Enterprise Sales Director, Retail

This is a fully remote position, open to applicants in Canada.

📋 Description

• Identify and engage potential customers through research, networking, and cold outreach.

• Establish new connections with enterprise clients and prospects to enhance revenue, pipeline, and deployment capabilities.

• Cultivate and sustain relationships with key decision-makers and stakeholders at major client accounts.

• Act as the main point of contact and strive to surpass customer expectations.

• Lead negotiations with both current and prospective clients, address concerns, and finalize agreements.

• Navigate contracts and agreements in collaboration with legal and finance teams.

• Develop and implement sales strategies aimed at achieving or surpassing sales objectives.

• Create customized sales presentations and proposals tailored for enterprise clients.

• Work alongside marketing on sales initiatives and presentations.

• Collaborate with the broader Go-To-Market, product, technical, and operations teams.

• Utilize AI tools for account research, personalized outreach, call summaries, pipeline forecasting, and deal execution.

• Continuously explore and adopt new tools to enhance sales effectiveness.

⛳️ Requirements

• 6–8 years of experience in an enterprise sales role focused on customer interaction and closing large accounts.

• Proven experience managing a quota of $1M or more.

• Experience overseeing complex end-to-end deals with ACVs in the 6- and 7-figure range.

• Exceptional verbal and written communication skills.

• Ability to analyze market trends, identify opportunities, and make informed, data-driven decisions.

• Proven history of identifying and targeting potential enterprise clients through research, networking, and cold outreach.

• Familiarity with the AI landscape, including key players and emerging trends, is a plus.

• Legally authorized to work in Canada.

• Capable of working from Canada.

🏝️ Benefits

• Flexible (unlimited) paid time off.

• Medical, dental, and vision coverage for you and your family.

• Life insurance and disability benefits.

• Retirement plan varying by country of employment.

• Parental leave.

• Fertility and family planning benefits through Carrot.

• Lunch, along with tasty snacks and coffee.

• Discretionary benefit stipend.

• Free alphorn lessons.

• Equity plans available for eligible full-time employees.

• Commission opportunities.

• Option to work from the Toronto office for those interested in an office environment.