Sales Director

Flooid

Sales Director for Canadian market focused on new enterprise customer acquisition. Leading sales strategy and engagement with key decision-makers in retail industry.

Posted 6/22/2026full-timeRemote • 🇨🇦 CanadaLeadWebsite

About the role

Key responsibilities & impact

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%).

Requirements

What you’ll need

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.

Benefits

Comp & perks

Flooid is an innovative software technology company offering cutting edge retail and hospitality solutions to major global brands, from point of sale, mobile, online, social and beyond, as well as solutions for Cloud and Managed Services, ensuring our retail partners have everything they need to make the sale.
Candidates must be based in the Eastern or Central Time Zones.
We promote a flexible work environment that allows you to balance your work responsibilities with other priorities, like picking up your children, caring for an aging parent, or attending important family events.
Work is performed in an office setting with frequent interruptions. This position requires the ability to sit or stand at a workstation for extended periods of time. The ability to communicate effectively in person, by phone, and on electronic devices is necessary to perform this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
Flooid is an Equal Employment Opportunity (EEO) Employer and complies with Title VII of the Civil Rights Act of 1964 and all other applicable federal, state, and local laws and regulations pertaining to EEO as well as subsequent guidelines established by the EEO Commission.

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Hard Skills & Tools

enterprise SaaS software salespipeline managementcontract negotiationssales forecastingsales presentationsproduct demonstrationslead generationvalue-based sellingcustomer relationship management (CRM)complex deal structures

Soft Skills

hunter mentalitystrategic thinkerresilientrelationship buildercollaboratorstrong negotiatorhighly organizeddata-drivenself-starterability to work under pressure