We are the people behind WordPress.com, Day One, WooCommerce, Jetpack, Tumblr, WordPress VIP, Simplenote, Longreads, Crowdsignal, Atavist, and more. We are proud to be a distributed company, with more than 1,730 Automatticians in 92 countries (and counting), speaking 116 different languages.

Automattic

Unlimited PTO

, we’re on a mission to democratize commerce. Millions of merchants around the world build their businesses with our open-source platform, and we’re scaling how we support them.

Specifically, we’re scaling our B2B merchant acquisition efforts and are looking for a Senior Revenue Operations Manager to help build our Revenue Operations function largely from the ground up. This role goes beyond optimizing what exists today: it involves designing systems, processes, and data foundations that don’t yet fully exist, while ensuring they can scale thoughtfully over time.

You’ll partner closely with Sales and Customer Success leadership as a trusted operational and analytical partner, helping establish the foundations that enable clear decision-making, effective execution, and predictable growth.

This is a senior individual contributor role with significant ownership and influence. Your work will directly shape how we operate today and how we scale going forward.

Build core dashboards, identify process/data gaps, establish remediation plans.

Create capacity and territory models, map the full tech stack and integrations, define the attribution model.

Achieve predictable forecasting (within ±10%) and establish a scalable enablement foundation.

Own vendor relationships, tools, and integrations (Salesforce, Gong, ChiliPiper, etc.).

Establish data quality standards, access controls, and governance practices.

Build durable dashboards and ad hoc reporting that clearly answer “where are we vs. target?”

Perform ongoing process and data gap analysis, prioritizing practical improvements while keeping long-term scalability in mind.

Evaluate and implement technology or process improvements to support revenue growth.

Operationalize CS function: customer health, churn prediction, renewal workflows, escalation paths, expansion playbooks.

Create rules of engagement between Sales and CS for complex GTM.

Build enablement function infrastructure (topics/process/schedule—not training delivery).

Build tracking for strategic/payment partner merchants critical to NRR.

Analyze performance trends to guide strategy: win/loss, deal cycle length, seasonality, retention, segmentation bands, and customer bands.

Create capacity planning models based on pipeline velocity and customer growth.

Territory planning, quota setting, and compensation administration.

Support pricing and packaging changes with data and tracking.

Support mid-funnel pipeline reviews and Sales/CS QBRs.

Identify and surface GTM and CS inefficiencies through data analysis.

Build merchant health scoring, expansion potential tracking, and red-to-green workflows.

Design reporting that gives executives visibility, managers clarity, and reps actionable insights—from pipeline health to forecasting accuracy.

 (6–8+ years of experience, including at least one 0→1 build or major foundation reset).

, with a mindset of “if the data isn’t there, how do we get it?”

You’re comfortable speaking truth to power

, using data to surface trade-offs and inform decisions, even when conversations are uncomfortable.

—you can point to concrete examples of how you use it in your current role.

, with strong Salesforce experience (flows, integrations) and comfort working with data (e.g. SQL or Python), not just point-and-click tooling.

, and have good judgment about what actually works at scale.

, balancing short-term fixes with longer-term system design.

You can partner as an equal with revenue leaders

, and communicate data-backed insights clearly to executive stakeholders.

You can answer “where are we vs. Sales and CS targets?” quickly using trusted data.

Executives rely on ELT-ready dashboards that communicate complex business simply.

Core metrics (NRR, CAC, LTV, ASP, time to close, close rates) are clearly defined with documented data sources.

  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.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our 

. To see a full list of benefits by country, consult our 

. And check out these links to learn more about 

, and more. We believe in making the web a better place.

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.

, and the vast majority of our work is available under the 

.) If you need disability-related accommodations during the application or interview process, please 

. We are committed to ensuring an accessible hiring process for all candidates. Learn more about our 

You can track your application status and more at 

To learn about how we handle your data, please review our 

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

 in certain locations, as required by law

Experience Requirement

Automattic is hiring a Senior Revenue Operations Manager for WooCommerce to establish the RevOps function from the ground up. This role focuses on designing scalable systems, data foundations, and reporting using Salesforce, SQL, and Python to drive B2B merchant acquisition and predictable growth.

Business Operations Wrangler

Remote

Product Maisons

Senior Revenue Engineer

Full Time

Senior Revenue Operations Manager

 is the world’s leading enterprise content management platform. We help the world's largest companies (including Meta, Salesforce, and Disney) create innovative digital experiences with WordPress. As one of the fastest-growing areas of Automattic, with recent FedRAMP certification, WordPress VIP (WPVIP) is expanding its reach into the public sector.

Your style is to listen and learn from prospects, positioning WordPress VIP as the best Content Management System for public sector organizations. You don’t sit and wait for leads to come to you. Instead, you research the market, identify opportunities within specific government agencies and public sector verticals, and design a sales strategy that is both high-touch and creative, thereby helping to create the best possible positioning to develop new business for WordPress VIP.

You view government agencies and public sector organizations as critical parts of society, and you can see how WordPress VIP and Automattic can help them along their journeys. You pride yourself in establishing long-term relationships and doing what’s best for the customer. You enjoy telling stories, doing demos, giving “the pitch,” and are comfortable talking to CIOs, CTOs, and other high-level government officials.

Our Public Sector team is small and agile, requiring team members to be highly hands-on and versatile. You’ll work closely with SDRs and have full leverage of our Marketing teams to create compelling outreach and content, but you’ll also be generating your own leads alongside that. You should be ready to dive deep into the details, including writing and understanding complex paperwork and RFPs.

Drive significant revenue growth by securing new public sector clients and expanding existing government accounts.

Establish and nurture strategic relationships with high-level government officials that position our company as a critical technology partner.

Successfully manage both transactional deals and large multimillion-dollar opportunities within the constraints of government procurement processes.

Develop strategies to increase visibility and create opportunities within the public sector market.

Maintain accurate sales forecasts and pipeline information, and drive strategic improvement of forecasting processes in the public sector market.

Develop and execute innovative, public sector-specific sales strategies that accelerate market penetration in government agencies.

Actively engage in pipeline generation activities, including regular outbound prospecting to government organizations.

Enhance the product offering by providing valuable customer insights to inform our solution roadmap.

Elevate WordPress VIP’s brand and reputation in the government enterprise SaaS space through high-impact engagements.

Contribute to a high-performing sales culture by sharing best practices and mentoring team members.

Prepare and review complex government paperwork, including RFPs, ensuring compliance and competitiveness.

7+ years of enterprise software sales experience, preferably in SaaS or CMS-related technologies.

5+ years of SaaS sales experience selling to State and Local Government agencies.

Demonstrated ability to consistently meet or exceed sales quotas.

Strong understanding of SaaS and enterprise software and IT landscapes. Content management systems experience is a plus.

Excellent communication, presentation, and negotiation skills.

Proven experience in solutions-based selling and closing enterprise-level deals with government agencies.

Ability to establish and maintain long-term customer relationships.

Experience in managing and growing business within named accounts and verticals.

Comfortable working with executive-level government prospects, negotiating terms, and reviewing contracts within public sector constraints.

Extensive knowledge of government procurement processes, contract vehicles, and compliance requirements.

Proven ability to identify and leverage appropriate procurement vehicles to create substantial market opportunities.

Proficiency in writing, understanding, and responding to complex government paperwork and RFPs.

Strong attention to detail and ability to manage complex, lengthy sales cycles typical in government procurement.

Self-motivated with a drive to achieve revenue and growth targets, both individually and as part of the company.

Remote (Washington DC and surrounding area)

Salary range: $95,000-$160,000 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

 To see a full list of benefits by country, consult our 

. And check out these links to learn more about 

Automattic is seeking an Account Executive for WordPress VIP to drive revenue growth within the public sector. The role involves identifying opportunities in government agencies, managing complex RFP processes, and building strategic relationships with high-level officials. Candidates should have extensive experience in SaaS enterprise sales and government procurement.

Account Executive

Account Executive, Public Sector

Health Insurance

Remote Stipend / Home Office Budget

401(k) / Pension

Learning & Development Budget

Life Insurance

Disability Insurance

 (“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 

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.

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.

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.

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.

Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision)

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

$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. Apply now and let’s build something amazing together! 

.) If you need accommodations during the application or interview process, please 

To learn about how we handle your data, please review our 

Work Conditions

Pressable, part of the Automattic family, is seeking a motivated Business Development Representative to drive growth for its WordPress hosting services. The role involves managing inbound leads, qualifying prospects, and leveraging AI tools to optimize the sales process. Key responsibilities include CRM management, meeting scheduling, and building customer relationships.

Sales

Pressable

Business Development Representative, Pressable

Company Events

, is looking for the world’s best systems engineers. On our Systems team, you’ll deliver high availability, performance, and security for tens of billions of page views and over a billion web surfers each month—from 

 in 30 locations on 6 continents. Help us develop, build, and maintain a leading global infrastructure and share our learnings with the world.

As part of a small and vertically integrated team responsible for a huge setup, you’ll have a unique opportunity to participate in all aspects of the management of our infrastructure, including:

Maximizing the availability and uptime of all services through proactive planning, sound architectural decisions, automation and rapid response to failures;

Making Automattic services as fast as possible for our users through optimization of server-side and client-side interactions, and work with 3rd party services where necessary;

Ensuring our services are safe and secure for both our users and employees through a combination of proactive monitoring and enforcement, real-time response, and maintaining data integrity/backups to allow recovery from disasters;

Removing as much friction as possible between Automattic developers and their goal of shipping software. When there are questions, we provide answers—usually in a matter of minutes, sometimes seconds;

Here's a real-time traffic map. Each color represents an Automattic data center:

 http://automattic.com/automattic-data-centers

The Systems Engineer position might be a good fit if you:

Have maintained large Nginx setups with advanced routing configuration, load balancing, reliable performance and high availability;

Have run very large MySQL/MariaDB deployments while maintaining an unparalleled level of performance, uptime and data integrity;

Have experience running and debugging PHP applications at scale;

Understand the relationship of these services with the lower level systems stacks - filesystems, network, memory management, kernel internals, etc;

Have deep operational and maintenance experience with very large and complex public facing web hosting systems;

Can autonomously architect, prototype, and maintain solutions to different problems and hosting requirements;

Possess extreme attention to detail and strive for unparalleled operational excellence;

Are open and available for a 2-3 week post-COVID travel per year to meet up with your teammates in person.

Want to know more about how we do things? Watch:

 

We are looking to expand our team and aim to reflect and expand on the diversity of Automatticians currently working with us. At Automattic, we value diversity and know that different perspectives will ensure our team is innovative and creative thinking.

Please note that salary ranges are global, regardless of location, and we pay in local currency.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our 

Travel Required

Automattic is seeking a Senior Systems Engineer to join its distributed Systems team. The role focuses on delivering high availability, performance, and security for global infrastructure using Nginx, MySQL, and PHP. You will manage large-scale deployments and optimize server-side interactions across 30 private data centers.

Systems Wrangling

Infrastructure

Senior Systems Engineer

 hiring a senior, hands-on Product Manager to join WooCommerce Payments and take ownership of a defined area within our payments products and partner integrations.

You’ll collaborate closely with the Head of Product, and work day-to-day with engineering, design, support, and partnerships. This role is deeply executional. You’ll spend much of your time in the work: in Linear writing and refining issues, triaging bugs and incidents, reviewing and shaping flows in Figma, creating lightweight prototypes, and writing briefs or PRDs when they’re needed.

Payments at WooCommerce run at a serious scale—billions in total payment volume—and the quality of this experience directly affects merchant revenue, shopper conversion, and the success of Woo’s commercial engine. This role sits right where reliability, trust, and execution matter most.

Own product direction and execution for a key part of the payments product area, with clear goals, priorities, and measurable outcomes.

Improve merchant and shopper experiences across onboarding, checkout, refunds and disputes, payouts, reporting, and overall reliability.

Raise the quality bar by reducing failures and friction, lowering support volume, and improving product ratings and merchant trust.

Use data, support signals, and merchant feedback to decide what to work on next, define success measures, and make tradeoffs explicit.

Work closely with priority payments partners (including Stripe and PayPal) to improve integrations, ship changes, manage dependencies, and resolve issues.

Keep stakeholders aligned through clear, direct writing and communication about progress, risks, and decisions.

7+ years in product roles, with senior IC experience owning complex problem spaces and influencing cross-functional teams through clarity of communication and precision of execution.

4+ years in payments or fintech, ideally on products operating at scale; experience with large or global launches is a plus.

Strong product judgment. You can make good calls in messy situations and don’t need perfect information to move forward.

Comfort working on critical, high-trust systems where reliability matters and small changes can have outsized impact.

Ability to work deeply with engineers and designers on complex problems, including technical constraints and tradeoffs.

Strong analytical habits and a practical approach to metrics, dashboards, and instrumentation.

Clear written and verbal communication in a distributed, async environment.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our 

Automattic is seeking a Senior Product Manager for WooCommerce Payments to drive product direction and execution for high-scale payment systems. This hands-on role involves managing complex integrations with partners like Stripe and PayPal, refining user flows in Figma, and utilizing Linear to manage product execution in a distributed environment.

Product Manager

Senior Product Manager, Payments

Professional Development

Automattic is seeking an Experienced Software Engineer to contribute to its global product ecosystem, including WordPress, WooCommerce, and Tumblr. The role involves developing scalable solutions using PHP and JavaScript within a fully distributed environment. Candidates should have a strong focus on code quality and experience working with large-scale userbases.

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