Fractional Chief Revenue Officer

DSC is a boutique Canadian data and AI consulting firm serving emerging businesses through to large enterprises across North America. The Fractional CRO will report directly to the Founder and CEO and hold full accountability for revenue growth, with a mandate to professionalise the sales function and scale it beyond its current founder-led and referral-driven model.

The engagement begins at approximately 30 hours per month and is expected to grow alongside agreed revenue milestones. There is potential for the role to convert to full-time. The initial term targets a January 2027 start for six months, structured as an independent contractor arrangement, with occasional travel to the Greater Toronto Area and client or industry events across Canada and the US.

• Own the revenue plan and forecast, translating growth goals into quarterly pipeline, bookings, and revenue targets by channel.
• Design and operate a repeatable sales process covering ideal customer profile, pipeline stages, qualification, discovery, pricing discipline, and CRM standards.
• Build outbound and account-based pipeline into priority segments, with target account lists, multi-step outreach, and defined meeting and opportunity targets.
• Develop partner-sourced revenue through co-sell programmes with cloud data platform partners, including account mapping, deal registration, and joint pursuits.
• Lead referral, upsell, and expansion strategy for existing customers in collaboration with Customer Success and Delivery.
• Coach, develop, and grow the sales team, setting priorities against the revenue plan and managing hiring as the business scales.

• 10 or more years in B2B sales, including at least 5 in a senior sales leadership role such as CRO, VP Sales, or Head of Sales at a professional services, consulting, or IT services firm.
• Demonstrated record of scaling a services firm sales engine from founder-led to team-led, ideally through a comparable revenue growth stage.
• Experience building outbound and partner-sourced pipeline with measurable results at a services firm.
• Proven ability to sell high-value technical services to both technical buyers (CTOs, heads of data) and business buyers (CFOs).
• Sales process, pipeline management, and forecasting built and run in a modern CRM.
• Experience hiring and managing small sales teams in a services environment.

DSC is a Canadian data and AI consulting firm that helps organisations across North America modernise data infrastructure, improve reporting, and build the foundations for AI and machine learning. The firm focuses on boutique attention combined with enterprise-grade delivery, using modern data stacks and transparent communication.