Account Executive Media & Digital Advertising

As a Media Sales Representative / Account Executive, you will be responsible for selling digital advertising solutions for a B2B online news publisher, focused on long-term, relationship-based advertising partnerships. This role blends outbound prospecting, written and virtual selling, discovery-based meetings, and account renewals, with additional involvement in supporting the rollout of a newly launched self-serve advertising platform (Shop Squall).

You will work with marketing directors, senior executives, and marketing teams at national and regional organizations, primarily across the Greater Toronto Area, selling advertising programs across both established flagship publications and newly launching verticals. This is a dynamic role within a small, innovative, and technology-forward organization, offering strong long-term earning potential and career stability for someone who understands the advertising sales cycle.

COMPENSATION & BENEFITS

• $70,000 – $80,000 Base Salary
• Commission (renewals + new business)
• First-year OTE: $110,000 – $120,000
• Health Benefits
• Laptop

THE COMPANY & CULTURE

Our client is a Canadian technology-driven digital news publisher, founded in 2001 and headquartered in Ottawa. The company delivers free, ad-free, and paywall-free industry news, with flagship coverage in real estate and expanding publications across business, sustainability, technology, and emerging growth sectors.

With a lean team of approximately 2–10 employees, the organization operates in a highly collaborative, agile environment where sales, marketing, and editorial work closely together. The company is known for credible journalism, high reader trust (82% positive feedback), strong engagement, and a forward-thinking approach to digital publishing and advertising technology.

The organization is also supported by National Research Council (NRC) funding for software development, reflecting its innovative, technology-first approach to digital media.

OFFICE LOCATION & SALES TERRITORY

• Work-from-home / Outside Sales role
• Based in the Greater Toronto Area (GTA)
• Territory includes national accounts, with the majority of customers located in the GTA and Eastern Canada
• Ability to attend industry events and networking functions in the GTA is required
• Some clients in Quebec and Western Canada
• Travel is primarily local, with minimal out-of-province travel initially

THE PRODUCT / SERVICE / SOLUTION

• Digital advertising programs for a national online media publisher
• Advertising placements across multiple industry-specific publications
• Self-serve and supported ad-buying platform (Shop Squall)
• Integrated advertising and content-driven marketing opportunities
• Targeted campaigns leveraging a highly engaged, professional readership

SALES CYCLE & PRODUCT VALUE

• Advertising sales follow a seasonal cycle, with the majority of revenue closing between September and February
• March through August is heavily focused on prospecting, relationship-building, and pipeline development
• New business sales cycles typically range from 9–12 months
• Renewal contracts are usually annual or quarterly and often close quickly
• Role includes a mix of renewals, upsells, and new advertising programs
• Approximate time split:
• 70% established publications and renewals
• 30% new publications and growth initiatives

PROSPECTIVE CUSTOMERS / DECISION-MAKERS

• National and regional B2B organizations
• Property management, real estate, finance, sustainability, technology, and business services
• Marketing Directors
• Marketing Managers / Coordinators
• CEOs and Senior Executives
• Media buyers and brand decision-makers

TYPICAL DAY & DUTIES

• Sell digital advertising programs across flagship and newly launched publications
• Manage and renew existing advertiser relationships
• Prospect and build relationships with new advertisers via email, CRM, and direct outreach
• Conduct discovery calls and virtual meetings with senior marketing stakeholders
• Communicate professionally and persuasively in written sales correspondence, which is a critical success factor
• Support and help refine the rollout of the Shop Squall self-serve advertising platform
• Attend industry events and networking functions to build relationships and generate opportunities
• Collaborate closely with internal marketing and editorial teams
• Maintain accurate CRM records and manage a large contact database (6,000+ contacts)
• Adapt sales approach across multiple industries and publications

OVERNIGHT TRAVEL

• Occasional overnight travel for industry events or key client meetings
• Initially limited and primarily within Ontario
• Travel expectations may increase gradually as the sales program expands

PREFERRED EXPERIENCE & BACKGROUND

• 5+ years of B2B sales experience
• Experience selling digital advertising, media, or marketing-related services
• Strong written communication and email-based selling skills
• Experience managing long sales cycles and relationship-based accounts
• Comfortable working in a small, entrepreneurial organization
• Technically curious and comfortable supporting evolving digital tools
• Active and professional LinkedIn presence strongly preferred

EDUCATION

• Post-secondary education preferred

TECHNICAL SKILLS

• Microsoft Office (Word, PowerPoint, Excel)
• CRM systems (Copper experience is an asset)
• Digital sales and advertising tools
• Virtual meeting platforms (Zoom, Teams, etc.)
• Ability to interpret campaign performance and customer metrics

SUPPORT & TRAINING

• On-the-job training
• Mentoring and collaboration with leadership and marketing
• Ongoing learning as new publications and platforms launch

COMPETITIVE ADVANTAGE

• 20+ years of credible journalism and brand authority
• Free, ad-free, paywall-free content model driving high engagement
• Highly targeted, industry-specific readership
• Innovative advertising technology supported by NRC funding
• Diversification into fast-growing industries
• Lean, agile organization with direct access to leadership

WHY YOU SHOULD APPLY

• Recession-resistant product
• Long-term relationship-based sales role
• Opportunity to grow with a company launching new publications
• Strong base salary with realistic commission upside
• Innovative, technology-driven media organization

OTHER SALES JOBS If this job is not ideal for you, please upload your resume for future consideration at Or visit our website to view other available sales jobs at ABOUT JUST SALES JOBS Just Sales Jobs sources and places Top Sales Talent from Toronto to Kitchener/Waterloo and Cities in between. We use Artificial Intelligence and Machine Learning technologies along with a proven hiring methodology to identify Top Sales Talent. Just Sales Jobs has earned a reputation as the best recruitment agency in Ontario. We source and place for Sales Positions between Toronto and Kitchener/Waterloo, and cities in between. Sales positions we hire for include, Vice President of Sales, National Sales Director, Sales Director, Director of Sales, Regional Sales Manager, Territory Sales Manager, Sales Manager, Vice President Business Development, Business Development, Business Development Director, Business Development Representative, Business Development Manager, Business Development Officer, Sales Representative, Senior Sales Representative, Sales Development Representative, Account Manager, Account Executive, Senior Account Manager, Telemarketer, Inside Sales, Outside Sales, Door to Door Sales. Our client is an equal opportunity employer committed to creating a diverse and inclusive, barrier-free workplace. They strive to provide a safe, healthy and respectful workplace where individuals are valued for their contributions. Our client encourages applications from women, aboriginal peoples, members of visible minorities, and persons with disabilities.Our client is committed to providing an accessible and supportive recruitment experience for persons with disabilities. If you require accommodations at any stage of the recruitment process, please notify us in advance at thank all applicants in advance for their interest however, only those candidates under consideration will be contacted.