RVP of Sales | AI SaaS | Remote US - NYC, Boston, Philadelphia

$180,000 - $200,000/Year

Location
United States
Job Type
Permanent
Industry
Sales
Remote/Onsite
Fully Remote
Experience Required
12+ Years
Education Required
Not Essential
Job Summary

We are partnering with a venture-backed, growth-stage AI SaaS company that is redefining how large enterprises design, deploy, and scale AI-powered applications. Following a major Series A and emergence from stealth, the company is entering a critical go-to-market expansion phase and building its first layer of enterprise sales leadership.


This role is a hardcore enterprise leadership position, responsible for building, managing, and scaling a team of 8–10 Strategic Account Executives selling into Fortune 500 / Global 2000 organizations—often in highly regulated industries.


This is not a maintenance role. It is a hands-on, field-oriented leadership seat for operators who know how to build pipeline, coach complex deals, and turn early traction into a repeatable enterprise motion.



Sector: Enterprise SaaS, Artificial Intelligence

Stage: Series A

Team Size: ~100 employees

Sales Motion: Net-new logo acquisition + strategic enterprise expansion

Customer Profile: Fortune 500 / 1000, highly regulated industries


The Role:


As Regional Vice President of Sales, you will own regional enterprise revenue, directly managing and coaching a team of Strategic AEs while partnering closely with executive leadership to define the company’s enterprise GTM strategy.


You will be accountable for pipeline creation, forecast accuracy, deal quality, and team performance—while actively participating in late-stage deals and executive conversations.


This role is ideal for enterprise sales leaders who have built teams before, know how to coach complex AI / data / platform sales, and thrive in early-stage environments where structure is created—not inherited.


What You’ll Do:


  • Lead & Scale an Enterprise Sales Team
  • Hire, develop, and manage 8–10 Strategic Account Executives
  • Set performance expectations, inspect deal quality, and coach to outcomes—not activity
  • Establish a high-bar performance culture rooted in accountability and rigor
  • Own Regional Revenue & Forecasting
  • Deliver regional ARR targets across net-new and expansion revenue
  • Build predictable, inspectable pipeline coverage (4–6x)
  • Own forecast accuracy and executive-level reporting
  • Coach Complex Enterprise Deals
  • Actively support AEs in high-stakes, multi-stakeholder sales cycles
  • Coach MEDDICC discipline, stakeholder mapping, pricing strategy, and executive alignment
  • Participate directly in executive conversations when needed
  • Build a Repeatable Enterprise Motion
  • Partner with Sales Ops, Marketing, Product, and Leadership to refine ICP, messaging, and sales process
  • Turn early wins into scalable playbooks across industries and regions
  • Operate as a GTM Leader, Not Just a Manager
  • Identify white-space opportunities and guide account strategy
  • Influence product roadmap based on enterprise buyer feedback
  • Lead through ambiguity and model ownership for the team


What We’re Looking For:


  • Enterprise Sales Leadership Experience
  • 10+ years in enterprise SaaS sales
  • 3–5+ years managing enterprise or strategic AE teams
  • Experience leading teams selling into Fortune 500 / 1000 organizations
  • Revenue & Deal Acumen
  • Track record of teams closing $500K–$1M+ ACV enterprise deals
  • Deep experience running long-cycle, multi-threaded sales motions
  • Strong command of enterprise sales methodologies (MEDDICC, Challenger, etc.)
  • Technical & Platform Selling Exposure
  • Background selling complex platforms (AI/ML, data, infrastructure, automation, or digital transformation)
  • Ability to coach technical and outcome-based selling without heavy SE dependency
  • Leadership & Operating Style
  • Hands-on, field-oriented leader who can coach deals—not just dashboards
  • Comfortable building process and structure from scratch
  • High-integrity, low-ego, intellectually curious operator
  • Thrives in ambiguity and fast-moving environments


Why This Opportunity


  • Competitive base + uncapped commission with leadership accelerators
  • Meaningful equity in a category-defining AI company
  • Direct partnership with executive leadership and influence on GTM strategy
  • Opportunity to build and shape the enterprise sales organization from the ground up
  • High-impact leadership role at a true company inflection point


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