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Job Post Details

Associate Account Executive, Media Sales - job post

Fifth Story
Toronto, ON M4W 3C7•Hybrid work
$60,000–$90,000 a year - Full-time

Job details

Pay

  • $60,000–$90,000 a year

Job type

  • Full-time

Location

Toronto, ON M4W 3C7•Hybrid work

Benefits

Pulled from the full job description

  • Paid time off
  • Vision care
  • Dental care
  • Extended health care
  • Company events

Full job description

Ready to take the next step in your career?

If you have experience in PR, communications, media, advertising, agency services, sponsorships, or content marketing and want to pursue sales, this role could be for you.

This role is for someone early in their career who understands campaigns, clients, and storytelling, and is ready to move into sales.

About Fifth Story

Fifth Story is a Canadian earned media company with 45+ years of experience helping brands, government, and agencies turn stories into editorial content such as articles, radio, and video published by trusted media outlets nationwide.

We don’t sell ads. We help clients earn credibility, reach, and measurable results through editorial media. Our proven model delivers strong close rates and lasting client relationships.

Learn more: https://fifthstory.com/

Why Sales at Fifth Story?

You will have the opportunity to learn, grow, and earn in this role.

  • Uncapped commission — your growth drives your earnings
  • Established clients + new opportunities — not starting from zero
  • High client retention—our services deliver results that encourage return business.
  • Proven media solutions — articles, radio, video, and measurement
  • Support & mentorship — you’ll work alongside experienced sales, editorial, and media teams.

The Role

This proactive, outreach-driven sales role requires starting conversations, following up, and advancing opportunities. It’s a quota-carrying position focused on development.

You’ll build the skills and confidence to:

  • Own client relationships
  • Drive revenue and account growth
  • Sell earned media solutions consultatively
  • Build a long-term career in media sales.

You’ll be supported and coached, and you’ll also be trusted with real responsibility.

What You’ll Do

  • Proactively reach out to new clients and maintain strong relationships with existing clients. Serve PR agencies, communications teams, brands, and organizations through effective outreach and communication.
  • Manage and grow a portfolio of accounts through renewals and upsells
  • Regularly identify, contact, and re-engage inactive clients to revitalize business relationships.
  • Prepare and deliver client presentations that clearly and persuasively articulate Fifth Story's value and solutions.
  • Oversee the entire sales process, from initiating conversations to securing signed agreements and closing deals.
  • Track activity, pipeline, and performance in our CRM
  • Collaborate closely with editorial, production, and media relations teams.

Skills & Background

This role is ideal for someone with:

  • 2–5 years of experience in PR, communications, media, advertising, agency services, sponsorships, partnerships, business development, or consultative sales.
  • Demonstrated experience working with clients, agencies, marketers, communications professionals, or media stakeholders.
  • Experience presenting ideas, proposals, campaigns, or solutions to clients or internal stakeholders.

Bonus: Experience with earned media or content-driven marketing.

You'll succeed here if you:

  • Enjoy connecting with new people through calls, email, LinkedIn, and networking.
  • Are comfortable hearing "no" and staying persistent
  • Build strong relationships and follow up consistently.
  • Are coachable and motivated to improve
  • Like working toward targets and tracking progress
  • Take ownership of results.

In your first year, you'll:

  • Build relationships with agencies, marketers, and communications professionals across Canada.
  • Develop new business opportunities through proactive outreach and account growth.
  • Become a trusted advisor on earned media and consistently achieve revenue targets.

How You’ll Grow (and Win) Here

  • You’ll learn to sell consultatively, not transactionally.
  • You’ll work in a target-driven but relationship-focused environment.
  • You’ll gain confidence owning conversations, accounts, and outcomes.
  • You’ll be supported and expected to grow.

What You Get

  • Competitive base salary + uncapped commission
  • Hybrid role (Toronto-based)
  • Health benefits & perks

Job Type: Full-time

Pay: $60,000.00-$90,000.00 per year

Benefits:

  • Company events
  • Dental care
  • Extended health care
  • Paid time off
  • Vision care

Ability to commute/relocate:

  • Toronto, ON M4W 3C7: reliably commute or plan to relocate before starting work (required)

Application question(s):

  • Do you see yourself building a career in sales? (Yes/No)
  • Are you comfortable proactively reaching out to new contacts and organizations as part of your role? (Yes/No)
  • Have you ever pitched an idea, proposal, or solution to a client, partner, or stakeholder? (Yes/No)

Experience:

  • media, marketing, PR, or sales-adjacent client-facing roles: 2 years (required)

Language:

  • English (required)

Work Location: Hybrid remote in Toronto, ON M4W 3C7

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