the customer function using AI

AI is core to how Reejig operates internally and with customers, and a key reason we reached cash-flow positivity.

You will:

  • Reimagine the customer function using AI-first principles
  • Identify where AI can replace manual effort and increase leverage
  • Design AI-assisted or AI-led customer workflows
  • Improve outcomes while reducing operational cost
  • Build a modern, AI-native customer organization

We are looking for someone excited to reinvent Customer with AI, not just manage a traditional CS team.

Key outcomes you own

  • Gross revenue retention
  • Net revenue retention
  • Renewal predictability
  • Executive relationship strength
  • Expansion across strategic accounts
  • Reduction in founder-led delivery
  • AI leverage across the customer function
  • Scalable, efficient customer operating model

The profile we’re looking for

Must-have experience

  • Helped take a company through Series B and into the next phase of scale
  • Built and scaled a customer or post-sales function in a high-growth enterprise SaaS or AI company
  • Personally owned strategic enterprise relationships
  • Led executive engagement with Fortune 500 customers
  • Built renewal, expansion, and recurring impact engines
  • Designed scalable customer operating models that reduce founder dependency

AI mindset (critical)

  • Excited about redesigning customer functions using AI
  • Comfortable automating workflows and removing manual processes
  • Interested in building high-leverage, AI-enabled teams
  • Believes AI should improve both customer outcomes and unit economics

The archetype

You are:

  • A builder, not a caretaker
  • Experienced in the ambiguous phase between founder-led delivery and scaled operations
  • A player-coach who leads from the front
  • Equally credible in the boardroom and in the trenches
  • Calm, structured, and executive with customers
  • Systems-minded, not heroics-driven
  • Energized by using AI to reinvent how customer teams operate

What It Is Like To Work Here

You will thrive here if you move fast with calm precision, use AI daily, take full ownership, escalate early, solve problems quickly, and care deeply about customers.

This environment will not suit people who prefer slow pace, low accountability, or indirect communication.

What success looks like in the first 12–18 months

  • Founder no longer runs day-to-day customer delivery
  • Strong executive relationships across top accounts
  • Predictable renewal forecasting
  • Clear customer operating model installed
  • First layer of customer leadership in place
  • AI-enabled customer workflows reducing manual effort
  • Customer function operating as a scalable, efficient engine
  • Clear path to $100M+ revenue supported by expansion

Why This Matters

Reejig is at a point of real inflection. We are building a company that will reshape how organisations operate in the AI era. The people who join now are not stepping into a role, they are stepping into a chance to build something with scale and long term impact. If you want work that changes your career and creates meaningful equity upside, this is the moment.