VP of Sales

VP of Sales

Boston, MA (Preferred)

Boston, MA (Preferred)


About Profit Isle

Profit Isle is defining a new category: the Profit Operating System. Most companies rely on financial reports built on averages that hide where profit is truly made or lost. We capture and align data at the transaction level to reveal true net profit across customers, products, and channels. Our platform turns profit insight into action so leaders can identify and reduce profit drains, optimize performance, and drive profitable growth. We bring an AI-enabled approach to finance and business leaders in large, complex organizations who must meet their profit and growth targets despite today's ever-changing environment.


The Role

We are seeking a VP of Sales who is a category-builder, not just a pipeline manager. You will be responsible for architecting the commercial engine that brings the "Profit Isle Language" to the enterprise market. As a direct report to the CEO, you will transition the company from early-stage innovation to scalable, predictable revenue growth. You must be comfortable navigating ambiguity and selling a high-trust, complex product that challenges traditional financial assumptions.


Core Responsibilities
  • Commercial Strategy: Define and execute the global sales strategy, identifying market opportunities and aligning them with the company’s strategic goals.

  • Revenue Leadership: Drive the overall success and profitability of sales operations, ensuring alignment between market feedback and product development. This includes holding a quota and closing deals in the first 12-18 months.

  • Cross-Functional Collaboration: Partner closely with other members of the executive team to ensure the product roadmap supports high-value customer needs.

  • Team Building & Mentoring: Recruit and cultivate a high-performance sales organization, providing the coaching and career development needed to scale.

  • Strategic Planning: Proactively identify opportunities for innovation in the sales process, ensuring our innovative vision for the Office of the CFO translates into clear business value for customers.

  • Performance Metrics: Establish and formalize sales OKRs (Objectives and Key Results) and personal business commitments (PBCs) to ensure transparent, accountable growth.


What We’re Looking For
  • Systems Thinker: You care about the underlying unit economics of a deal and how our architecture supports long-term customer success.

  • Ambiguity Navigator: You can operate effectively without a perfect "playbook," prototyping new sales motions rapidly based on evolving customer needs.

  • Financial Literacy: A deep understanding of P&L statements and cost structures is essential to selling a product that redefines these very concepts.

  • Data-Driven Mindset: Familiarity with modern data architectures and how AI Agents and underlying systems can uncover hidden profit drivers.

  • Builder Spirit: You challenge the status quo of "standard" financial reporting and focus on creating a high-trust, category-defining market presence.


What You’ll Get
  • Direct Influence: Shape the commercial trajectory of a category-defining product.

  • Complexity & Impact: The opportunity to solve real, complex enterprise data problems for the world's most sophisticated organizations.

  • High-Output Culture: Join a team that values authentic output over optics.


Apply for this Role:

Cambridge, MA

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Ready to see profit clearly?

Understand what’s really driving profitability - and act with confidence.
Built with enterprise-grade, actionable and explainable AI.

Ready to see profit clearly?

Understand what’s really driving profitability - and act with confidence.
Built with enterprise-grade, actionable and explainable AI.

Ready to See Profit Clearly?

Understand what’s really driving profitability - and act with confidence.
Built with enterprise-grade, actionable and explainable AI.