Enterprise Sales Development Representative (Retail)

TL;DR

Enterprise Sales Development Representative (Retail): Generating and qualifying leads for enterprise retail clients with an accent on outbound prospecting and relationship building with high-level stakeholders. Focus on navigating complex sales cycles and achieving growth targets in a high-velocity SaaS environment.

Location: Must be based in Ontario, Canada

Salary: $45,000 - $90,000 CAD

Company

hirify.global is a cloud-based commerce platform helping retail, hospitality, and golf businesses unify their online and physical operations.

What you will do

• Proactively prospect enterprise retail accounts via phone, email, social media, and other outbound channels.
• Engage with enterprise-level stakeholders (Directors and above) to identify challenges and build relationships.
• Collaborate with Enterprise Account Executives to ensure strategic lead handoff and follow-up.
• Provide market feedback to marketing and sales teams to refine outbound strategies.
• Consistently achieve monthly, quarterly, and annual sales goals in a high-velocity environment.

Requirements

• 2–5 years of experience in SaaS outbound sales, specifically with enterprise or mid-market retail clients.
• Proven ability to cold-call and engage stakeholders in complex sales cycles.
• Fluency in English as a working language.
• Entrepreneurial mindset with a bias toward action.
• Must be based in Ontario, Canada.

Nice to have

• Experience selling specifically into enterprise retail clients.
• Familiarity with POS systems or large-scale software platforms.
• Experience with consultative selling methodologies such as MEDDPICC or BANT.

Culture & Benefits

• Flexible work environment with remote work policies.
• Equity options and contributions to a pension plan.
• Health and wellness credits and comprehensive insurance.
• Flexible paid time off and enhanced parental leave.
• Continuous training and professional development opportunities.
• Computer purchase program for a personal Macbook.