IT Desktop Support Engineer

About Us

Stronghold Investment Management (“Stronghold,” “SIM,” or “the Firm”) is a technology-driven, vertically integrated investment manager focused on real-assets and related private markets. Stronghold seeks to deliver best-in-class risk-adjusted returns through an investment framework that features comparatively rapid transaction velocity, deep technical expertise, creative financial structuring, and objective and algorithmic decision making.

Stronghold was founded by Ryan Turner in 2016 and has deployed over $1.6 billion in capital across 10+ investment vehicles. 

Ultimately, Stronghold intends to apply its technology-intensive investment approach to a variety of specialist real assets verticals, including:

• Oil & Gas
• Renewables
• Specialty Real Estate (commercial, datacenters, marinas)
• Telecommunications and Technology Infrastructure
• Billboards and Fixtures
• Mining & other commodities
• Utilities
• Secondaries

Position Overview

We are seeking a highly skilled and service-oriented IT Desktop Support Engineer to provide hands-on technical support and systems management for the business and the family office environments. 

This role requires a proactive, resourceful individual who can ensure seamless day-to-day technology operations across both business and personal systems. The ideal candidate will thrive in a fast-paced, high-touch setting, supporting executives, staff, and household members with discretion, professionalism, and “white glove” service. This position covers a broad range of responsibilities including end-user support, system administration, networking, security, and home technology systems. 

The IT Desktop Support Engineer will serve as the frontline expert, taking ownership of issues through resolution while maintaining the highest standards of reliability, responsiveness, and confidentiality.

Key Responsibilities

End-User & Executive Support

• Deliver “white glove” technical support for executives, staff, and household members across office, home, and offsite locations.
• Provide support for computers, mobile devices (Windows 60%, macOS 40%, iOS/Android), printers, and peripheral devices (scanners, webcams, microphones, speakers).
• Strong troubleshooting and diagnostic skills with the ability to resolve issues independently.
• Proven experience supporting C-Suite or high-profile executives with discretion and professionalism.
  
  

Systems & Applications

• Proficiency with Windows 10/11, macOS, and Server OS updates, patch management, and troubleshooting.
• Manage and troubleshoot Microsoft Office Suite (Outlook, Word, Excel, PowerPoint).
• Support collaboration platforms: Microsoft Teams, Zoom, Slack, Google Meet, and Confluence.
• Experience with OneDrive and other cloud platforms (Google Drive, Dropbox, Microsoft 365, Google Workspace, Egnyte).
• Manage streaming and media services: Amazon Fire TV, Netflix, Hulu, Disney+, HBO Max, Plex.
  
  

Identity, Security & Administration

• Administer Active Directory, Azure AD, Intune, and related identity/security tools.
• Support security tools including MFA, VPNs, BeyondTrust, and Microsoft Defender.
• Monitor, escalate, and resolve cybersecurity issues promptly.
• Manage and support CCTV systems, IP cameras, DVR/NVR systems, and Alarm.com platforms.
• Ability to safely conduct alarm trigger tests and coordinate with local Police Department for full security response checks.
  
  

Networking

• Configure, maintain, and troubleshoot routers, switches, access points, Wi-Fi networks (Unifi preferred).
• Ability to test, diagnose, and resolve connectivity issues; familiarity with speed testing tools.
• Solid understanding of TCP/IP, VPNs, and network troubleshooting.
  
  

Home & AV Technology

• Maintain and support home audio/video and automation systems (Control4, smart TVs, integrated sound systems, smart home devices).
• Coordinate with vendors to ensure smooth operation and timely resolution of AV and automation issues.
  
  

Documentation & Process

• Maintain accurate asset management, system documentation, and technical logs.
• Record arrival/departure times, add notes, and maintain checklists.
• Develop and document procedures, checklists, and best practices to improve efficiency.
• Experience using ticketing/helpdesk systems and ITIL-based support processes.
  
  

Soft Skills & Work Habits

• Strong customer communication: explain findings and fixes in clear, non-technical language.
• Excellent interpersonal and communication skills with a client-first, service-oriented mindset.
• Ability to manage multiple priorities effectively and anticipate IT needs proactively.
• Attention to detail: ensure thorough and consistent testing of all systems.
• Highly organized, dependable, adaptable, and willing to work flexible hours (including evenings and weekends).
  
  

Qualifications

• Bachelor’s degree in Information Technology, Computer Science, or related field preferred; equivalent professional experience accepted.
• 3–10 years of IT support experience in professional, executive, or private office environments. 
• Hands-on experience with Windows, Mac OS, iOS/Android devices, and server environments.
• Demonstrated experience providing “white glove” end-user support with discretion and professionalism.
• Flexible and adaptable; willing to work evenings, weekends, and respond to urgent issues as needed.
  
  
  

---

Why work with Stronghold?

At Stronghold, we strive to create a workplace that is not only rewarding but also satisfying. We believe our employees are the driving force behind our success, and we are committed to providing them with an environment where they can thrive and reach their full potential. When you choose to work with us, you'll be joining a team of highly talented professionals who are passionate about what they do and dedicated to bringing technology expertise to our domain. We value innovation, collaboration, and a commitment to excellence, and we provide our employees with the resources and support they need to succeed. If you're looking for a challenging and fulfilling career, we invite you to apply.

Benefits

• Market-competitive compensation
• Fully paid benefits (Medical, Dental and Vision)
• HSA
• 401k + Match
• Company sponsored LTD, STD, life insurance and AD&D
• Generous PTO policy
• 20 company recognized holidays 
• Class A offices in prime locations
• Parental Leave

Equal Opportunity Employer

Stronghold Investment Management is an equal opportunity employer. We believe in creating a diverse and inclusive workforce, where individuals of all backgrounds, experiences, and perspectives can thrive. We are committed to providing equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, sexual orientation, gender identity or expression, marital status, genetic information, or any other characteristic protected by applicable laws. We encourage applicants from underrepresented groups to apply and embrace the unique contributions they can bring to our organization.