Enterprise Sales Development Representative (Retail)

TL;DR

Enterprise Sales Development Representative (Retail): Generating and qualifying leads for enterprise retail clients with an accent on proactive prospecting via multiple channels and strategic relationship building. Focus on understanding complex client challenges, collaborating with Account Executives, and consistently achieving high-velocity sales goals.

Location: Remote, but hiring and compensation are specifically for candidates based in Ontario, Canada.

Salary: CAD $45,000–$90,000

Company

hirify.global is a global commerce platform providing solutions that help merchants innovate to simplify, scale, and provide exceptional customer experiences for retail, hospitality, and golf businesses worldwide.

What you will do

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

Requirements

• 2–5 years of experience in SaaS outbound sales, preferably with enterprise or mid-market retail clients.
• Proven ability to cold-call, email, and engage enterprise stakeholders in complex sales cycles.
• Strong communication and relationship-building skills.
• Tech-savvy, strategic, and comfortable navigating enterprise accounts.
• Entrepreneurial mindset with a bias toward action and adaptability.
• Fluency in English as a working language is required.

Nice to have

• Experience selling into enterprise retail clients.
• Familiarity with POS systems or other software platforms in large organizations.
• Experience with consultative selling approaches such as MEDDPICC or BANT.

Culture & Benefits

• Flexible work environment that empowers you to do your best work.
• A culture that celebrates performance and offers career-defining opportunities.
• Flexible paid time off and remote work policies.
• Equity options and contributions to your pension plan.
• Training opportunities to grow your skills and career.
• Health and wellness credit and time off to volunteer.
• Access to interest groups, employee-led networks, social committees, and sponsored sports teams.
• Computer purchase program to get your personal Macbook and enhanced parental leave.