Sales Director - Canada

Flooid
Remote

About The Position

The Flooid Sales Director for Canada will be responsible for driving net new revenue growth by identifying, prospecting, and closing new enterprise customers within Flooid’s target verticals. This is a pure hunter role focused on new logo acquisition, with an emphasis on selling to large retailers in Canada. The ideal candidate is a self-starter, highly motivated, and skilled at complex, consultative sales cycles with experience working closely with CIOs, CTOs, and senior decision-makers in enterprise retail environments. The Sales Director leverages Flooid’s solutions to address retailers’ challenges in POS modernization, self-checkout, loyalty, and customer engagement while establishing Flooid as the leading omnichannel transaction provider. Although the Sales Director for Canada will work exclusively on Flooid projects, the successful candidate will be employed by Flooid’s parent company, Glory Global Solutions, and compensation will be paid in Canadian dollars.

Requirements

  • At least seven years of experience selling enterprise SaaS software to retail industries and/or experience with complex, high-value enterprise level deals.
  • Hunter Mentality – Relentless in pursuing new business and closing deals.
  • Strategic Thinker – Ability to align Flooid’s solutions with retailers’ key business objectives.
  • Resilient – Thrives in a fast-paced, performance-driven environment, with the ability to work under pressure to tight timescales and prioritize accordingly.
  • Relationship Builder – Ability to gain trust and credibility with senior-level stakeholders.
  • Collaborator – Effectively communicates, interacts, and collaborates with diverse teammates across the business to achieve common goals.
  • Strong Negotiator – Can effectively navigate pricing discussions and complex deal structures for software and services.
  • Highly Organized & Data-Driven – Manages pipeline with discipline and provides accurate forecasting.
  • Self-Starter – Ability to quickly develop a working knowledge of Flooid products and services.

Responsibilities

  • Develop and execute a proactive new business sales strategy targeting large enterprise retailers, with a special focus on Canadian customers.
  • Identify and engage key decision-makers (CIOs, CTOs, Store Operations Leaders, and Procurement Teams) within target accounts.
  • Build and manage a strong pipeline of net new business opportunities, driving deals through the full sales cycle from prospecting to close.
  • Consistently achieve and exceed sales targets and quota through disciplined pipeline management.
  • Lead high-impact sales presentations, product demonstrations, and value-based conversations to showcase Flooid’s solutions.
  • Work closely with Pre-Sales, Solutions Consultants, and internal stakeholders to develop tailored proposals that align with customer needs.
  • Develop deep industry knowledge and competitive insights to position Flooid effectively against competitors.
  • Collaborate with marketing and business development teams to optimize lead generation and conversion.
  • Own and manage contract negotiations, working with legal, finance, and deal desk to finalize agreements.
  • Actively track all sales activities in CRM, ensuring accurate forecasting and reporting.
  • Travel to customer and prospect locations as needed (up to 25%).
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