Business Development Representative, Pressable

Automattic Careers; United States; Remote; USD 50,000 - 65,000; Full time

Benefits offered by this job

Health benefits for US-based staff

Matching 401(k)

Life and disability insurance

Work from home setup + coworking

Open vacation policy

Hardware and software/books for学习

Job summary

Pressable, part of Automattic, seeks a results-driven Business Development Representative to drive early-stage sales for WordPress hosting. You will handle inbound leads, educate prospects on Pressable’s benefits, and set up meetings for senior team members.

The role emphasizes AI-assisted research, discovery, and CRM updates while maintaining a human-centered approach. You will be the first contact for many prospects, shaping positive experiences and coordinating with the Head of Sales &

Qualifications

• Excellent communication, written and verbal, for prospect qualification.
• Customer-focused with a passion for solving client challenges.
• Self-motivated with the ability to manage multiple conversations.
• Willingness to learn about Pressable’s hosting product and ICP.
• Experience using CRM tools to manage leads efficiently.
• Comfort using AI tools for research and follow-up drafting.
• Good judgment on when to rely on AI vs. human insight.
• Ability to identify and engage target accounts at scale.

Responsibilities

• Qualify inbound leads and identify opportunities based on needs.
• Engage prospects via discovery calls, emails, and chats.
• Schedule meetings for senior sales team members.
• Educate prospects on Pressable features and benefits.
• Manage lead data and CRM records for accuracy.
• Collaborate with senior sales for smooth handoffs.
• Identify expansion opportunities and support retention.
• Stay updated on product offerings and industry trends.
• Use AI tools to support research, prep, and summaries.
• Capture insights from calls and reflect in the CRM.
• Provide feedback to improve playbooks and enablement.
• Meet monthly qualified meetings and pipeline targets.

Skills

Communication

Customer focus

Self-motivation

Curiosity & learning

AI tools proficiency

Automation judgment

Adaptability

Outbound targeting

Tools

Salesforce

HubSpot

Job description

Business Development Representative, Pressable

Remote

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.

Requirements:

• Excellent Communication Skills: Strong verbal and written communication skills to effectively interact with prospects and qualify leads.


• Customer-Focused: A passion for understanding customer needs and offering solutions to help solve their challenges.


• Self-Motivated: Ability to work independently and manage multiple conversations and tasks at once, ensuring timely follow-ups and outreach.


• Curiosity & Learning Mindset: A desire to learn about Pressable’s product, the managed WordPress hosting industry, and sales techniques.


• CRM Experience: Familiarity with CRM tools (like Salesforce, HubSpot, etc.) and the ability to manage leads efficiently.


• Comfort Using AI Tools: Experience using AI tools to support research, writing, summarization, or workflow efficiency in a professional setting.


• Strong Judgment with Automation: Ability to use AI outputs critically, knowing when to rely on them and when human judgment is required.


• Adaptability: Flexibility to thrive in a fast-paced and evolving environment.


• Proactively identify and engage target accounts aligned with Pressable’s 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 similar role.


• Familiarity with WordPress and managed hosting services.


• Proven track record of generating leads and setting up successful sales conversations.

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!

• 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 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.

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.

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.