Media Sales Professional - Insurance

Salary: OTE $180-200k CAD

Youre a highperforming B2B media seller who wants bigger accounts, a faster trajectory, and a genuinely modern sales environment. At Key Media, youll sell into a marketleading Insurance media portfolio, own Tier 1 relationships, and use cuttingedge AI tools to accelerate both performance and earnings.

Role: Media Sales Professional Insurance (B2B Digital Media)
Location: Flexible / hybrid | OTE: CAD $180k$200k (uncapped)

What youll be doing

Youll join a team of consultative, highperforming sellers in our Insurance vertical, with clear ownership and support:

Sales motion & impact

• Own and grow a portfolio of existing Tier 1 insurance accounts, with direct responsibility for revenue growth and renewals
• Develop multistakeholder relationships (carriers, brokers, service providers, tech vendors, agencies) and act as a trusted commercial partner
• Drive pipeline growth and revenue across our digital insurance brands via display, branded content, sponsorships and leadgen solutions
• Spot and convert new business opportunities within the broader insurance ecosystem to expand your portfolio
• Introduce innovative, datadriven solutions and adtech opportunities to deepen client engagement and share of wallet

How we sell (culture, pace, support)

• Join a collaborative, performancedriven team that shares playbooks, insights and wins
• Work closely with marketing, editorial and design to build campaigns that actually solve insurance client problems
• Operate with realistic KPIs, transparent expectations and full visibility of your pipeline and performance
• Benefit from structured onboarding and ongoing coaching focused on consultative, accountled enterprise sales

The tools & enablement

Youll sell with a modern, AIenabled stack, not spreadsheets:

• Enterprisegrade CRM to manage pipeline and key accounts
• Competitor analysis tools and market intel to sharpen your proposals
• Cuttingedge AI to support prospecting, email drafting, meeting review and daytoday productivity freeing you to focus on highvalue conversations

What success looks like

• First 6 months: youre fully ramped on our insurance brands and audience, running a healthy qualified pipeline, building strong relationships with key Tier 1 accounts, and hitting agreed rampup targets
• 12 months+: youre consistently meeting or exceeding revenue targets, demonstrating clear growth across Tier 1 accounts, and are recognised internally as a goto person in the Insurance vertical

Who will thrive in this role

Youre likely a strong fit if you:

• Have 3+ years proven B2B media or advertising sales experience
• Can demonstrate managing and growing Tier 1 / enterprise accounts, ideally in insurance or broader financial services
• Are motivated by ownership, accountability and seeing your numbers grow
• Bring strong clientfacing and negotiation skills, with a consultative, solutionsled approach
• Are comfortable with KPIs, pipeline discipline and a fastmoving commercial environment
• Are curious, coachable and excited to leverage AI and modern tools to level up your selling

This probably isnt for you if you prefer purely reactive / inbound sales or are uncomfortable with visibility around performance.

Whats in it for you

• OTE CAD $180k$200k, uncapped, with competitive base, commission on booked deals and accelerator models for top performers
• Ownership of highvalue insurance accounts within a global, marketleading B2B media business
• A clear path to bigger strategic accounts, leadership opportunities, or broader vertical responsibility
• Flexible hybrid working, paid volunteer leave, extra annual leave accrual for tenure, and recognition programs (awards, vouchers, travel incentives)

About Key Media

Key Media is a global business media company with leading B2B brands across insurance, finance, legal, HR and more, with offices in Sydney, Toronto, Auckland, Manila, Denver, London and Singapore. We connect business leaders with the insight, connections and recognition they need to thrive.

If youre ready to accelerate your sales career, grow Tier 1 insurance accounts and sell across worldclass B2B insurance brands, wed love to talk.

Vacancy status
This posting is for an existing vacancy that we are actively recruiting to fill.

Use of artificial intelligence in hiring
We use automated tools / artificial intelligence to help with note-taking during interviews. All decisions on candidate progression and hiring are made by human reviewers.

Inclusion, equity & accessibility
We are committed to employment equity and an inclusive, barrierfree selection process. We welcome applications from all qualified candidates, including members of visible minorities, Indigenous peoples, persons with disabilities, women, and persons of any sexual orientation or gender identity/expression. If you require accommodation during any stage of the recruitment process, please contact us .

Application updates
Candidates who interview for this role will receive an update on their application status no later than 45 days after their last interview, and in most cases much sooner.