Business Development Representative (BDR) at Automattic

About Pressable and Automattic

Pressable, renowned for its business-focused WordPress hosting solutions, is actively seeking an experienced, motivated, and empathetic professional. As a part of the Automattic family, Pressable aims to exceed aggressive growth targets for its premier WordPress hosting company.

The Opportunity: Business Development Representative (BDR)

We are searching for a motivated and detail-oriented Business Development Representative (BDR) to join our dynamic sales team. This crucial role drives the initial phases of the sales cycle by managing inbound leads, addressing prospect inquiries, generating interest in our product, and arranging meetings for senior team members. The BDR role is designed to leverage AI tools for enhanced speed, quality, and consistency in prospect research, discovery preparation, follow ups, and internal documentation, while maintaining a strong focus on human judgment and relationship building in the sales process.

As a BDR, you will build vital relationships with potential customers, understanding their unique needs, introducing them to our WordPress hosting solutions, and guiding them through the sales funnel. You will often be the first point of contact for many prospects, ensuring a positive experience with Pressable from the outset. This role reports to the Head of Sales & Enablement and involves close collaboration with our senior sales team for seamless lead handoffs and smooth onboarding experiences.

Key Responsibilities

• Inbound Lead Qualification: Efficiently manage inbound leads by responding to inquiries, identifying potential opportunities, and qualifying prospects based on their specific requirements.
• Prospect Engagement: Cultivate interest and excitement around Pressable’s WordPress hosting solutions through initial discovery calls, emails, and chat interactions.
• Meeting Scheduling: Organize and schedule meetings for senior sales team members to further engage with qualified leads.
• Product Education: Inform prospects about Pressable’s comprehensive features and benefits, ensuring they grasp the value of our solutions.
• CRM Management: Accurately track interactions with prospects, manage lead data, and update records within our CRM to maintain precise information and facilitate timely follow ups.
• Collaboration: Work in close partnership with the senior sales team to ensure smooth transitions for qualified leads and to help advance deals.
• Customer Expansion & Retention: Engage with existing Pressable customers to identify opportunities for expansion, support retention efforts, and assist with account related sales activities, ensuring continuous sales support as their needs evolve.
• Continuous Learning: Stay current with Pressable’s product offerings, industry trends, and evolving best practices for AI-enabled sales execution and customer engagement.
• AI-Assisted Sales Execution: Utilize AI tools to support prospect research, call preparation, follow up drafting, and deal summarization, ensuring high-quality and timely customer engagement.
• Signal & Insight Capture: Leverage call transcripts, summaries, and AI-generated insights to pinpoint customer needs, objections, and next steps, clearly documenting these in the CRM.
• Feedback Loop Participation: Contribute structured feedback derived from AI tools (e.g., call analysis, objection trends) to refine sales playbooks, enablement strategies, and product feedback loops.
• Performance Targets: Own monthly qualified meeting and pipeline generation targets, consistently meeting or exceeding defined conversion and activity benchmarks.

Requirements

• Excellent Communication Skills: Possess strong verbal and written communication skills for effective interaction with prospects and lead qualification.
• Customer-Focused: Demonstrate a passion for understanding customer needs and providing effective solutions to their challenges.
• Self-Motivated: Exhibit the ability to work independently and manage multiple conversations and tasks simultaneously, ensuring timely follow ups and outreach.
• Curiosity & Learning Mindset: A strong desire to learn about Pressable’s product, the managed WordPress hosting industry, and advanced sales techniques.
• CRM Experience: Familiarity with CRM tools (such as Salesforce, HubSpot, etc.) and the capability to manage leads efficiently.
• Comfort Using AI Tools: Experience using AI tools to support research, writing, summarization, or workflow efficiency in a professional context.
• Strong Judgment with Automation: Ability to critically use AI outputs, discerning when to rely on them and when human judgment is essential.
• Adaptability: Flexibility to thrive in a fast paced and evolving environment.
• Proactive Engagement: Proactively identify and engage target accounts aligned with Pressable’s Ideal Customer Profile (ICP) through outbound email, LinkedIn, and phone outreach, leveraging AI for research and personalization at scale.

Preferred Qualifications

• 2-5 years of experience in a BDR/JDR or a similar sales role.
• Familiarity with WordPress and managed hosting services.
• A proven track record of generating leads and setting up successful sales conversations.

Work Environment & Benefits

As a valued member of our fully distributed team, you have the flexibility to live anywhere in the world. Effectiveness in this role may occasionally require adjusting work hours to coordinate best with our global team. Pressable offers a comprehensive benefits package:

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision)
• Matching 401(k) for US-based staff
• Life and Disability Insurance for US-based staff (100% Paid Life, & LTD)
• Work from home with home office setup and coworking allowances
• Open vacation policy (no set number of days per year)
• Hardware and software, books or conferences that promote continued learning

Salary

The salary range for this position is $50,000, $65,000 USD, plus 25% variable compensation. Please note that while salary ranges are presented in USD, we will pay in local currency.

Ready to embark on this thrilling WordPress adventure? We eagerly await your application to the Pressable team, where you can help make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. Apply now and let’s build something amazing together! #LI-Remote

About Automattic

Now in our 20th year, Automattic is the company behind WordPress.com, WooCommerce, Beeper, Tumblr, Simplenote, Jetpack, Longreads, Day One, PocketCasts, and more. We are committed to making the web a better place. As a distributed company with over 1500 Automatticians across nearly every corner of the globe, speaking over a hundred different languages, we are united by a singular mission: to democratize publishing, commerce, and messaging. This allows anyone with a story to tell it, anyone with a product to sell it, and everyone to manage their communications from a single source. We maintain a balance in society by creating powerful tools that people can use to compete fairly, regardless of income, gender, politics, language, or location. We believe in Open Source, and the vast majority of our work is available under the GPL. Automattic is a Most Loved Company, an Equal Opportunity employer, and Disability Confident Committed. If you require accommodations during the application or interview process, please fill out the provided form. We are dedicated to ensuring an accessible hiring process for all candidates. Learn more about our Employee Resource Groups. You can track your application status at MyGreenhouse. For information on how we handle your data, please review our Job Applicant & Candidate Privacy Notice and Privacy Policy. 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. View the “Know Your Rights: Workplace Discrimination is Illegal” poster here. Automattic participates in the E-Verify program in certain locations, as required by law.