Virtual CISO – vCISO

WEBIT Services

. Serve as the named vCISO and trusted security leader for assigned managed security clients .

Posted 10/7/2026full-timeNaperville • Illinois • United StatesMid-LevelSenior💰 $100,000 - $130,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in security advisory roles, particularly as a vCISO, with a strong ability to translate technical risks into business language for executive stakeholders. Proficient in managing security roadmaps, conducting gap assessments, and ensuring compliance across multiple frameworks.

Highest-signal resume keywords

5+ Years Experience In Security Advisory RoleNIST CSF 2.0 Framework KnowledgeCISSP Or CISM CertificationExperience With Autotask And ScalePad Lifecycle ManagerStrong Executive Presence

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Security Roadmap ManagementControl Map Gap AssessmentVulnerability Remediation MonitoringRisk Acceptance TrackingIncident Response Leadership

Soft Skills

Consultative Relationship BuildingStrong Documentation HabitsCalm Judgement Under PressureMethodical Process Driven MindsetAbility To Translate Technical Risk

Tools & Technologies

HuntressThreatlockerConnectSecureDatto RMMAutotask

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 assigned managed security 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
Partner closely with the vCIO team and provide 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 informed about client changes tied to NRR projects
Own patching compliance KPIs and monitor vulnerability remediation SLA adherence
Ensure full tool coverage across managed assets using Huntress, Threatlocker, ConnectSecure, and Datto RMM
Deliver monthly security posture reports in plain business language
Lead quarterly Security Roadmap briefings with executive stakeholders
Provide weekly internal posture summaries to WEBIT leadership
Maintain thorough records of interactions, decisions, and action items in Autotask
Document NRR opportunities with clear business justification
Track risk acceptance decisions and compensating controls
Acknowledge security incidents within 1 hour
Coordinate response efforts with the service desk
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
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)
Strong executive presence
A consultative, relationship first approach to selling
Methodical, process driven mindset
Calm, sound judgement when incidents escalate
High accountability and documentation discipline
The ability to balance strategic advisory work with revenue goals

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