Proven Business Systems LLC is hiring a Chief Information Officer (vCIO) to serve as a strategic technology advisor for our clients. In this role, you will bridge business strategy and technology execution by developing IT roadmaps, driving strategic planning, identifying risk, and ensuring technology investments align with client business objectives.

What You'll Do

Develop and maintain multi-year IT roadmaps aligned with client business goals
Lead quarterly and annual strategic business reviews (QBRs/BRs)
Provide budgeting guidance, forecasting, and lifecycle planning
Identify technology gaps, risks, and opportunities
Serve as the primary strategic advisor for assigned accounts
Build trusted relationships with executive stakeholders (CEO, CFO, COO, etc.)
Translate technical initiatives into business outcomes
Ensure consistent communication of IT strategy and progress
Develop annual IT budgets and technology investment plans
Present ROI analysis and cost-optimization strategies
Align technology initiatives with operational efficiency and revenue growth
Conduct risk assessments and maturity evaluations
Guide clients on cybersecurity posture and compliance frameworks
Collaborate with security and operations teams to remediate risks
Work closely with Service Delivery, Project Management, Sales, and Engineering teams
Identify upsell and cross-sell opportunities aligned with client strategy
Provide clear documentation of client environments, goals, and roadmaps

What We're Looking For

7+ years of progressive IT leadership experience
Strong understanding of cybersecurity, cloud, infrastructure, and business systems
Proven ability to communicate technical concepts to non-technical executives
Experience with IT budgeting and financial planning

Nice to Have

Experience in managed services (MSP) or multi-client environments
Bachelor’s degree in IT, Business, or a related field
ITIL, CISSP, CISM, or similar certifications
Experience with compliance frameworks (NIST, CIS, HIPAA, SOC 2, etc.)
Experience leading digital transformation initiatives

Team & Environment

Works closely with Service Delivery, Project Management, Sales, and Engineering teams.

Benefits & Compensation

GROUP HEALTH INSURANCE: Choice of 2 PPO plans or a High Deductible Health Plan with HSA contributions, Dental, Vision, and voluntary worksite benefits after 30-day waiting period
EMPLOYER PROVIDED LIFE/AD&D INSURANCE: $25,000 Life Insurance and AD&D benefit after 30-day waiting period
EMPLOYER PROVIDED LTD: Long-Term Disability insurance with 90-day elimination period
EMPLOYEE ASSISTANCE PROGRAM: Telephonic counseling and web-based services
401K PLAN: Eligibility after 120 days with employer match
FINANCIAL ADVISORY SERVICES: No-cost financial advisement through Merrill Lynch
PERMISSIVE TIME OFF POLICY: Competitive paid time off after 90-day waiting period
PARENTAL LEAVE: 90-days paid Maternity leave and 10-days paid Paternity leave after 24-months of employment
FITNESS CENTER: Free on-site fitness center at Tinley Park headquarters