As a Technical Customer Support Specialist at Heads, you will be an essential part of our Customer Success team and report directly to the COO. Your mission is to secure stable operations for our customers while actively driving automation, workflow optimization, and continuous improvement across our environments and processes.
You will leverage modern AI-powered tools - including Codex, Claude Code, API integrations, and intelligent automation - to deliver faster, smarter, and more scalable customer support.

Your key responsibilities will include:

Customer Support & Issue Resolution

• Serve as the technical escalation point for complex hardware, software, and integration issues

• Troubleshoot POS systems, e-commerce integrations, and inventory management platforms

• Diagnose and resolve connectivity, API, and data synchronization problems

• Use AI coding assistants (e.g., Claude Code) to accelerate log analysis, script generation, and root-cause investigation

Environment Monitoring & Maintenance

• Improving systems for monitoring customer environments for performance issues and early warning signs

• Plan and execute system upgrades with minimal customer disruption

• Validate deployments and ensure rollback procedures are in place

• Document patterns and recurring issues to inform preventive improvements

Automation & Process Improvement 

• Build and maintain scripts for upgrades, server management, and routine operational tasks

• Identify repetitive workflows and automate them using scripting and AI tools

• Improve internal support processes - reduce friction, strengthen documentation, optimize tooling

• Contribute to a culture of continuous improvement within the Customer Success team
  

Required Qualifications:

• Bachelor's degree in Computer Science, IT, or related field - or equivalent hands-on experience

• 2+ years as a System Administrator or in a similar technical operations role

• Solid troubleshooting skills across operating systems, networks, integrations and software

• Proficiency in scripting (PowerShell, Bash, or Python)

• Comfortable working with REST APIs, JSON, and integrating systems

• Willingness to use AI-powered tools (e.g., Claude Code, Codex) to enhance productivity

• Familiarity with relational databases (basic SQL)

• Fluent in Swedish and English

Preferred qualifications:

• Background in retail, commerce, or POS systems

• Experience with retail hardware (scanners, receipt printers, payment terminals)

• Experience with JIRA or similar ticketing systems

• Familiarity with continuous improvement frameworks (Lean, ITIL, etc.)

• Exposure to Linux/Unix environments, NGINX, or containerized deployments

Who are you?

• A customer-oriented mindset combined with strong technical problem-solving capabilities.

• Ability to break down and resolve complex technical issues, with a structured and analytical approach grounded in systems thinking.

• High execution capacity with the ability to manage multiple operational and technical tasks, prioritize effectively, and drive improvements to completion.

• Innovative, open and curious, with a strong drive to automate, optimize and continuously refine workflows and tooling.

• Genuine interest in technology, automation and scalable operational solutions.

Sound like fun? Apply today!

Other information:

START: A per agreement
LOCATION: Stockholm, hybrid
EMPLOYMENT: Salary, benefits and further details are discussed separately.