This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Sales Director - Retail based in Canada. The Sales Director - Retail will play a key role in accelerating enterprise growth by helping leading consumer brands transform customer engagement through AI-powered solutions. This role combines strategic sales leadership, relationship management, and business development expertise to drive revenue and expand market presence. The successful candidate will own complex enterprise sales cycles, build trusted partnerships, and help shape the future of AI-driven customer experiences. Working in a fast-paced, innovative environment, this leader will collaborate closely with product, technical, marketing, and operations teams to deliver impactful solutions. This position offers the opportunity to influence go-to-market strategy, define sales processes, and contribute directly to company growth. The ideal candidate is a customer-focused sales executive who thrives in building new markets and closing high-value opportunities. \n

Accountabilities: The Sales Director - Retail will be responsible for driving enterprise revenue growth, developing strategic customer relationships, and contributing to the evolution of the sales organization. This role requires a strong understanding of enterprise sales motions, customer needs, and market opportunities, while partnering cross-functionally to deliver exceptional outcomes. Identify and target enterprise prospects through market research, networking, outbound strategies, and relationship-building initiatives. Build and maintain strong relationships with senior decision-makers and key stakeholders within major retail organizations. Own end-to-end enterprise sales cycles, including prospecting, discovery, presentations, negotiations, contract discussions, and closing activities. Manage complex, high-value opportunities and effectively navigate multi-stakeholder decision processes. Develop and execute sales strategies aligned with revenue goals, market trends, and customer needs. Create compelling sales presentations, proposals, and business cases tailored to enterprise customers. Partner with marketing teams to support demand generation initiatives, campaigns, and sales enablement efforts. Help define and improve sales processes, methodologies, and go-to-market strategies within a growing organization. Collaborate with product, technical, operations, and customer teams to ensure successful customer outcomes. Provide market insights and customer feedback to help influence product strategy and business priorities. Requirements: The ideal candidate is an experienced enterprise sales leader with a proven track record of driving revenue growth, managing complex deal cycles, and building strategic customer partnerships. This role requires strong communication skills, commercial judgment, and the ability to operate effectively in an evolving technology environment. 8-12+ years of experience in enterprise customer-facing sales roles with a focus on identifying and closing large accounts. Proven experience managing significant sales quotas, including $1M+ quota ownership and complex six- and seven-figure annual contract value deals. Demonstrated success leading full sales cycles from prospecting through negotiation and close. Strong enterprise relationship-building skills with the ability to engage executive-level stakeholders. Exceptional verbal, written, presentation, and negotiation skills. Analytical mindset with the ability to evaluate market trends, identify opportunities, and make data-driven decisions. Proven ability in prospecting, lead generation, and developing new business opportunities. Experience building sales strategies, teams, or go-to-market motions in early-stage or high-growth environments. Strong understanding of customer-centric selling and business value creation. Familiarity with AI technologies, industry trends, and emerging software solutions is highly desirable. Benefits: The organization provides a comprehensive benefits package designed to support employees’ professional success, personal well-being, and long-term growth. Competitive compensation package with opportunities for equity participation for eligible employees. Flexible unlimited paid time off to support work-life balance. Medical, dental, and vision coverage for employees and their families. Life insurance and disability benefits. Retirement plan options depending on country of employment. Paid parental leave and family support benefits. Fertility and family-building support through dedicated programs. Professional growth opportunities within an innovative AI-focused environment. Flexible benefits stipend to support individual needs and priorities. Access to workplace perks, including meals, snacks, coffee, and team-focused experiences. Inclusive culture focused on trust, customer obsession, craftsmanship, innovation, and collaboration.

\n How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time. #LI-CL1