Account Executive

Summary

Join Automattic and help power the digital backbone of the world’s most influential publishers. Drive significant revenue impact by building and managing a sales pipeline, closing enterprise deals, and exceeding quota. Establish yourself as a go-to technology advisor for C-suite media executives, navigating complex procurement processes. Generate your own pipeline through creative outbound strategies and collaborate with marketing teams. Position WordPress VIP as the leading enterprise publishing platform, sharing expertise at industry events. This role offers a competitive salary plus commission, with top performers exceeding $300K+, and a remote work environment.

Requirements

• 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

Responsibilities

• Drive Significant Revenue Impact
• 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
• Become a Strategic Partner
• 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
• Shape Market Strategy
• 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
• Elevate the Category
• 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

Preferred Qualifications

• 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
• 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

Benefits

• Highly competitive base salary plus commission structure with uncapped upside
• Top performers regularly exceed $300K+ total compensation
• Join a distributed team of world-class professionals who value autonomy, collaboration, and making the web a better place
• Remote (ideally Los Angeles or New York City and surrounding areas)
• $95,000-$160,000 USD, plus variable compensation
• This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy