Job Summary

We are seeking a Freelance Hunter‑Focused Outbound Sales Executive to aggressively drive new revenue by selling advertising placements on our website. This role is 100% outbound, high‑activity, high‑impact sales. You will spend your time prospecting, pitching, negotiating, and closing — not waiting for inbound leads.

If you love the chase, excel at opening doors, and want a role where your wins directly move the revenue needle, this is the environment you’ll thrive in.

Core Responsibilities (Hunter‑Driven)

- High‑Volume Prospecting — Identify, target, and contact new advertisers, agencies, and media buyers daily.
- Pipeline Ownership — Build and manage a self‑sustaining pipeline of qualified opportunities.
- Cold Outreach Mastery — Use calls, emails, and strategic outreach to open new accounts.
- Solution Selling — Craft custom advertising packages and sponsorships tailored to each prospect.
- Competitive Negotiation — Negotiate pricing, terms, and placement details with decision‑makers.
- Closing New Business — Drive deals to close and consistently hit or exceed revenue targets.
- Account Transition & Growth — Maintain relationships and identify upsell opportunities.
- Campaign Coordination — Oversee approved ad placements and ensure smooth execution.




- Performance Reporting — Provide advertisers with clear summaries and performance insights.
- Revenue Maximization — Optimize yield from existing inventory and traffic.

Qualifications

- 3+ years of outbound sales experience, ideally in advertising, media, or sponsorship sales
- Proven ability to hunt, open, and close current business
- Strong cold outreach, negotiation, and closing skills
- Self‑motivated, competitive, and comfortable working independently
- Driven by KPIs, revenue targets, and performance metrics

Assets (Nice‑to‑Haves)

- Bilingual (English/French)
- Experience selling advertising inventory or sponsorships
- Background working with agencies, resellers, or media buyers
- Familiarity with tools used to track campaign performance
- Basic understanding of audience growth and traffic strategies

Important Note

This is strictly an outbound hunter role. Only candidates with outbound sales experience will be considered.

How to Apply

Apply through Indeed and include:

- Your resume
- Examples of past sales results, closed deals, or campaigns you’ve sold

Pay: $30,000.00-$50,000.00 per year

Work Location: Hybrid remote in North York, ON M6L 1B8

📌 Outbound Sales Executive (Hunter Role – Advertising Sales) (Canada)
🏢 Out o'The Box
📍 Canada