Technical Alignment Manager (TAM) - MSP / MSSP

Position SummarySeeking 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 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 internal standards library and SOPsRequirements• 3 - 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 visitsPreferred:• 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 deliverablesWhat Is Offered• 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 practitioner roles• Collaborative team culture with a genuine commitment to doing IT right• Mileage reimbursement for client travel