Company Overview
WEBIT Services, a Chicago-based Managed Services Provider, is seeking a qualified Virtual Chief Information Officer (vCIO) to join our team of Employee Owners. The role of the vCIO is to act as the client liaison for a specific set of assigned clients and own the post-sales side of the client lifecycle.
Position Overview
We are seeking a highly skilled and motivated vCIO to join our dynamic team. As a vCIO, you will support your clients post-sales need, including but not limited to: Client onboarding, project management, client maintenance-plan development, client policy and procedure development, client training and education, etc. The VCIO role will play a minor part in pre-sales working to ensure the proposed WEBIT solution stack fits with the client's needs properly. The vCIO will also plan, prepare and lead client Technology Business Reviews to ensure quality service and to align IT with the client's business objectives.
The VCIO must stay current with all WEBIT service offerings and must actively stay engaged to ensure the alignment between WEBIT Solutions and client needs. The role of the VCIO is challenging and rewarding and requires a strong and vast technical skill set along with business acumen and interpersonal skills. The focus of any job at WEBIT is always excellent customer service. We strive to make sure our clients are happy and that their networks are secure and running optimally.
Responsibilities
Pre-Sales
- Review final WEBIT Pre-Sales proposal documents BEFORE any proposal is made to clients. This is critical to ensure the vCIO is not handed a situation that doesn't fit with the WEBIT offerings.
Post Sales
- Conduct client end-user onboarding meetings with WEBIT Sales Rep to explain the WEBIT Onboarding process and show clients how to interact with our Help Desk. Ensure the client understands the process while emphasizing our commitment to Customer Service.
- Plan, communicate and set expectations for all remediation projects. Is the client liaison for all communications about the entire WEBIT Solutions Stack including all projects and ensure the Field/Project team is meeting the set expectations for time, customer service and quality.
- Work with the Field Team, Help Desk, other Impact departments and the sales team to plan, prepare for and conduct Technology Business Reviews (TBR's) meetings with clients.
- Keep all client management documentation up to date and continuously review for accuracy.
- Prepare and provide monthly ticket entry reports on all tickets entered by Help Desk, Field Team and vCIO roles per client.
- Lead technical discussions with clients as it relates to their business.
- Continuously work to provide the client with the right technology to accomplish business goals and objectives.
Technical
- Manage the client relationship from the WEEBIT perspective. Set goals and expectations for all aspects of WEBIT with the client.
- Work with the Field Team to create and review the technical project plans for remediation projects.
- Review pre-configured RMM reports and uses the RMM reporting features to provide client facing IT informational reports with insight that provides value to the client.
- Review reports for trends, commonalities, best practices, etc. and explain the findings in layman terms to client contacts.
- Demonstrate expert level knowledge of all WEBIT service offerings.
- Provide licensing guidelines, partner offerings, etc.
- Work with the Field Team and Help Desk teams to plan and implement the client management and maintenance plans that include Windows and 3rd party software patching, Line of Business application updates, A/V profiles and scan schedules, Workstation clean up, Active Directory management and all network documentation (Manage the process and ensure this work happens).
- Review, validate and edit all client documentation in the IT Glue DB for each assigned client.
General
- Participate in ongoing training and attainment of certifications.
- Develop and maintain relationships with customers that further develop our company's positive reputation through exceptional customer service.
- Maintain relationships with vendor contacts that are beneficial to the company.
- Work with Field Team and Director of Service to outline the long-term technology goals of each assigned client.
- Work with the WEBIT team to help define, streamline, improve and advance the vCIO role along with other WEBIT team initiatives.
Professional Development
- Develop personal skills to efficiently and effectively work individually and as a member of the WEBIT team.
- Participate in company-sponsored job-related activities and training to further develop your technical and interpersonal skills.
- Stay abreast of current IT trends, standards, solutions and services.
- Continuously works to learn about new technologies in general IT. Works to develop industry specific IT knowledge for the types of clients in their portfolio.
Requirements
Experience:
- 2+ Years as a vCIO/TAM (Technical Account Manager) for an Managed IT Service Provider
- Knowledge and awareness of the following:
- Server Administration
- Experience with Windows 2003-2016 Server
- Active Directory design, management or maintenance
- Microsoft Exchange, SQL, and SharePoint knowledge (base level)
- DNS, DHCP, and other server-side networking technologies
- VMWare, Hyper-V and other virtualization technologies
- Storage solutions: SAN, NAS, Shared storage, ISCSI, Fiber Channel
- Firewalls, switches and other networking technologies
- Cisco Meraki, SonicWALL or other Business grade vendor solutions
- Disaster Recovery solutions and backup technologies
- Office365, Azure and other "cloud" solutions
- Mobile operating systems (IOS, Android, Windows)
Benefits
About WEBIT Services
Based in Naperville, IL, we are a Managed IT Services Provider with a Team First mindset. Our uniqueness is rooted in our philosophy that you don't have to be big to be a great organization.
There are many things that separate WEBIT from other organizations, but perhaps the most important is our commitment to transparency and our ethical duty to Integrity. We practice Open Book Management, which teaches financial literacy and shares all our financials with the team. We do this because we are all in it together, as a Team, and everyone plays a part in the success we enjoy together in a growing, employee-owned organization.
Benefits:
- Company-paid Day-1 Health Insurance
- Company-paid AD&D Insurance
- Company-paid LTD & STD Insurance
- Unlimited PTO - after 90 days
- Employee-Ownership
- Educational Assistance & Professional Development
- Employee Assistance Program
- Dental Insurance
- Vision Insurance
- 401k/match
- Life Insurance
- Company Travel Reimbursement
- Outstanding culture of teamwork and camaraderie
- and more...
Additional Information:
- Position Type: Full-time, salaried
- Travel Requirement: Local Chicagoland Area Only
- Salary Range: $95,000 - $120,000/yr
- Employee Ownership Eligibility: After 1 year of service
Skills Required
- 2+ years of experience as a vCIO or Technical Account Manager for a managed IT service provider
- Server administration experience
- Experience with Windows Server 2003 through 2016
- Active Directory design, management, or maintenance experience
- Base-level knowledge of Microsoft Exchange, SQL, and SharePoint
- Knowledge of DNS, DHCP, and server-side networking technologies
- Knowledge of VMware, Hyper-V, and other virtualization technologies
- Knowledge of SAN, NAS, shared storage, iSCSI, and Fibre Channel storage solutions
- Knowledge of firewalls, switches, and networking technologies
- Knowledge of Cisco Meraki, SonicWall, or comparable business-grade vendor solutions
- Knowledge of disaster recovery solutions and backup technologies
- Knowledge of Microsoft 365, Azure, and other cloud solutions
- Knowledge of mobile operating systems including iOS, Android, and Windows
What We Do
You rely on technology every day, but is it really working for you? Maybe it feels like IT is just one more thing holding your business back. You’ve dealt with recurring issues, sluggish support, missed opportunities, and rising security risks. You’ve invested time and money, but it’s not translating into real progress—or a competitive advantage. You want more than a vendor. You want a technology PARTNER who listens, understands your goals, and helps your team work smarter, not harder. You want proactive strategies, not just reactive fixes. And you want technology that supports growth, aligns with your business plan, and stays ahead of threats—not one that’s constantly behind. That’s where your journey with us begins. At WEBIT Services, we work with organizations that are ready for something better. We start by understanding how your business operates, what outcomes matter most to you, and what’s standing in your way. Then, we build a long-term strategy that transforms your IT from a cost center into a value driver. You don’t need more tools. You need the right ones—backed by an employee-owner team that’s invested in your success. Let’s have a conversation about what’s not working, where you want to go, and how technology can help you get there.
