SimpleTech

Senior Systems Administrator (Microsoft Platforms) who thrives in both worlds: deeply technical and people-savvy. You’ll manage infrastructure, lead projects, support users, and handle shifting priorities across multiple clients, all while keeping communication clear and expectations aligned.

What You’ll Actually Do

Own and support Microsoft-heavy environments: AD, Azure AD, Exchange Online, Intune (a must), SharePoint, Teams, Windows Servers

Handle day-to-day support: hardware, software, networking, etc

Maintain and troubleshoot VMware infrastructure

Manage backups (Veeam, Acronis, Datto) and run test restores

Configure and support firewalls (Sophos, SonicWall), VPNs, routing

Troubleshoot LAN/WAN infrastructure: DNS, DHCP, VLANs, switches, Wi-Fi

Implement security controls: MFA, Conditional Access, Defender

Lead projects: migrations, onboarding, upgrades, cleanups

Write clean documentation so others aren’t guessing

Manage multiple clients and competing priorities without losing your cool

What We Are Looking For

7+ years in Microsoft environments

Experience supporting multiple clients (MSP strongly preferred)

Deep knowledge of Microsoft 365, Azure AD, Windows Server, Intune

VMware proficiency

Solid networking fundamentals (VLANs, firewalls, wireless)

Clear communicator with users and decision-makers

Organized, self-managed, and flexible

Degrees and Certs? Nice, but Not Required

Doesn't matter where (or if) you went to school. The knowledge is everywhere now GPT, YouTube, Google. What matters is that you know how to solve problems, find answers fast, and get things done. We don't expect you to memorize every command, we expect you to know how to look it up and execute confidently.

The Details

1099 contractor – no benefits, but flexibility and up to $15k/month

10–40 hours/week, mostly during business hours

Onsite work required, San Diego-based clients

Long-term engagement for the right person

Must Reside in San Diego Metro - no relocation or remote

If you’re great with tech and people and want freedom, not micromanagement, reach out.

Job Type: Contract

Pay: $55.00 - $115.00 per hour

Expected hours: 10.0 – 40.0 per week

Benefits:

• Flexible schedule

Compensation Package:

• 1099 contract

Application Question(s):

• Do you live in the San Diego metro area?
• Do you currently have a full time job?
• What's your desired HOURLY rate? (not a salary position)
• What's your level of experience with Entra and Intune?
• What's your level of experience with Sonicwall?
• What time is on time?

Work Location: Hybrid remote in San Diego, CA 92121