About Raisin

raisin is a mission-driven SaaS company serving nonprofit organizations across North America and supports the giving by over 1 million individuals every year. We help organizations strengthen the human connection that makes giving possible through flexible fundraising software and digital strategy.

We are entering our next phase of growth, evolving our platform to be AI-native and building a modern, scalable revenue engine. We are looking for a senior leader to architect and scale that engine.

The Role

The VP of Go-To-Market will build and architect raisin’s end-to-end revenue engine spanning Sales and Marketing to drive predictable growth, deepen client relationships, and create a scalable, mission-aligned system.

You will operate as both strategist and player-coach: helping to close meaningful accounts while designing the systems, team, and technology that will power long-term growth. Over time, this role has the potential to expand in scope based on performance and company growth.

What Success Looks Like In Year One

Drive Predictable Revenue Growth: Deliver ARR targets by focusing on ideal customer profile (ICP) accounts while maintaining strong client retention and long-term relationships.
Build a Scalable GTM Engine: Design and operationalize a high-performing go-to-market model leveraging targeted hiring, AI-enabled workflows, and robust RevOps/GTM Engineering to enhance data integrity, pipeline efficiency, and conversion.
Foster a High-Performance Culture: Establish a high-trust, mission-driven environment that emphasizes accountability, performance, and team development.
Lead as a Player-Coach: Contribute directly to revenue by closing strategic deals while mentoring and elevating team performance.
Ensure End-to-End Alignment: Align Marketing, Sales, and Client Success to create a seamless funnel, enabling a predictable revenue engine and clear, actionable reporting.

What We’re Looking For

Experience & Track Record

Proven history of consistently hitting and exceeding revenue targets in a VP, Director, or senior player-coach capacity.
Demonstrated ability to build and scale a revenue engine not just operate within one.
Strength in either Sales Leadership or Marketing Leadership, with a clear plan to strengthen the complementary discipline.
Experience managing outbound and pipeline creation.
Comfort leveraging technology, automation, AI tools, and/or Revenue Operations to improve efficiency and forecasting accuracy.
Authentic alignment with nonprofit or mission-driven organizations.

Leadership & Approach

Strong developer of people and passionate about building future leaders
Thinks in systems and leverage (people, process, technology, AI), not just headcount.
Comfortable operating as a player-coach in a scaling environment.
Scrappy, entrepreneurial, and adaptable.
Humble and collaborative, strong cross-functional partner.
Data-driven but people-centered.
Long-term oriented and motivated to grow with the company.

Why This Role Is Different

This is not a corporate maintenance role. This is an opportunity to design and build a modern GTM engine inside a mission-driven company. If wildly successful over the next 24 months, this role has the potential to expand into broader revenue ownership.

Compensation

raisin® expects to offer an OTE in the range of $275,000 to $300,000 CAD. Individual compensation within this range is determined based on job-related skills, experience, and location. Total compensation may also include additional benefits and growth opportunities.

AI in Recruitment

raisin® does not use artificial intelligence to evaluate or screen candidates during the recruitment process. Our team reviews all applications to ensure a thoughtful, human-centred hiring experience.

raisin Software

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