Job summary
Job post source
This job is directly from Trajector's subsidiary AnchorSix, an MSP company.
Job overview
The Virtual Chief Information Officer (vCIO) role at AnchorSix guides small-to-mid-market clients in translating business strategy into technology outcomes, focusing on governance, cybersecurity, cloud adoption, and digital transformation.
Responsibilities and impact
The vCIO facilitates executive advisory sessions, creates technology roadmaps and budgets, manages cybersecurity and compliance, architects cloud strategies, oversees risk and continuity management, handles vendor contracts, governs service delivery, leads innovation initiatives, and mentors junior staff.
Compensation and benefits
The position offers a competitive salary range of $90,000 to $130,000 with total compensation up to $155,000, plus medical, dental, vision insurance, 401k, paid time off including federal and DEI holidays, and growth in a rapidly expanding company.
Experience and skills
Candidates must have 4+ years in client-facing vCIO or similar roles at MSPs, experience managing multiple client portfolios over $1M ARR, deep knowledge of Microsoft 365/Azure and ITIL, strong strategic planning and communication skills, legal US work authorization, and must reside in Orem, UT; certifications like CISSP or CISM are required, with preferred degrees and industry experience.
Career development
The role offers opportunities to contribute thought leadership, mentor junior team members, and engage in community forums, supporting professional growth within a growing MSP environment.
Work environment and culture
AnchorSix promotes a culture of innovation, mentorship, and community engagement within a rapidly growing MSP setting based in Orem, Utah.
Company information
AnchorSix is a Utah-based MSP subsidiary of Trajector providing fractional enterprise IT services to growing small-to-mid-market organizations.
Job location and travel
The job is located at AnchorSix headquarters in Orem, Utah, requiring on-site presence.
Unique job features
The role uniquely combines strategic IT leadership with hands-on governance, cybersecurity, and cloud strategy in a fractional CIO capacity for multiple clients.
Company overview
Trajector is a Veteran-owned company based in Gainesville, Florida, specializing in helping disabled individuals secure maximum disability benefits from both government and private entities. Founded in 2014, Trajector provides comprehensive services, including developing medical evidence and offering legal support to ensure clients receive the benefits they are entitled to. The company operates through various subsidiaries, such as Trajector Medical and Trajector Legal, and employs between 1001 to 5000 people. Trajector's mission focuses on assisting the underserved and at-risk disabled population, leveraging their expertise to navigate complex benefit claims processes.
How to land this job
Position your resume to highlight your experience in client-facing vCIO or senior consultancy roles within MSPs, emphasizing management of multiple client portfolios exceeding $1 million in annual recurring revenue to align with Trajector's needs.
Emphasize your expertise with Microsoft 365, Azure ecosystems, cybersecurity frameworks like NIST CSF, and ITIL-aligned service operations, as these are core to the vCIO role at Trajector.
Apply through Trajector's corporate careers page and LinkedIn to maximize your chances, since multiple application portals increase visibility and reach.
Connect on LinkedIn with current vCIOs, Technical Account Managers, or leaders within Trajector's AnchorSix division; start conversations by referencing recent technology trends they’ve shared or asking about their approach to digital transformation and cybersecurity.
Optimize your resume for ATS by including specific keywords from the job description such as 'vCIO,' 'cybersecurity,' 'Microsoft 365,' 'Azure,' 'ITIL,' 'budget planning,' and 'executive advisory' to ensure your resume passes automated screenings.
Use Jennie Johnson's Power Apply feature to automate tailored resume adjustments, identify all relevant application portals, and find LinkedIn contacts for networking, saving you time and increasing your chances at Trajector.
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