For 138 years, our company has been built on a foundation of integrity, quality, family, and entrepreneurial spirit. What began as a vision generations ago has grown into a dynamic and diversified organization representing an innovative portfolio of companies across wine, spirits, and real estate.
We combine the strength and stability of a long-standing organization with the energy and opportunity of an entrepreneurial environment. Our team members are empowered to think creatively, act decisively, and contribute meaningfully. We value people who take ownership, uphold high standards, and collaborate with a family-minded approach rooted in respect and accountability.
Here, your work matters. Your ideas are welcomed. And your growth is supported.
We believe that diverse perspectives strengthen our business and enrich our culture. We are committed to creating an inclusive environment where individuals of all backgrounds feel valued and respected. We are proud to be an equal opportunity employer and welcome candidates from all backgrounds to apply.
ABOUT THE ROLE
We're looking for an IT Specialist who can hit the ground running as a central point of contact for everything our users need to stay productive. This is a hands-on role: you'll be fielding helpdesk tickets, managing endpoints, coordinating with our managed service provider (MSP) on escalations, and helping us maintain a secure, well-run Microsoft 365 environment.
You'll report directly to the Director of IT and be based out of our Solana Beach office, and may frequently work from our downtown San Diego location. Our IT team is small and impactful, just two people who own the full stack of end user support, systems administration, and vendor coordination, and we're growing it. If you like variety, ownership, and the satisfaction of solving real problems for real people, this is the job.
THE DAY-TO-DAY
End User Support
- Triage and resolve hardware and software related helpdesk tickets within SLA targets either in person or remotely; follow up with users to confirm resolution
- Support the full Microsoft 365 suite: Exchange Online, Teams, SharePoint, OneDrive, Office, and other apps
- Manage user accounts and access in Active Directory, Entra ID, and Azure, including onboarding and offboarding
Endpoint & Systems Management
- Manage and monitor endpoints patching, alerting, remote support, and health checks
- Image, configure, and deploy laptops and other hardware for new employees
- Maintain hardware inventory and coordinate equipment shipping and returns
- Administer and troubleshoot Windows 11 systems in a hybrid cloud/on-premise forest
Security & Compliance
- Support Entra ID conditional access, MFA enrollment, and identity governance
- Escalate security incidents to the Director of IT and coordinate with the MSP as needed
- Assist with periodic access reviews and permission audits
- Help enforce the company's IT-related standards and policies
MSP & Vendor Coordination
- Work alongside our MSP for escalations that require deeper infrastructure or network expertise
- Communicate clearly with vendors and service providers on open issues and projects
- Document configurations, procedures, and known issues so nothing lives only in someone's head
- All other duties as assigned
This is not intended to be a comprehensive list of duties and responsibilities; the role may evolve without notice.
WHAT YOU'LL BRING
Required
- 3 to 5 years of desktop support experience in a Microsoft environment
- Hands-on experience with Microsoft 365 (Exchange Online, Teams, SharePoint, Intune)
- Active Directory and Entra ID administration
- Experience troubleshooting Dell and Mac hardware
- Working knowledge of TCP/IP networking fundamentals
- Experience with a helpdesk ticketing platform (Freshworks or similar)
Preferred
- Exposure to Microsoft Dynamics 365 Business Central (user administration or basic troubleshooting)
- Exposure to PowerBI and PowerApps
- PowerShell scripting for routine administration tasks
- Associate's or Bachelor's degree in IT, Computer Science, or a related field
- CompTIA A+, Network+, or Microsoft certifications
Skills and Traits
- Detail-oriented with a clean, consistent approach to ticketing and documentation
- Strong communicator who can explain a technical issue to a non-technical person without talking down to them
- Self-starter who can manage multiple open issues without losing track
- Comfortable asking for help when something is outside your scope; that's what the MSP is for
- Looks for opportunities to improve processes, simplify how work gets done, increase efficiency, and improve the user experience
- Growth mindset: you don't need to know everything on day one, but you need to want to learn
Physical Requirements
- Ability to work in an office environment and operate standard equipment
- Must be able to lift up to 50 lbs.
IF YOU'RE ON THE FENCE
If you read through this and you're not sure you hit 100% of it — apply anyway. We care more about how you approach problems than whether you've used every specific tool on the list. If you have a growth mindset, take ownership, and want to do good work in a company that invests in its people, you sound like our kind of candidate.
COMPENSATION & BENEFITS
Our cash compensation for this role is targeted at $42.23 - $45.53 per year. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.
In addition to competitive pay and medical/dental/vision coverage, we offer:
- 401(k) with 100% immediate vesting — literally free money
- Healthcare and dependent care flexible spending accounts (FSA)
- Company-paid life insurance
- Monthly wellbeing stipend
- Competitive PTO and ten company-paid holidays
- Support for relevant training, certifications, and professional development
- Employee assistance program (EAP)
- Casual dress code