Canada

Posted Aug 26, 2026

About Flipp

Flipp partners with the largest North American retailers and brands to deliver local promotions and savings to millions of engaged shoppers daily, driving superior returns on investments.

We help people make smarter shopping decisions with autonomy and accountability. With rising living costs, Flipp's mission is crucial. Our Shopper Consideration Platform allows retailers and manufacturers to create digital experiences from their savings & deals content, aiding shoppers in deciding what to buy and where to buy it. Together, we make a difference.

In 2024, Flipp joined forces with the European company Shopfully, creating a global leader in the sector. Together, we reach 400 million households and serve over 1,000 top retailers and brands across 27 markets, including Europe, Canada, the USA, Latin America, and Australia.

Our five principles, Progress Over Perfection, Clarity Through Transparency, Learn Loudly, Challenge with Empathy, and Always Build Better, bring a relentless progress mindset to life. They’re not just slogans, but they’re the behaviours we expect, reward, and hold ourselves accountable to. You'll be equipped to make an impact, realize your potential, and stay inspired every step of the way.

Flipp’s Retail Digital Transformation Lead bridges the gap between technical solutions and sales strategies, providing dedicated support to product and sales teams to drive the expansion and adoption of Flipp’s Switch Print to Digital product and strategic ownership of Retail Digital Transformation initiatives in North America. This role will report into the Marketing Science team at Flipp + Shopfully, which works cross-functionally with clients, analysts, and external partnerships to measure the impact of digital media and leveraging Flipp’s data to drive partner outcomes.

As the Retail Digital Transformation Lead at Flipp, your primary focus will be to provide dedicated support to our sales teams in driving expansion and adoption of Flipp + Shopfully’s Switch Print to Digital (SP2D) tool to our retailers across North America. We are seeking an expert in orchestrating both print media and digital media for retailers to act as a strategic advisor to the Switch Print to Digital(SP2D) product and Retail Digital Transformation initiatives. The ideal candidate will guide our Go-to-Market strategy, ensuring we effectively assist retailers in reallocating print circular budgets into high-fidelity digital campaigns.

You will develop account strategy and strengthen partnerships by influencing their long term retail technology & digital media objectives. You will build new opportunities, lead product demos and close deals driving while ensuring strategic objectives and revenue growth are met with each account. You will bridge the gap between product capabilities and market reality, ensuring our sales teams are equipped to handle complex objections from sophisticated retail buyers.

You will be working closely with Marketing Science as well as cross functionally including Operations, Partner Technology, Partner Insights & Analytics, Finance, and Media Sciences. You will be accountable to an annual quota to drive business results.

What you'll get the opportunity to do:

• Sales and Pipeline Management

  • You will lead the end to end Sales cycle of our SP2D product (ie pitch, presentations, product demos) for our retail partners as the Subject Matter Expert, playing a strategic and consultative role until deals are closed.

  • As SP2D is a technically-driven, algorithm-based, analytical tool, you will also work closely with colleagues in Marketing Science to improve and leverage the outputs from the algorithm to deliver to retailers. A typical sales cycle includes both client pitches and running the SP2D itself to develop regional execution plans to deliver back to retailers.

• Pre-sales Strategic Solutioning

  • You work closely with customers to uncover the customer’s desired business outcomes and technical requirements and orient all activities in the sales process to these outcomes. Act as a trusted advisor to clients during the pre-sales phase, providing ongoing support and ensuring customer satisfaction until implementation

• Cross Functional Collaboration & GTM Management

  • You will be working closely with our Product Marketing, Product & Retail Technology teams to ensure seamless transition and product adoption.

  • You will collaborate effectively with cross functional teams as required and us the voice of the customer, sharing market feedback with internal product and engineering teams, to help shape the product roadmap and strategy of retail technology

• Measurement, Data and Localization

  • This role will develop a rigid framework for client onboarding, detailing exactly which data points are required to run the SP2D model (e.g., store lists, print quantities per location, incumbent cost structures). It will also advise on the required fidelity of distribution. Determine how to achieve deep local saturation (store-level vs. region-level) and how to ratchet up digital intensity in specific geographic pockets, and map the SP2D divest/reinvest recommendations specifically to Flipp’s product suite.

  • The ideal candidate will be able to define how we tie post-campaign measurement back to the initial SP2D investment suggestions to prove accuracy and ROI, build robust measurement standards that meet the needs of sophisticated retail buyers, and determine the specific metrics and KPIs required to overcome skepticism from traditional print-heavy buyers.

What you'll bring to the team:

• Experience in orchestrating and measuring both print and digital marketing initiatives at retailers.

• 3-5+ years of leveraging technical solutions to drive sales efforts. An ideal candidate has both technical analytical skills and the ability to sell the outputs and solutions to clients.

• SaaS/Solution …