About Frontline

Frontline, LLC is a fast-growing Managed IT Services Provider (MSP) headquartered in Los Angeles, CA. We partner with small and mid-sized businesses to proactively manage and align their technology environments — delivering measurable results through our vCIO/TAM service model. Our team is client-obsessed, technically rigorous, and committed to continuous improvement.Visit -> Frontline, LLC - Managed IT Services website.

Position Summary

We are looking for a skilled and client-focused technology professional to join our Technical Alignment team. In this role, you will serve as the primary on-site and remote technology advisor for a portfolio of managed clients — conducting structured assessments, documenting findings, driving remediation, and building trusted relationships with client stakeholders.

This is not a traditional break/fix help desk role. You will own the health and alignment of client environments, working proactively rather than reactively. You will represent Frontline as the face of our service — and your work directly shapes client outcomes and retention.

Key Responsibilities

• Conduct regularly scheduled on-site and remote technology alignment assessments across a portfolio of SMB clients

• Evaluate client environments against Frontline's technical standards across Active Directory, Microsoft 365, networking, backup/DR, endpoint management, and security

• Document findings accurately and thoroughly in IT Glue; maintain complete, current client environment records

• Analyze assessment data and produce clear, actionable reports for vCIO/QBR review and client-facing delivery

• Identify gaps, risks, and remediation priorities; create and track remediation plans through to completion

• Interface professionally with client IT contacts, operations managers, and executives — communicating findings and recommendations in business terms

• Perform proactive maintenance tasks including patch validation, account audits, policy reviews, and backup verification

• Respond to escalations from the service desk and assist with projects requiring on-site presence

• Collaborate with the vCIO/service leadership team on technology roadmaps and client strategy

• Contribute to the ongoing development and maintenance of Frontline's internal standards library and SOPs

What We Offer

• Competitive salary commensurate with experience

• Structured onboarding and ongoing technical training

• Exposure to a broad range of client environments and technology stacks

• Clear growth path toward senior TAM / vCIO practitioner roles

• Collaborative team culture with a genuine commitment to doing IT right

• Mileage reimbursement for client travel

• 5+ years of IT support or systems administration experience, preferably in a managed services environment

• Solid working knowledge of Windows Server, Active Directory, Group Policy, DNS, and DHCP

• Intermediate networking knowledge: TCP/IP, VLANs, routing, firewall concepts (NAT, ACL), and common protocols (RDP, SMTP, HTTP/S)

• Experience with Microsoft 365 administration: Exchange Online, Teams, SharePoint, Entra ID (Azure AD), MFA/conditional access

• Familiarity with backup and disaster recovery solutions (Veeam, Datto, or similar)

• Strong written and verbal communication skills — ability to translate technical findings into clear client-facing language

• Highly organized, self-directed, and comfortable managing multiple client environments simultaneously

• Valid driver's license and reliable transportation for client site visits

Preferred:

• Experience with MSP toolsets: RMM (Datto RMM), PSA (AutoTask), documentation (IT Glue), MDR (Rocket Cyber)

• Familiarity with CIS Controls, NIST frameworks, or security assessment methodology

• Experience conducting formal IT assessments or producing vCIO/QBR deliverables

• Certifications: CompTIA Network+, Security+, Microsoft (MS-900, AZ-900, MD-102), or equivalent

Health Care Plans (Medical, Dental & Vision)
Retirement Plan - 401k with matching
Paid Time Off (Vacation, Sick & Public Holidays)
Training & Development
Free Food & Snacks
Wellness Resources

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