Senior Digital Success Specialist

There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems!

Executive IT Support Specialist Job Description

Role Title: Executive IT Support Specialist / White Glove Technician
Location: Menlo Park, Silicon Valley/Bay Area, CA
Department: Digital Technology - End-User Support Services
Reports To: Servicedesk Lead

Role Summary

The Executive IT Support Specialist is a high-impact, high-visibility role responsible for delivering confidential, immediate, and premium "white glove" technical support to our CEO, VPs, senior leaders, and designated high-priority personnel. This role requires in-depth technical expertise across the modern tech stack, unwavering discretion, and a commitment to ensuring zero productivity downtime for the company's most critical decision-makers.

Key Responsibilities

I. High-Touch Service Delivery

• Dedicated 24/7/365 On-Call Support: Provide immediate, direct-access support to executives, requiring flexibility to resolve issues in-person, remotely, and after hours/weekends to meet executive schedules.
• Proactive & Preventative Care: Move beyond reactive ticket solving. Conduct scheduled, non-disruptive preventative maintenance on all executive hardware (laptops, mobile phones, networking equipment) to ensure peak performance and stability.
• A/V and Presentation Mastery: Provide expert, zero-fail setup and monitoring for all high-stakes internal and external presentations, board meetings, investor calls, and large-scale video conferences.
• Executive Travel Readiness: Prepare and test all technology kits for executive travel, ensuring secure global connectivity and local technical support coordination when necessary.

II. Deep Technical & Security Expertise

• Modern Tech Stack Expert: Master deployment, configuration, and advanced troubleshooting for mixed environments, specializing in macOS, Windows 11, iOS, Android, and high-end hardware (e.g., MacBooks).
• Identity Management: Expertly manage and troubleshoot issues related to Single Sign-On (SSO) and Multi-Factor Authentication (MFA) policies
• Collaboration & Cloud Tools: Provide authoritative support for the company's enterprise collaboration suite (e.g., Google Workspace, Slack, Zoom), with a specific focus on security and data sharing compliance.
• Network & Connectivity Diagnostics: Rapidly diagnose and resolve complex network issues, including corporate Wi-Fi, guest Wi-fi, and executive home office networks.

III. Confidentiality & Process Excellence

• Absolute Discretion: Maintain strict confidentiality regarding all sensitive data, communications, and project information handled or viewed during support sessions.
• Asset and Inventory Management: Oversee the lifecycle of all executive assets, from secure provisioning and rapid replacement to end-of-life sanitization, utilizing ITSM tools (e.g., Zendesk and Jira).
• Security Incident Liaison: Act as the initial point of contact for executive-level security incidents (e.g., phishing attempts, data breaches), coordinating with the Security Operations Center (SOC) team.

Required Qualifications

• Experience: Minimum of 5+ years in IT support, with 2+ years dedicated exclusively to supporting C-Suite, Executive, or VIP personnel in a fast-paced international technology company.
• Certifications: Professional-level certifications such as ITIL Foundation, Microsoft Certified: Modern Desktop Administrator Associate, or Apple Certified Support Professional (ACSP).
• Communication: Exceptional verbal and written communication skills with the ability to translate complex technical concepts into clear, simple language for non-technical leadership.
• Service Ethos: Demonstrated history of providing high-level customer satisfaction and anticipating executive needs before they arise.

Preferred Qualifications

• Experience deploying and managing Mobile Device Management (MDM) solutions (Intune).
• Experience writing easy-to-follow articles for our Knowledge Base, using simple language
• Be a high-level expert in our technology landscape
• Take ownership of complex support tasks where the solution requires deeper investigation and/or vendor engagement

More about OutSystems

OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform.

As the future becomes agentic, our customers need us now more than ever. While AI has opened the door to extraordinary possibilities, most large organizations find themselves stuck on one side of the "enterprise gap" because AI by itself doesn't solve their complex use cases and business challenges. OutSystems bridges the "enterprise gap" by combining the speed of generative AI with a deterministic, enterprise-grade framework. We provide the tools for teams of any size to deliver high-quality, reliable AI solutions that drive real business impact.

We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration.


OutSystems is a global company, with more than 900k developer community members, 1,700 employees, more than 600 partners, and thousands of active customers in over 75 countries and across 21 industries. Founded in 2001, OutSystems now has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and includes a thriving, worldwide community of remote employees.

Our customers are some of the world's most recognizable brands across diverse industries- such as Toyota, Heineken, Bosch, KeyBank, and UCLA-who trust OutSystems to deliver ROI and transformational impact.


Consistently recognized as a leader by top analyst firms Gartner, IDC and Forrester, OutSystems continues to shape the future of enterprise software development in the agentic era. We are proud to be named a leader in more than 100 categories on G2, including #1 in Customer Satisfaction in Enterprise Low Code Development, and most recently as a leader in AI Agent Building in the G2 Spring 2026 Reports.


Working at OutSystems

Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment. We operate as one global OutSystems team, taking ownership to pursue our vision of being the AI platform enterprise leaders trust to build, secure, and evolve their most critical applications and systems.

What do we have to offer you?

• A company at the vanguard of the agentic revolution, where we don't just react to AI innovation-we architect it. Joining OutSystems means stepping onto a high-growth rocket ship that combines the fearless agility of a startup with the sophisticated, global foundation of an enterprise powerhouse.
• Real growth opportunities. We don't just talk about development; we invest in it through structured programs designed to scale your expertise. Whether you are aiming for vertical progression, exploring lateral moves into new domains, or mastering specialized AI skills through our Professional Development Fund and Internal Mobility Program, we provide the resources to get you there.
• A global collective of world-class talent, where you'll collaborate with enterprise software legends and sought-after thought leaders. At OutSystems, our industry experts aren't just visionaries-they are accessible, approachable mentors who are deeply invested in your growth as we architect the agentic future together.

OutSystems nurtures an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment and make an impact. . We believe that driving our next phase of growth requires the radical creativity that only comes from diverse perspectives. We are committed to building a team as global and diverse as the organizations we serve, ensuring every individual can perform to their full potential. As an equal opportunity employer, all qualified applicants receive equal consideration regardless of race, origin, religion, sex, sexual orientation, gender identity, disability, veteran status, or any other protected status.