Virtual Chief Information Security Officer

Proven Business Systems LLC • Tinley Park, IL

5d

About The Position

You will serve as an enterprise-level Information Security SME, partnering with clients to assess their security posture and design proactive, tailored security and risk-management programs. As a trusted strategic advisor, you’ll lead risk assessment initiatives, compliance modeling, policy development, and ongoing security strategy for a portfolio of clients.

Requirements

• 10+ years in senior security roles (CISO, vCISO, Director of InfoSec) in client-facing or consultancy settings.
• Deep understanding of compliance frameworks and risk management methodologies.
• Proven ability to advise C-level executives and boards on security strategy.
• Strong governance, technical architecture, and incident response expertise.
• Experience managing multiple concurrent client engagements.
• Certifications such as CISSP, CISM, CISA, or CRISC required.
• Bachelor’s degree in Information Security, Computer Science, or a related discipline.
• Valid driver’s license and reliable form of transportation.

Responsibilities

• Own SMB vCISO engagements end-to-end across multiple verticals: scope, plan, execute, and deliver measurable security outcomes as the primary client security executive.
• Lead risk assessments (enterprise/IT/security): interviews, evidence validation, risk scoring, risk register creation, and prioritized remediation roadmaps.
• Drive compliance readiness for CMMC, PCI DSS, and HIPAA through gap analysis, control validation, evidence mapping, and audit-prep leadership.
• CMMC experience required: define boundaries and CUI scope, support SSP/POA&M development, validate implementation of required practices, and prepare clients for assessor interactions.
• Establish and mature core security controls (IAM/MFA/least privilege, endpoint/email security, vulnerability management, logging/monitoring, backup/DR testing).
• Run incident readiness and response governance: create/maintain IR plans, facilitate tabletop exercises, and provide executive leadership during incidents through lessons learned.
• Implement vendor/third-party risk management appropriate for SMBs: tiering, due diligence, and contract/security requirements for critical vendors.
• Maintain strong executive communication and cadence: recurring stakeholder meetings, clear status reporting, risk-based decision support, and coordination of internal/partner resources to close gaps.
• Mentor client technical resources and teams as needed.
• Regularly collaborate with Sales, SAMs, Solutions Architects, and Strategic Services on client alignment and solution development.
• Perform additional duties as assigned to support business objectives.

Benefits

• GROUP HEALTH INSURANCE: After a 30-day waiting period, full-time employees (who work at least 30 hours per week) and their dependents, are eligible to enroll in health benefits utilizing the Cigna network. Health options include a choice of 2 PPO plans or a High Deductible Health Plan with employer contributions to a Health Savings Account (HSA). In addition, Dental benefits are available as well as a Vision PPO plan utilizing the EyeMed network. Proven also offers voluntary worksite benefits including critical illness, hospital indemnity, accident coverage, short-term disability insurance, supplemental life and pet insurance. Additional offerings include an employee discount program, home and auto insurance services and commuter/transit FSA.
• EMPLOYER PROVIDED LIFE/AD&D INSURANCE: After a 30-day waiting period, Proven IT provides a flat $25,000 Life Insurance benefit, administered by BlueCross BlueShield, to all full-time employees (who work at least 30 hours per week). Accidental Death & Dismemberment (AD&D) benefit payments are determined based on the type of loss incurred and are payable up to the full Life Insurance benefit amount. Life and AD&D Insurance coverage amounts are reduced at ages 65, 70 and 75.
• EMPLOYER PROVIDED LTD: Long-Term Disability (LTD) insurance is an employer-provided benefit and provides protection from loss of income in the event that an employee is unable to work due to illness, injury, or accident for a long period of time. The elimination period is 90-days, and the maximum benefit is 60% of covered payroll up to $6000/month. This benefit is paid entirely by Proven IT and has no cost to the employee.
• EMPLOYEE ASSISTANCE PROGRAM: All employees may utilize the Disability Resource Services through BlueCross BlueShield of Illinois to assist themselves and their immediate family with convenient resources to help address emotional, legal and financial issues. Telephonic counseling and web-based services are available as well as a limited number of geographically accessible face-to-face sessions.
• 401K PLAN: All employees are eligible after 120 days of service to contribute on either a pre-tax or post-tax (Roth) basis to the 401K plan, administered by Principal Financial Services. Proven offers an employer match equal to 100% of the first 3% of deferrals plus 50% of the next 2% of deferrals.
• FINANCIAL ADVISORY SERVICES: Proven IT partners with Merrill Lynch to offer financial advisement to all employees. Merrill Lynch financial advisors are available to assist employees at no cost, with their 401k and retirement questions.
• PERMISSIVE TIME OFF POLICY: Proven provides a competitive paid time off policy for all full-time regular employees after a 90-day waiting period. Proven IT empowers their employees to work with their managers and team to coordinate all time off. Managers may impose a limit to requests for time off based on performance and tenure.
• PARENTAL LEAVE: Proven IT offers a generous parental leave policy for new parents. After 24-months of employment, Proven provides full-time regular employees with 90-days of paid Maternity leave and 10-days of paid Paternity leave. Employees with less than 24-months of service may take the same amount of unpaid time off.
• FITNESS CENTER: Proven IT offers a free on-site fitness center at the Tinley Park headquarters office location to all employees 24/7 Monday through Sunday. Employees utilize the gym equipment at their own risk.

What This Job Offers

• Job Type: Full-time
• Career Level: Director