Virtual Chief Information Officer

A company focused on positive change 

WEBIT Services is one of the leading Managed Services Providers in Chicago.  Our company has been honored to receive the Better Business Bureau’s Torch Award for Ethics not once, but twice since 2019.  We are the only Employee-Owned MSP in the region.  Our consistency has led to this opportunity.  We are looking to expand and in the vCIO role, you will be joining an existing team whose glue is driving impact within our customers’ businesses.  We are looking for professionals who want to win and who have a sense of urgency to do so. 

The Role 

Armed with a deep understanding of the technical challenges small and medium sized businesses face and where those issues stand in the way of strategic initiatives and day to day productivity, you will work diligently to support the strategy and technology adoption of our customers. Motivated by the knowledge that the services we provide empower our customers, vCIOs deliver outstanding account management, strategic guidance and industry perspective. 

Each client is different and has their own current approach to handling their IT support and strategy.  vCIOs see these differences as opportunities to teach prospective clients where their current approach needs to improve all the while representing the interests of both companies for the best possible outcomes.  You will be responsible for retaining accounts, growing project revenue and advising on strategic outcomes.  This role blends account management and revenue growth into one.     

Core Responsibilities 

• Position yourself as the customer’s Chief Information Officer – guiding their business through the lenses of risk mitigation, efficiency, and growth 

• Own the relationship on behalf of WEBIT Services 

• Advocate internally for process change and improvement to meet the needs of your customers’ needs and strategies 

• Work hand in hand with operations staff to manage GAP assessments and new client on-boardings 

• Act as the executive level escalation point for service concerns 

• Conduct strategic business reviews on a recurring cadence set by the needs of the customer 

• Grow project revenue 

• Escalate issues to internal staff as needed 

• Actively participate in project scoping, quoting and implementation 
• What we value 
• 3+ years of experience in successfully selling Managed Services in the Chicago Metro Area as an account executive or vCIO 
• Tangible examples of MSP sales or account management success history 
• Record of consistently reducing churn and client satisfaction 
• Strong executive presence and excellent communication skills 
• Ability to manage a book of business which spans multiple verticals 
• Deep experience working with Lifecycle Insights 
• Proficiency in Autotask or other PSAs 
• Strong organizational and time management skills 
• Motivated to achieve maximum impact 
• What we require 
• Ability to travel daily throughout the Chicago metro area for meetings, networking and occasional evening and weekend work events (networking, community service, event sponsorships) 
• Consistent internet connection with a mobile backup/hotspot 
• Full time, hybrid 

 Salary 

The estimated-On Target Earnings range for this position is estimated to be $100,000 - $130,000/year.  Compensation will be salary only.  We pride ourselves in being able to look customers in the eye and let them know our vCIOs are here with their best interests at heart and as a rule, we do not incentivize based on commissions.  Total compensation for this position may include Employee Stock units and/or company-wide profit-sharing bonuses. Further note that total compensation for this position will be determined by each individual’s relevant qualifications, work experience, skills, and other factors.  

Benefits 

• Employee Stock Ownership 

• Employees (and their dependents) may enroll in medical, dental, vision insurance 

• Take what you need time off, not accrual based 

• 10 paid holidays throughout the calendar year 

• Employees can enroll in WEBIT’s 401k program