IT Technician (macOS, Google Workspace, Information Security) (San Francisco, CA)

The Opportunity

Cascade is a premier Managed Service Provider (MSP) delivering world-class technical solutions to high-end Financial Services firms across the Bay Area, Los Angeles, and beyond. We are currently seeking a senior-level IT Technician who excels at the intersection of technical mastery and elite client service.

In this role, you aren’t just closing tickets; you are a trusted technical partner to VIP users. You will provide "white-glove" support on-site in San Francisco and remotely for clients globally. If you are hyper-reliable, thrive in high-stakes environments, and are looking for above-market compensation, we want to hear from you.

Who You Are

• The Ultimate Professional: You possess a "no task too small, no challenge too big" attitude and maintain a calm, focused demeanor under pressure.
• A Mac Expert: You have deep, demonstrable experience supporting macOS in an enterprise environment (Jamf Pro experience is highly preferred).
• A Clear Communicator: You can translate complex technical issues into simple, actionable language for executive leadership.
• Growth-Minded: You take extreme ownership of your career and are eager to leverage our generous certification and training bonuses.

Technical Qualifications

• 7+ years of progressive Help Desk or Desktop Support experience.
• Expert-level macOS support (PC/Windows experience is a valued plus).
• MDM Proficiency: Hands-on experience with Jamf Pro or similar platforms.
• Networking Fundamentals: Solid understanding of DHCP, DNS, VPN, and troubleshooting remote connectivity.
• Scripting: Basic familiarity with Bash or PowerShell to automate workflows.
• AV/Smart Home (Bonus): Experience with Crestron, Savant, or high-end conferencing systems.

Key Responsibilities

• VIP Engagement: Act as the primary technical point of contact for high-net-worth individuals and executive teams.
• Problem Solving: Tackle a diverse, unpredictable range of challenges—from office-wide network optimizations to personalized tech setups for traveling VIPs.
• Project Leadership: Execute cutting-edge technical improvement projects and infrastructure upgrades.
• Documentation: Maintain pristine technical records and SOPs to ensure team-wide consistency.
• Availability: Provide flexible, on-call support as needed to ensure our clients never skip a beat (includes occasional after-hours/weekend work).

Why Cascade?

We offer a “big-tech” comparable benefits package with the agility and growth potential of a high-growth startup.

• Premium Health: 95% coverage for medical, dental, and vision premiums.
• Financial Future: 401(k) with competitive employer match.
• Monthly Stipends: $125 for Tech, $100 for Healthy Living, and up to $400 reimbursement for commuting expenses.
• Professional Development: Generous reimbursements and performance bonuses for earning new certifications.
• Flexibility: This is a hybrid role with a minimum of 3 days a week onsite and up to 2 days at home.