Business Development Representative, Pressable

Webhosting; Northern (KY); Hybrid; USD 50,000 - 65,000; Full time

Benefits offered by this job

Remote work

Variable compensation (25%)

Salary in USD, paid in local currency

Job summary

Pressable, part of Automattic, is seeking a results-oriented Business Development Representative to drive early sales activities for WordPress hosting. You’ll manage inbound leads, qualify prospects, and set up meetings for senior team members while leveraging AI tools to improve speed and quality of outreach.

The role is remote within a distributed Automattic team, reporting to the Head of Sales & Enablement, with a focus on creating positive, long-lasting customer engagements and rapid

Qualifications

Responsibilities

• Inbound Lead Qualification: Manage inbound leads by responding to inquiries, identifying opportunities, and qualifying prospects.
• Prospect Engagement: Create interest and excitement around Pressable’s WordPress hosting solutions.
• Meeting Scheduling: Set up and schedule meetings for senior sales team members.
• Product Education: Educate prospects about Pressable’s features and benefits.
• CRM Management: Track interactions and update lead data in the CRM.
• Collaboration: Work with the senior sales team to ensure smooth handoffs and deals progress.
• Customer Expansion & Retention: Engage with existing customers to identify expansion opportunities and support retention.
• Continuous Learning: Stay up to date with Pressable’s product offerings and AI-enabled sales practices.
• AI-Assisted Sales Execution: Use AI tools for prospect research, call prep, follow-ups, and deal summaries.
• Signal & Insight Capture: Capture transcripts and AI-generated insights to reflect needs and next steps in CRM.
• Feedback Loop Participation: Share AI-driven insights to improve playbooks and product feedback loops.
• Own monthly qualified meeting and pipeline generation targets, consistently hitting or exceeding benchmarks.

Job description

Business Development Representative, Pressable

Automattic ·United States, Remote

Job Description

Pressable (“WordPress hosting that means business”) seeks an experienced, motivated, and empathetic professional with the expertise to help us meet or exceed aggressive growth goals for our superb WordPress hosting company, part of the Automattic family .

We’re looking for a motivated and detail-oriented Business Development Representative (BDR) to join our sales team. This role is essential in driving the early stages of the sales process by handling inbound leads, answering questions from prospects, creating interest in our product, and setting up meetings for senior members of the team.

The role is designed to leverage AI tools to improve speed, quality, and consistency across prospect research, discovery preparation, follow-ups, and internal documentation, while keeping human judgment and relationship-building at the center of the sales process.

As a BDR, you will play a crucial role in building relationships with potential customers by understanding their needs, introducing them to our WordPress hosting solutions, and moving them through the sales funnel. You’ll be the first point of contact for many prospects, ensuring they have a positive experience with Pressable from the start.

You’ll report to the Head of Sales & Enablement and work closely with our senior sales team to ensure seamless lead handoffs and smooth onboarding experiences.

Responsibilities

• Inbound Lead Qualification: Manage inbound leads by responding to inquiries, identifying potential opportunities, and qualifying prospects based on their needs.
• Prospect Engagement: Create interest and excitement around Pressable’s WordPress hosting solutions through initial discovery calls, emails, and chats.
• Meeting Scheduling: Set up and schedule meetings for senior sales team members to further engage qualified leads.
• Product Education: Educate prospects about Pressable’s features and benefits, ensuring they understand the value of our solutions.
• CRM Management: Track interactions with prospects, manage lead data, and update records in our CRM to ensure accurate information and follow-ups.
• Collaboration: Work closely with the senior sales team to ensure smooth handoffs for qualified leads and help drive deals forward.
• Customer Expansion & Retention: Engage with existing Pressable customers to identify expansion opportunities, support retention efforts, and assist with account-related sales activities, ensuring customers continue to receive sales support and value as their needs evolve.
• Continuous Learning: Stay up to date with Pressable’s product offerings, industry trends, and evolving best practices for AI-enabled sales execution and customer engagement.
• AI-Assisted Sales Execution: Use 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 identify customer needs, objections, and next steps, and reflect those clearly in the CRM.
• Feedback Loop Participation: Contribute structured feedback surfaced through AI tools (e.g., call analysis, objection trends) to improve sales playbooks, enablement, and product feedback loops.
• Own monthly qualified meeting and pipeline generation targets, consistently hitting or exceeding defined conversion and activity benchmarks.

Preferred Qualifications:

As a part of our fully distributed team, you can live anywhere in the world. Effectiveness in this role will mean occasionally shifting hours across weekends and odd hours to best coordinate with our global team.

Perks & Benefits of Joining Pressable!

Salary range:$50,000 – $65,000 USD, plus 25% variable compensation. Please note that whilst salary ranges are presented here in USD, we will pay in local currency.

So, are you ready to embark on this thrilling WordPress adventure? We can’t wait to welcome you to the Pressable team and empower you to help make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. #LI-Remote

We’re a distributed company with more than 1500 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.

You can track your application status and more at MyGreenhouse .

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.