Technical Support Engineer, Pressable

Posted Yesterday
Be an Early Applicant
Hiring Remotely in USA
Remote
25K-40K Annually
Entry level
Software
The Role
Provide advanced technical support for WordPress hosting customers through live chat and email. Troubleshoot WordPress performance, caching, slow queries, security issues, and platform problems using tools such as Grafana. Investigate threats, analyze logs and performance trends, recommend optimizations, escalate issues, collaborate cross-functionally, and share technical knowledge. The role supports enterprise clients, agencies, developers, and infrastructure-aware customers while maintaining a high-quality customer experience.
Summary Generated by Built In

Pressable (“WordPress hosting that means business”) seeks an experienced, motivated, and empathetic professional with the expertise to help us meet or exceed our high standards in Customer Technical Support.

Pressable is seeking an experienced WordPress & Hosting expert with advanced WordPress performance and troubleshooting skills to join our Customer Support Team. Here at Pressable, we take pride in offering the best WordPress hosting on the planet. Our platform is rock-solid, our pricing is fair, and our team is fiercely dedicated to our customers' success and happiness.

With our exciting growth, we’re looking for experts who can investigate highly technical WordPress and Hosting related questions and issues. All while providing the fast, friendly, and helpful support experience that our customers love. 

This is a technical role designed for a self-driven problem solver and lifelong learner who thrives in complex troubleshooting environments. You will report to Customer Support leadership and work closely with cross-functional partners across Pressable and Automattic to ensure a high-quality experience across all customer interactions.

Responsibilities
  • Interacting with existing and potential customers by responding to WordPress and platform-related inquiries through live chats and email-based tickets.
  • Deeply diving into WordPress and platform-related questions and issues for high-touch enterprise clients and agencies.
  • Performing advanced troubleshooting for WordPress and platform-related issues.
  • Executing advanced troubleshooting for WordPress performance issues and bottlenecks, such as slow queries, caching issues, and excessive admin-ajax usage.
  • Leveraging monitoring tools such as Grafana to investigate performance trends and propose optimizations and changes to improve site performance.
  • Investigating WordPress security issues, identifying indicators of compromise, and pinpointing potential entry points or causes using tools like Grafana.
  • Identifying security threats and escalating them accordingly.
  • Communicating and working collaboratively with other teams and disciplines within Pressable and Automattic.
  • Teaching others and sharing knowledge across the team while continuously adapting to new technologies.
Requirements: 
  • Expert-level knowledge of WordPress, its inner workings, common and advanced issues, community, and proper use cases.
  • Advanced foundation in investigating WordPress performance issues, with an understanding of performance bottlenecks such as slow queries, caching issues, and excessive admin-ajax usage.
  • Experience leveraging monitoring and diagnostic tools such as Grafana to investigate performance and security issues.
  • Solid understanding of WordPress security issues, including the ability to identify indicators of compromise, investigate entry points, and escalate threats.
  • Strong understanding of core web technologies, including HTTP request methods, status codes, cookies, headers, CSP, HSTS, and CORS, with a focus on their application to WordPress, security, and caching.
  • Ability to leverage browser developer tools effectively.
  • Proficiency in common web technologies (HTML, JavaScript, CSS, Git) with a specific, proven ability to troubleshoot and solve technical issues directly within PHP code.
  • An eagerness to learn, adaptability, and the ability to teach others.
  • Self-driven work ethic who loves taking initiative and seeing tasks through to completion.
  • Excellent communication skills across both technical and non-technical audiences.
  • Fluency with AI tools as a daily accelerant. You understand how to leverage AI for log analysis and performance diagnostics while exercising sound judgment to verify outputs. You view AI as a tool to augment your expertise, not replace it.
Preferred Qualifications:
  • Experience supporting agencies, developers, enterprise clients, or infrastructure-aware customers.
  • Prior experience in a high-touch customer success or technical support environment handling tickets and live chat.
  • Familiarity with Automattic's ecosystem, including Automattic for Agencies (A4A) and the wp.cloud platform.
About Pressable

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 only. 

Salary range: $25,000-$40,000 USD. Please note that whilst 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 Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

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 a 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.

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. #LI-DNI

About Automattic 

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.

Skills Required

  • Expert-level knowledge of WordPress, including its inner workings, common and advanced issues, community, and appropriate use cases
  • Advanced ability to investigate WordPress performance issues, including slow queries, caching problems, and excessive admin-ajax usage
  • Experience using monitoring and diagnostic tools such as Grafana for performance and security investigations
  • Strong understanding of WordPress security issues, indicators of compromise, entry points, and threat escalation
  • Strong understanding of HTTP methods, status codes, cookies, headers, CSP, HSTS, and CORS
  • Ability to use browser developer tools effectively
  • Proficiency in HTML, JavaScript, CSS, and Git
  • Proven ability to troubleshoot and resolve technical issues directly within PHP code
  • Eagerness to learn, adaptability, and ability to teach others
  • Self-driven work ethic and ability to take initiative through task completion
  • Excellent communication skills with technical and non-technical audiences
  • Fluency with AI tools for log analysis and performance diagnostics, with ability to verify outputs
  • Experience supporting agencies, developers, enterprise clients, or infrastructure-aware customers
  • Prior experience in a high-touch customer success or technical support environment handling tickets and live chat
  • Familiarity with Automattic’s ecosystem, including Automattic for Agencies and wp.cloud

Automattic Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Automattic and has not been reviewed or approved by Automattic.

  • Healthcare Strength Medical, dental, and vision coverage is often fully paid for employees and dependents in many locations. This comprehensive coverage is positioned as a core part of total compensation.
  • Parental & Family Support Open parental leave covers all parents, with up to six months fully paid after 12 months of service. Flexibility to include maternity, paternity, LGBTQ+, and adoption broadens accessibility.
  • Leave & Time Off Breadth Open vacation is encouraged at a substantial annual level and is complemented by a fully paid three‑month sabbatical every five years. These policies reinforce sustained rest and work‑life balance.

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The Company
HQ: San Francisco, CA
1,556 Employees
Year Founded: 2005

What We Do

We are the people behind WordPress.com, WooCommerce, Jetpack, Simplenote, Longreads, VaultPress, Akismet, Gravatar, Crowdsignal, Cloudup, Tumblr, Day One, Pocket Casts and more. We believe in making the web a better place. We’re a distributed company with 1,933 Automatticians in 96 countries speaking 120 different languages. We’re committed to diversity, equity, and inclusion, and our common goal is to democratize publishing and commerce so that anyone with a story can tell it, and anyone with a product can sell it, 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. We strive to live by the Automattic Creed. Come work with us.

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