Director, Business Development, VIP

WordPress VIP (WPVIP), the enterprise division of Automattic, is the world’s leading content management platform. Our goal is to bring the ease and agility of WordPress to the world’s largest companies. We work with customers like Salesforce, Facebook, CNN, Slack, Time, Capgemini, and hundreds more to empower their teams to produce digital content faster and smarter, while also ensuring premium security and scalability.

We’re looking for a Director of Business Development to design and lead our global BDR strategy, programs, and team to fuel our growth engine. This role reports directly to the Chief Revenue Officer (CRO) and will work closely with marketing, sales, product, and operations stakeholders.

The Director will oversee all BDR motions—inbound qualification and outbound prospecting—while also building the next-generation AI-powered outbound workflow that modernizes how we identify, engage, and qualify enterprise prospects. You’ll be expected to combine strategic vision with operational execution: setting the blueprint for scalable processes, playbooks, and reporting that deliver measurable impact.

We’re looking for a proven B2B sales development leader who thrives at building high-performing teams and has the foresight to integrate AI, automation, and data into every stage of outbound engagement.

• Own the global BDR function, covering inbound qualification and outbound prospecting, ensuring both volume and quality of opportunities.
• Conceive and deploy a comprehensive AI-driven outbound workflow including prospect identification, intent-based targeting, message personalization, sequencing, and reporting.
• Partner with marketing and sales leadership to define the right customer segments, leveraging AI insights to sharpen targeting and increase conversion.
• Build frameworks, enablement, and processes that allow BDRs to quickly adjust strategy based on market signals and intelligence surfaced by AI tools.
• Develop clear forecasting models aligning targets, team capacity, and outcomes.
• Manage BDR capacity and productivity to ensure targets are met, with transparent reporting and dashboards.
• Recruit, develop, and motivate BDRs to exceed goals through coaching, enablement, and structured career development.
• Ensure successful onboarding and continual development of BDR talent in partnership with sales ops and product marketing.
• Define the blueprint for data, processes, and technology (Salesforce, Pardot, Outreach, ABM platforms, and emerging AI sales tech) to maximize efficiency and effectiveness.
• Deliver both quality and quantity of opportunities in partnership with sales and marketing, closely tracking metrics like win rate, AOV, and pipeline attainment.

• Prior experience—preferably at SaaS companies—building, leading, and scaling BDR teams of 20+.
• Demonstrated ability to design AI-powered sales development workflows: enrichment, lead scoring, personalization, sequencing, and reporting.
• Track record of building methodologies, processes, and operational plans for successful inbound and outbound programs.
• Strong people leadership skills: recruiting, motivating, and coaching BDR teams to drive results and engagement.
• Ability to balance quick wins with medium- and long-term blueprint for sustainable BDR effectiveness.
• Deep knowledge of sales outreach workflows and the role of tools and platforms—including AI-enabled ones—for enablement, reporting, and productivity.
• Strong collaboration skills to partner across marketing, sales, and IT to drive measurable outcomes.

Salary range: $180,000-$250,000 USD, plus variable compensation – Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. 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.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves.

About Automattic

Now in our 20th year, we’re the people behind WordPress.com, WooCommerce, Tumblr, Simplenote, Jetpack, Longreads, Day One, PocketCasts, Beeper, and more. We believe in making the web a better place.

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. In short, we help maintain a balance in society, creating and continually refining powerful tools people can use to compete fairly—regardless of income, gender, politics, language, or where they live in the world.

We believe in Open Source, and the vast majority of our work is available under the GPL. Automattic is a Most Loved Company and Disability Confident Committed. (Here’s what that might mean for you.) Learn more about our dedication to diversity, equity, and inclusion and our Employee Resource Groups.

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