Jobs in Montreal, Kanada

Remote (ideally Los Angeles or New York City and surrounding areas)

Help power the digital backbone of the world’s most influential publishers while building a territory in the fastest-growing segment of enterprise content management.

The media industry is at an inflection point. Legacy revenue models are cracking, audience expectations are skyrocketing, and the pressure to do more with less has never been higher. This disruption creates opportunities for publishers who move fast and think differently.

WordPress VIP isn’t just another CMS: we’re the content infrastructure powering digital transformation for News Corp, Vox Media, Disney, and hundreds of other media leaders. Combined with Parse.ly's audience intelligence engine, we give publishers tools to not just survive change, but lead it.

• Build and manage a pipeline focused on the media & entertainment vertical.
• Close both strategic seven-figure enterprise deals and high-velocity transactional opportunities.
• Consistently exceed quota.

• Establish yourself as the go-to technology advisor for C-suite media executives.
• Navigate complex procurement processes, RFPs, and multi-stakeholder decision cycles.
• Transform prospects into long-term strategic partnerships that expand year-over-year.
• Generate your own pipeline through creative, high-impact outbound strategies.
• Collaborate with our world-class SDR and marketing teams to amplify market presence.
• Provide customer insights that directly influence our product roadmap and go-to-market strategy.

• Position WordPress VIP as the definitive enterprise publishing platform.
• Share expertise at industry events and with internal teams.
• Mentor team members and contribute to our high-performance sales culture.

The Foundation

• 7+ years crushing quota in enterprise SaaS sales, ideally with CMS/publishing technology experience.
• Deep familiarity with media business models, digital transformation challenges, and industry procurement processes.
• Proven track record managing complex, multi-million dollar sales cycles from prospecting to close.

The Differentiators

• You’ve sold into media & entertainment organizations and understand their unique operational constraints.
• You’re comfortable presenting to C-suite executives and managing stakeholder-heavy decision processes.
• You have experience with RFPs, media contracts, and compliance requirements that would make most sellers run.

The Mindset

• You’re energized by ambiguity and building something from the ground up.
• You see technology as a strategic enabler, not just a product to sell.
• You’re motivated by both individual achievement and team success.

Market Opportunity: Media spend on digital infrastructure is projected to grow 40% annually through 2027, and WordPress VIP is positioned to capture significant market share.

Career Growth: You’ll be building a territory from the ground up, with full support from leadership, marketing, and product teams. Top performers consistently advance to senior leadership roles.

Impact & Innovation: Your insights will directly shape product development and go-to-market strategy for a platform used by millions of readers worldwide.

Compensation: Highly competitive base salary plus commission structure with uncapped upside. Top performers regularly exceed $300K+ total compensation.

Culture: Join a distributed team of world-class professionals who value autonomy, collaboration, and making the web a better place.

Location: Remote (ideally Los Angeles or New York City and surrounding areas)

Salary range: $95,000-$160,000 USD, plus variable compensation

We are searching for high-caliber candidates with the skills and qualities to have a net positive impact. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

We’re a distributed company with more than 1400 Automatticians in nearly every corner of the globe, speaking over a hundred different languages. Enriched by this diversity, we’re united by a singular mission: to democratize publishing, commerce, and messaging so anyone with a story can tell it, anyone with a product can sell it, and everyone can manage their communications from a single source.

If you need disability-related accommodations during the application or interview process, please fill out this form. We are committed to ensuring an accessible hiring process for all candidates.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.