Virtual CISO – vCISO

WEBIT Services

Security leader acting as vCISO for managed security clients in Illinois. Building executive relationships and managing client security advisory engagements with a focus on business strategy.

Posted 8/3/2026full-timeNaperville • Illinois • 🇺🇸 United StatesMid-LevelSenior💰 $100,000 - $130,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise as a vCISO, effectively translating technical risks into business language for executive stakeholders while maintaining compliance with frameworks such as NIST CSF 2.0. Proven ability to identify revenue opportunities and manage security roadmaps, ensuring adherence to patching compliance and vulnerability remediation.

Highest-signal resume keywords

VCISO ExperienceNIST CSF 2.0 FrameworkCISSP CertificationClient Relationship ManagementIncident Response Leadership

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Security Roadmap DevelopmentControl Map Gap AssessmentPatching Compliance ManagementVulnerability Remediation MonitoringRisk Acceptance Tracking

Soft Skills

Clear CommunicationStrong Documentation HabitsConsultative Client Engagement

Tools & Technologies

HuntressThreatlockerConnectSecureDatto RMMAutotaskScalePad Lifecycle Manager

Certifications & Qualifications

CISSPCISM

Industry Keywords

Managed Security ServicesCompliance FrameworksSOC 2HIPAAPCI-DSSISO 27001

Tech Stack

Tools & technologies

ITSM

About the role

Key responsibilities & impact

Serve as the named vCISO and trusted security leader for your assigned clients.
Own and maintain a comprehensive Security Roadmap, updated quarterly based upon assessment findings
Build and lead executive relationships, including quarterly briefings with C-suite and board members as appropriate
Partner closely with the vCIO team, providing quarterly reporting for each client.
Conduct quarterly Control Map gap assessments using the NIST CSF 2.0 framework
Identify Net Revenue Retention (NRR) opportunities and articulate them in clear business language
Convert identified gaps into ScalePad Lifecycle Manager initiatives
Keep the vCIO team in the loop on client changes tied to NRR projects
Own patching compliance KPI's (95%+ within 14 days for OS, 90%+ within 7 days for third party, 100% of critical patches within 72 hours)
Monitor vulnerability remediation SLA adherence (95%= target)
Ensure full tool coverage across managed assets: Huntress, Threatlocker, ConnectSecure, and Datto RMM
Deliver monthly security posture reports in plain business language--no raw scanner output
Lead quarterly Security Roadmap briefings with executive stakeholders
Provide a weekly internal posture summary to WEBIT leadership
Keep thorough records of interactions, decisions, and action items in Autotask
Document NRR opportunities with clear business justification
Track risk acceptance decisions and their compensating controls
Acknowledge security incidents within 1 hour
Coordinate response efforts with the service desk, keeping communication clear
Immediately escalate breaches, regulatory exposure, or media -sensitive incidents to the COO

Requirements

What you’ll need

5+ years of experience in a security advisory, CISO, or vCISO role - ideally within an MSP or managed security services environment
A relevant security certification (CISSP, CISM, or equivalent)
Proven ability to translate technical risk into business language for executives and board-level audiences
A track record of identifying and closing revenue opportunities through consultative client facing work
Working knowledge of the NIST CSF 2.0 framework or comparable compliance framework
Strong documentation habits and follow through
Nice to Have: Experience with Control Map or similar gap assessment methodologies
Familiarity with Autotask, ScalePad Lifecycle Manager or similar PSA/ITSM tools
Hands on exposure to Huntress, Threatlocker. Connect Secure, or Datto RMM
Experience leading incident response tabletops or post incident reviews
Background across multiple compliance frameworks (SOC 2, HIPPA, PCI-DSS, ISO 27001)

Benefits

Comp & perks

Company Paid Day-1 Health Insurance for employee
Company Paid AD&D Insurance
Company Paid LTD& STD Insurance
Unlimited PTO after 90 days of employment
Employee Assistance Program
Dental Insurance
Vision Insurance
401k Plan
Life Insurance
Employee Ownership Eligible after 1 year of service