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Technical Support Team Lead

TrulyRemote Verified

Hand-curated global remote job with direct application link

Technical Requirements

WordPressManaged HostingSupport Queue ManagementSLA ManagementPerformance AuditingData AnalysisAI-Assisted Productivity

About the Role

At Pressable, a managed WordPress hosting service, we’re seeking a dynamic and experienced Team Lead for our growing 24/7 Technical Support team. This role is a “player-coach” position, where you will be instrumental in ensuring our customers receive world-class support while simultaneously elevating the performance and technical growth of your team.

As a working manager in a fast-paced environment, your primary focus will be on supporting, coaching, and enabling our team of highly technical Support Engineers. You will manage their day-to-day performance by providing regular coaching and performance feedback. You will accurately track various metrics and SLAs to ensure that our customer-facing standards are met, and work with leadership to develop and implement new support initiatives. As this is a hybrid role, you’ll also be expected to work in our support queue as needed, responding to customer inquiries through email-based tickets and live chats.

You will also work cross-functionally with our Sales, Product, and broader Automattic teams to provide seamless solutions and relay valuable customer feedback to inform future development.

Responsibilities:

  • Manage, mentor, and develop a team of Technical Support Engineers, fostering a collaborative and high-performing environment.
  • Set clear performance goals and expectations, assessing individual and team performance while providing timely feedback.
  • Lead by example as a player-coach, directly engaging with customers by answering complex technical questions, performing website performance audits, and migrating customer websites.
  • Serve as a point of escalation, resolving complex or difficult customer interactions in a positive way.
  • Identify, develop, and implement new strategies to drive improvements in customer satisfaction and team efficiency.
  • Monitor and report on support team performance to ensure standards and SLAs are consistently met.
  • Create and deliver training programs to enhance technical and customer-facing skills.
  • Manage scheduling, coverage, and arrange extra support from contractors.
  • Conduct regular one-on-one meetings to connect with team members and support their career development.

About You:

  • Results-oriented leader with a passion for customer support and team development.
  • Thrive in a dynamic start-up environment and comfortable wearing multiple hats.
  • Deep technical background in both WordPress and Hosting.
  • Proven track record of managing high-performing teams.
  • Exceptional communication and interpersonal skills.
  • Experience leveraging AI to solve problems and increase productivity.
  • Experience analyzing customer data to identify trends and insights.

Perks & Benefits:

  • 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.
  • Work from home with home office setup and coworking allowances.
  • Open vacation policy.
  • Support for hardware, software, books, or conferences that promote continued learning.
Technical Support Team Lead
Pressable
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