# Desktop Systems Administrator I Remote from[Portugal](https://jobicy.com/job-region/portugal.md)Annual salary Undisclosed Salary information is not provided for this position. Check our [Salary Directory](https://jobicy.com/salaries.md) to estimate the average compensation for similar roles.Department [DevOps & Infrastructure](https://jobicy.com/categories/admin.md) Employment type Full Time, Job posted30 May 2026Apply before30 Jun 2026Experience level Midweight Views / Applies 2112 / 380 [About company](https://jobicy.com/company/five9.md) [Share](#share) About [Five9](https://jobicy.com/company/five9.md) Empowering businesses to deliver exceptional customer experiences with cloud contact center solutions. * [Computer Software](https://jobicy.com/company-category/software.md) * 2001 Actively Hiring Verified job posting This job post has been [manually reviewed](https://jobicy.com/tools/help-center/employee/how-does-jobicy-verify-the-legitimacy-of-remote-job-listings.md) for authenticity and compliance. Tailor Resume Check Job Fit Cover Letter ### Tailor my resume to this job Discover how to best rewrite and optimize your resume for this specific job. You'll receive personalized suggestions and detailed guidance to highlight your key strengths, effectively address the job requirements, and make your application more compelling to recruiters and hiring managers. After analyzing your resume, I can provide several recommendations to better position yourself for this role. Your background in software development shows strong technical skills, particularly in Java and Python development. However, for this Senior Backend Developer position, I notice there could be more emphasis on your experience with microservices architecture and cloud technologies, which are key requirements for this role. I recommend highlighting specific projects where you utilized these technologies and quantifying your achievements to demonstrate impact... Upgrade to Plus ### Am I a good fit for this job? Understand your compatibility with this specific job opportunity. Our detailed analysis will assess your resume against the role's requirements, providing insights into your potential fit, key skill alignments, and areas you might need to develop to be a strong candidate. After assessing your resume against the job requirements, here's a summary of your fit: 1. Overall Match: Moderate Fit (Approx. 65-70%). Your resume shows good alignment with several core responsibilities for the Project Manager role, especially your experience in agile methodologies and stakeholder communication. 2. Key Strengths: Your PMP certification and proven track record in delivering projects on time are strong assets for this position. 3. Potential Gap: The role specifies experience with 'XYZ specific software', which is not explicitly mentioned in your resume. If you have this experience, ensure it's highlighted. 4. Recommendation: Consider adding a quantifiable achievement related to budget management, as this is often a key metric for PM roles... Upgrade to Plus ### Cover Letter Assistant Need help writing a compelling cover letter? Our system can analyze this job and your resume to help you draft personalized paragraphs that highlight your strengths and impress hiring managers. Let me help you draft a strong opening... Dear Hiring Manager, I am writing to express my keen interest in the Senior Marketing Manager position. My background in developing data-driven marketing strategies and leading successful product launches, as detailed in my resume, directly aligns with your need for a candidate capable of enhancing brand visibility and driving market share growth. I am confident I can make a significant contribution to your team... Upgrade to Plus ### AI Summary This Desktop Systems Administrator I role at Five9 involves managing desktop support for the Porto office and remote users across Europe. The position serves as an escalation point for hardware and software issues, administers enterprise tools like Jamf and Intune, and supports macOS and Windows environments. Required skills include 2+ years of enterprise desktop support, experience with Active Directory, and scripting knowledge. The role offers participation in global projects and requires off-hours support. ### Role DNA Job Complexity Easy Hard Pace & Pressure Relaxed Fast-paced Autonomy Level Guided Full Ownership Communication Load Independent Highly Collaborative AI Insight The role requires 2+ years of experience and knowledge of multiple systems, but is an entry-level administrator position, so difficulty is moderate. ### Salary Analysis Median Market Rate $55,000US Market $45k – 75k 0 $83k AI Insight The job listing does not provide salary information. Based on US market data for a Desktop Systems Administrator I, the estimated median salary is $55,000. This is competitive for an entry-level role with enterprise support responsibilities. ### Key Skills Desktop Support Active Directory Jamf Intune macOS Windows PowerShell Service Desk VPN Okta ### Cover Letter Sample Dear Hiring Manager, I am excited to apply for the Desktop Systems Administrator I position at Five9. With over 2 years of enterprise-level desktop support experience and proficiency in Jamf, Intune, and Active Directory, I am confident in my ability to provide excellent technical support to your team. My hands-on experience with macOS and Windows devices, along with scripting skills in PowerShell, aligns well with the requirements of this role. I thrive in collaborative environments and have a strong track record of resolving complex issues while maintaining high customer satisfaction. I am eager to contribute to Five9's global projects and support your Porto office and remote users across Europe. Thank you for considering my application. I look forward to the opportunity to discuss how my skills can benefit your organization. Sincerely, [Your Name] Copy ### Possible Interview Questions Describe your experience with Jamf and Intune in managing enterprise devices.I have used Jamf to manage macOS devices, including deploying software, enforcing security policies, and troubleshooting issues. With Intune, I managed Windows devices, configured compliance policies, and performed remote wipe and reset. I also created device profiles and automated app deployments.How do you prioritize and escalate support tickets in a high-volume environment?I prioritize based on impact and urgency, using the ticketing system to categorize issues. Critical problems affecting multiple users are escalated immediately, while lower-priority tickets are addressed in order. I follow SLAs and communicate clearly with users about expected resolution times.Can you walk us through a complex technical issue you resolved for a remote user?A remote user could not connect to VPN. I first checked their network connection, then verified VPN client settings and logs. I discovered a certificate issue and reissued a new certificate via the management console. After reconnecting, the issue was resolved, and I documented the steps for future reference.How do you ensure data integrity and security when managing user accounts and devices?I follow least privilege principles, use strong passwords, and enforce multi-factor authentication. I regularly audit Active Directory for inactive accounts and apply security patches promptly. For devices, I ensure encryption is enabled and use mobile device management to enforce security policies.Describe a time you improved a support process or documentation.I noticed recurring printer issues were not well-documented. I created a troubleshooting guide with common errors and solutions, which reduced resolution time by 20%. I also updated the knowledge base with step-by-step instructions for new hires, improving onboarding efficiency. Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide. Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves. The Desktop Support Administrator is responsible for managing desktop-related support issues for the Porto office and remote users across Europe. The role interfaces with end-users across all business units at multiple levels and assists IT support personnel in troubleshooting server and network failures. The position allows for participation in global projects, providing an opportunity for the individual to collaborate with colleagues from other Five9 sites. The Desktop Support Administrator is integral to smooth operations of the IT Service Desk and must wear many hats to be successful. The position will require off-hours support, with occasional weekends and evenings as necessary. Major Responsibilities: * Serve as the escalation point of contact for resolving desktop and laptop-related issues in a 1,000+ user enterprise. * Respond to Service Desk calls, walk-ups, incidents, and tasks, following internal procedures and escalation processes through our ticketing system. * Administer and support enterprise-level solutions for managing computing devices within the Five9 global organization. * Troubleshoot, research, diagnose, document, and resolve technical issues related to the client compute environment and infrastructure in a timely manner. * Provide technical support to Five9 employees for issues related to information technology, including but not limited to Apple, Microsoft, VPNs, and mobile devices, covering desktops, laptops, communication devices, and network services for both local and remote employees. * Serve as the on-site ‘smart hands’ for Five9 Corporate IT Infrastructure teams, assisting with instruction-led tasks such as TelCo closet troubleshooting, equipment racking, and network routing. * Perform installations, configurations, upgrades, basic repairs, and troubleshooting of laptops, desktops, and workstations, resolving hardware, software, and network issues ranging from minor to major. * Assist in identifying resolution gaps at the Service Desk, including those related to standard operating procedures and customer service guidelines for IT support. * Document and maintain hardware management lifecycle. * Participate in developing documents, implement standard operating procedures and customer service guidelines relating to remote IT support. * Assist with General IT office maintenance, facilitating onsite meetings, Smart Board/TV and Audio/Visual System Support. * Maintain password security, data integrity and file system security for the corporate desktop environment. * Support and troubleshooting of printers, copiers and fax machines. * Assist in coordinating and performing office moves, add and changes. * Performs other related duties as assigned. Requirements: * Minimum of 2 years of enterprise-level desktop support experience, including the use, provisioning, and management of services such as Jamf and Intune. * Experience supporting enterprise applications such as Microsoft Office, Zoom, Slack, and Okta. * Hands-on experience with using and supporting macOS and Windows devices. * Experience with Active Directory user, group, and policy administration. * Experience with scripting (PowerShell or another) is valued. * Experience working with cloud environments or SaaS applications is a plus. * Experience with mobile devices, such as iPhones, iPads, and Androids, is a plus. * Excellent written and verbal communication skills in English, with a focus on technical and instruction-oriented writing, and the ability to clearly explain complex concepts over the phone, in person, and in writing. * Ability to deliver exceptional customer service through both in-person and remote technical support. * Experience using various device management tools, including configuration and security management. * Understanding of general wired and wireless network concepts and protocols. * Experience creating technical knowledge and process documentation. * Ability to learn quickly and adapt to a changing environment and eager to accept new responsibilities. * Strong problem-solving skills and the ability to develop creative solutions are valuable. Benefits: * Five9 Shares * Bonus Scheme * 10% Flexi Benefit * Meal Allowance * Medical Insurance * Life Insurance * 25 day Annual Leave + Public Holidays Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer. View our privacy policy, including our privacy notice to California residents here: [https://www.five9.com/pt-pt/legal](https://www.five9.com/pt-pt/legal). Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9. Show more [Apply now >](https://jobicy.com/jobs/145119-desktop-systems-administrator-i.md) > Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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