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Senior Sales Account Executive, Pressable
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.
Pressable is seeking an experienced, strategic, and consultative Sales Account Executive (SAE) to help drive growth across larger agency and mid-market customers. You’ll own complex sales opportunities end-to-end, from deep discovery through negotiation and close, and serve as a trusted advisor to customers with sophisticated performance, scale, and workflow requirements.
This is a senior individual contributor role designed for someone who thrives in longer sales cycles, multi-stakeholder environments, and consultative selling motions. The SAE role is intentionally structured to leverage AI as a force multiplier for research, preparation, and insight, while keeping human judgment, relationship-building, and decision-making at the center of the sales process.
You will report to the Head of Sales & Enablement and work closely with Solutions, Support, and Product partners to ensure high-quality execution across strategic opportunities.
Strategic Deal Ownership
Pipeline & Account Management
AI-Assisted Sales Execution
Cross-Functional Collaboration
As a part of our fully distributed team, you can live in a wide range of locations around the world. Effectiveness in this role will mean occasionally shifting hours across weekends and odd hours to best coordinate with our global team.
Founded in 2010, Pressable is a world-class managed WordPress hosting provider that specializes in scalable, highly available services for agencies, builders, developers, and businesses.
With industry-leading performance, 24/7 expert support, an award-winning control panel, advanced developer tools, and seamless integrations with WooCommerce and Jetpack, Pressable provides the tools you need to reliably manage your WordPress websites with ease.
We are currently looking for candidates in Latin America and North America only.
Salary range: $140,000 - 200,000 USD OTE, with 60/40 commission split. Please note that while salary ranges are presented here in USD, we will pay in local currency.
We are searching for high-caliber candidates with the skills and qualities to have a net positive for Pressable. 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.
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 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!
Pressable is a subsidiary of Automattic. We believe in Open Source, and the vast majority of our work is available under the GPL. Automattic is a Most Loved Company and an Equal Opportunity employer. If you need disability-related accommodations during the application or interview process, please fill out this form. We are committed to ensuring an accessible hiring process for all candidates. To learn about how we handle your data, please review our Privacy Policy.
Now in our 20th year, we’re the people behind WordPress.com, WooCommerce, Beeper, Tumblr, Simplenote, Jetpack, Longreads, Day One, PocketCasts, 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.
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. (Here’s what that might mean for you.) If you need accommodations during the application or interview process, please fill out this form. We are committed to ensuring an accessible hiring process for all candidates. Learn more about our Employee Resource Groups.
You can track your application status and more at MyGreenhouse.
To learn about how we handle your data, please review our Job Applicant & Candidate Privacy Notice and our 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.
USD 140,000 - 200,000
Annually
Health Insurance
Dental Insurance
Vision Insurance
Life Insurance
Disability Insurance
Health Savings Account (HSA)
Flexible Spending Account (FSA)
Mental Health Benefits
Employee Assistance Program
Wellness Programs
401(k) / Retirement Plan
401(k) Match
Employee Stock Purchase Plan
Unlimited PTO
Sabbatical
Flexible Hours
Unlimited Sick Days
Home Office Stipend
Coworking Allowance
Company Offsites / Retreats
Work From Anywhere
Parental Leave
Adoption Leave
Learning & Development Budget
Conference Attendance
Mentorship Program
Paid Trial
Employee Resource Groups
Employee Product Discount
Automattic's process runs application, a Slack or Zoom interview, a paid contract trial project of 2 to 6 weeks, a final interview, and offer. The company also states that AI literacy and competency are expected, with expectations varying by role. It warns that legitimate hiring happens only via automattic.com/work-with-us/ and @automattic.com email addresses.
Yes. Automattic's compensation page says salary ranges are included on each job page. The company uses global salary ranges with internal equity regardless of location, pays in local currency when possible, and reviews pay every 12 to 18 months.
Highlights include an open vacation policy with at least 25 days per year encouraged, a paid three-month sabbatical every five years at full pay and benefits, and open parental leave of up to 6 months fully paid after 12 months of tenure. Employees also get home office and coworking allowances, a professional development budget, career coaching, and partial ownership shared with everyone.
Yes. Automattic publishes country-specific packages, for example a US 401(k) with 100% match up to 6% vested day one plus fully paid medical, dental, and vision premiums, a 6% RRSP match in Canada, 12% superannuation in Australia, double pension match up to 8% with income protection in Ireland and the UK, and double pension match up to 10% in South Africa, alongside a baseline package for all other countries.
There is no office requirement. Instead of daily face time, Automattic runs in-person team meetups of 5 to 7 days as the counterweight to its otherwise asynchronous culture, and employees should expect to travel 3 to 4 weeks per year to attend them.
People who thrive on written, public, asynchronous communication and self-directed schedules. The paid trial project of 2 to 6 weeks works as a mutual-fit check before either side commits, and the company's written expectations ask everyone to communicate publicly, stay on top of notifications, and be accountable for their work. Output matters more than hours: the company says it cares about the work you produce, not just the hours you put in.
Equity / RSUs
Pay Transparency
Paid Holidays