About ExpensePoint

ExpensePoint is a fast-growing SaaS company in the early growth stage. We help organizations simplify and scale their expense management processes with an intuitive, powerful platform. As we continue to scale, we are looking for a business builder who can step into executive leadership, own multiple commercial functions, and help us grow from startup to scale-up.

The Role

We are seeking a VP of Revenue & Customer Experience (with a clear pathway to COO) who will partner directly with the CEO. This leader will independently manage and run Sales, Marketing, Customer Support, Customer Success and Finance/Analytics) and build the foundations for scaling beyond 100 employees.

Key Responsibilities

  • Own and lead several commercial functions (Sales, Marketing, Support, Success, with the opportunity to expand into Finance/BI).
  • Build and scale teams - hire, coach, and grow hungry, smart people rather than relying on "perfect hires."
  • Create and drive culture - foster empowerment, ownership, bottom-up innovation, and cross-functional collaboration.
  • Design long-term strategy & roadmaps for your functions and align on OKRs with the CEO (operate independently day-to-day).
  • Carry accountability for results - experience managing quotas, P&L, or equivalent operational targets.
  • Develop metrics, reporting, and analytics to ensure execution excellence and visibility.
  • Support product growth - surface customer insights to influence roadmap, improve onboarding, and shape GTM strategy.
  • Partner with CEO on scaling strategy, helping the business move from ~20 people to 100+.

Core Qualifications

  • Experience in SaaS at growth stage (20-100+ employees).
  • Proven leadership of at least one full function; exposure to multiple (Sales, Marketing, Success, Support, Finance).
  • Track record of managing teams, hiring and developing talent.
  • Experience carrying a quota, P&L, or measurable commercial accountability.
  • Strong problem-solving and analytical skills (structured, data-driven, able to break down complex challenges).
  • Self-driven builder with an ownership mindset.
  • Comfortable with ambiguity, pivots, and experimenting toward product-market fit.
  • Fluent in managing HubSpot.
  • Leading remote/distributed teams.

Preferred Experience

  • Experience with finance/accounting/payment SaaS or products selling into the CFO's office.
  • Experience with partnership models (banks, channels, etc.).
  • Worked with $5-10K ACV products with complex onboarding.
  • Experience pivoting horizontal SaaS to verticals.

Why Join Us?

  • Impact: Step into a true builder's role with visibility to CEO and Board.
  • Growth: Opportunity to move into COO scope as the company scales.
  • Culture: Entrepreneurial, ownership-driven environment.

Stage: Be part of scaling a SaaS company during its most exciting growth phase

Please send your CV with the answers to the following two questions:

  • How comfortable to you feel heading sales, success and support teams? Why do you feel this level of comfort, describe your experiences?
  • Describe a time when you led a full business function (e.g., Sales, Marketing, Success, or Support) through a period of growth or change. What were your key priorities, and what measurable impact did you have on team performance or business outcomes?

Informations supplémentaires

Winnipeg, MB, Canada

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