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AI Products - Pre-sales & Customer Success Specialist

Job in Toronto, Ontario, C6A, Canada
Listing for: This is Gain Ltd
Full Time position
Listed on 2026-02-28
Job specializations:
  • IT/Tech
    Digital Marketing, Data Analyst, AI Engineer
Salary/Wage Range or Industry Benchmark: 85000 - 100000 CAD Yearly CAD 85000.00 100000.00 YEAR
Job Description & How to Apply Below

GAIN is a creative-led, insight-driven company that blends data, tech and creativity. We believe the best ideas emerge where intelligence and creativity unite, where insight sparks imagination, and where innovation turns possibility into progress.

We are explorers of new frontiers, shaping bold strategies that move people, brands, and businesses forward. Individually and together, our specialist teams provide the vision, data, and confidence brands and organizations need to make braver, more impactful decisions.

Today as GAIN, we work as a united force, using data to fuel creativity, and technology to unlock new possibilities. As imagineers we don't just embrace innovation - we engineer it, transforming information into action, and ideas into breakthroughs.

This is where rebel thinking, smart technology, and data-driven creativity shape the future.

Through our five specialist teams:
Creative Studio, Conversion, Customer Science, Experience and Performance. Individually, and together, we work to fuel your growth and deliver measurable impact.

The Role

We are seeking an AI Products – Pre-sales & Customer Success Specialist to become the primary client-facing specialist for GAIN’s AI product suite, with an initial focus on two AI products: one centered on Performance Creative and the other on Conversion Rate Optimization (CRO). You will lead discovery and solutioning with prospects whose needs go beyond self-service, delivering compelling demos, shaping proposals, and positioning the right combination of GAIN products and services.

In addition, you will oversee onboarding and early success for clients purchasing higher-tier subscriptions, ensuring they realize value quickly and are set up for long-term adoption.

This role sits at the intersection of product, sales, and customer success, working closely with the Chief Digital Officer, Product, Engineering, Performance, Conversion, Services and Operations teams.

Responsibilities

Pre-sales & Solution Consulting

  • Lead discovery conversations with prospects to understand business context, performance challenges, and AI maturity, especially across performance creative and Conversion Rate Optimization (CRO).
  • Deliver structured, tailored demos of GAIN’s AI products, showcasing how the platforms support end-to-end journeys from acquisition and creative testing through conversion optimization.
  • Translate prospect requirements into concrete solution architectures that combine GAIN’s AI tools with relevant GAIN services (e.g., Performance, Experience, Conversion).
  • Partner with sales and marketing to shape proposals, statements of work, and subscription recommendations for mid‑market and enterprise opportunities.
  • Capture and organize prospect feedback and objections, feeding it back into product roadmaps, positioning, and collateral.

Demos, Enablement & GTM Support

  • Own the end-to-end demo program for higher-touch prospects: scheduling, preparation, configuration of demo environments, and follow-up materials.
  • Collaborate with Product owners, Marketing and Digital teams to keep demo scripts, narratives, and collateral aligned with the latest product capabilities and GTM priorities.
  • Support webinars, events, and field marketing with live demos and Q&A, representing GAIN’s AI products to growth, marketing, and services teams.
  • Help define and refine qualification criteria and playbooks for when prospects should receive high-touch demos versus self-service experiences.
  • Comfortable representing GAIN’s AI products externally, including for demos, webinars, product walkthroughs, and presenting thought leadership content.
  • Sharing product perspectives, learnings, and use cases in collaboration with Marketing and Product teams on relevant social media platforms such as Linked In.

Customer Onboarding & Success

  • Lead onboarding for clients purchasing higher-tier subscriptions, from kick-off through initial activation and first value.
  • Map client use cases to platform features, designing onboarding plans, success criteria, and measurement frameworks tied to performance outcomes.
  • Work with clients to set up integrations, workflows, and initial experiments (e.g., creative testing plans, CRO…
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