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Cyber Security Principal (vCISO)

Tusker · Transportation & Logistics · 201-500 employees

Greater Boston · Hybrid · full_time

One opening, also advertised in Greater Chicago Area.

Listed by the employer as “Cyber Security Principal”. Title normalized for comparability.

CLI Career Level

Senior Director-equivalent

Low confidence

Opportunity Score

78/100

Above average

Moderate confidence

Executive Fit

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Career Level and Opportunity Score describe the role itself. Executive Fit is the only figure that depends on your profile.

First seen Oct 7, 2026 · Last verified 3 hours ago · Sourced from LinkedIn — Principal / GRC leadership (US)

CLI Take

Broader than the title suggests

This role reads Senior Director-equivalent despite being advertised as “Cyber Security Principal” — the stated scope is wider than the employer's title implies. CLI's analysis of the posting describes a strategic build or transformation mandate, and it carries board-level exposure and carries NIST 800-171 and CMMC accountability. The reporting line and team size are not disclosed and remain the main open questions before pursuing it.

Why this role scores the way it does

78/100 — above average opportunity quality. CLI reads this as a Senior Director-equivalent mandate. Strongest signal: CLI's analysis of the posting describes a strategic build or transformation mandate. 4 of 10 dimensions are not disclosed, which lowers confidence rather than the score.

Career level read

Senior Director-equivalent — The employer lists this as “Cyber Security Principal”. CLI reads it as Senior Director-equivalent because the role shows board-level exposure expected, 201-500 employee organization.

Low confidence

What makes it attractive

  • CLI's analysis of the posting describes a strategic build or transformation mandate.
  • Board-level exposure is expected in the role.
  • Title and described scope are broadly consistent.

What to probe before applying

  • No material concerns identified in the posting.

Scoring components · Above average

Compensation versus comparable roles55 · weight 15%

The employer discloses a base range, but there is no comparable set to benchmark it against yet.

Reporting levelNot disclosed · excluded from the score

Reporting line: not disclosed.

Functional and geographic scopeNot disclosed · excluded from the score

Scope: no enterprise, global or multi-unit remit is described.

Quality of the mandate100 · weight 12%

CLI's analysis of the posting describes a strategic build or transformation mandate.

Executive and board exposure100 · weight 10%

Board-level exposure is expected in the role.

Role authority versus title70 · weight 10%

Title and described scope are broadly consistent.

Company scale and trajectory58 · weight 10%

Employer profile: 201-500 employee organization, publicly traded, revenue 250m 1b.

Team ownershipNot disclosed · excluded from the score

Team size: not disclosed.

Budget ownershipNot disclosed · excluded from the score

Budget ownership: not disclosed.

Risk signals100 · weight 5%

No adverse signals identified in the posting.

Dimensions the employer does not disclose are excluded and the remaining weights are rebalanced, so missing information lowers confidence rather than the score.

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Compensation

$150,000 – $175,000 base salary, disclosed by employer

Sample size not yet sufficient for a market comparison

See the full benchmark bands by level and region

The mandate

Serve as a virtual Chief Information Security Officer (vCISO) for assigned Tusker clients, leading executive advisory relationships to build and mature cybersecurity programs. The leader will define strategic roadmaps, manage risk governance, and oversee the alignment of security investments with client business priorities and regulatory obligations.

Client-facing senior advisor role acting as vCISO for multiple accounts, coordinating internal technical and managed services teams. Remit covers strategy, governance, risk management, and regulatory compliance across diverse client industries.

Scope

  • Board-level exposure expected

Domains and regulation

  • GRC
  • Third-Party Risk
  • Compliance
  • Incident Response
  • Resilience
  • Enterprise Security
  • NIST 800-171
  • CMMC
  • PCI DSS
  • HIPAA
  • SOC 2

Requirements

Must have

  • 12 or more years of progressive cybersecurity experience with focus on strategy and GRC
  • Prior experience as a CISO, vCISO, deputy CISO, or equivalent senior leader
  • Demonstrated ownership of budgets, risk decisions, and board-level communication
  • Proven ability to lead strategic assessments and create multi-year maturation roadmaps
  • Strong working knowledge of NIST CSF, NIST 800-53/171, ISO 27001, and CIS Controls
  • Experience leading incident response planning and executive tabletop exercises

Preferred / bonus

  • Nothing listed as optional.

Only must-have items are scored as hard constraints in Executive Fit.

Likely challenges

Not stated in the posting: Direct reporting line within Tusker not specified; Team size (direct reports) not specified.

About Tusker

Tusker is a vehicle management company specializing in corporate salary sacrifice schemes for electric and low-emission cars. It serves a wide range of UK-based private and public sector organizations, providing a digital platform for employee benefit administration and fleet management. The company was acquired by Lloyds Banking Group in 2023 and operates as a subsidiary within their transport division.

Industry
Transportation & Logistics
Headcount
201-500 employees
Headquarters
Watford, UK
Founded
2000
Ownership
Public company · LSE:LGEN
Funding
Publicly traded
Revenue
$250M – $1B

Full company profile for Tusker →

View original job description
Greater Boston AreaCyber Security /Regular Full Time /Hybridapply for this jobCyber Security PrincipalGreater Boston AreaCyber Security /Regular Full Time /Hybridapply for this jobTusker is a nationwide technology solutions and services company helping organizations solve complex IT challenges and move their businesses forward. Our expertise spans cloud infrastructure, cybersecurity, managed services, modern workplace, AI, and more. We’re a growing team that values strong relationships, fresh thinking, and doing great work—for our clients and for each other. It all comes back to a simple philosophy that guides who we are: People First. Always.The Cyber Security Principal is a senior, client-facing cybersecurity advisor who performs the function of a virtual Chief Information Security Officer (vCISO) for assigned Tusker clients. The role leads executive advisory relationships and helps clients build, govern, and mature cybersecurity programs that align security investment with business priorities, regulatory obligations, and risk tolerance.The Cyber Security Principal owns the strategic direction and operating cadence of assigned engagements while coordinating the broader Tusker team responsible for assessment, architecture, implementation, managed services, and program support. Success requires executive presence, practical judgment, strong program discipline, and the ability to convert complex cyber risk into clear decisions, sequenced roadmaps, and measurable outcomes.Key ResponsibilitiesClient Executive Advisory and Engagement Leadership Serve as the primary trusted cybersecurity advisor to client executives, leadership teams, and boards for assigned accounts. Establish engagement objectives, governance, decision rights, meeting cadence, success measures, and executive reporting expectations. Translate technical findings, threat conditions, and compliance obligations into business impact, clear choices, and prioritized actions. Build durable client relationships through proactive communication, sound judgment, transparency, and follow-through. Manage multiple client programs while maintaining quality, consistency, and responsiveness. Cybersecurity Strategy, Governance, and Maturation Assess current-state program maturity and define target-state capabilities using the framework most appropriate to each client. Develop and maintain multi-year cybersecurity maturation roadmaps aligned to business strategy, budgets, risk tolerance, and regulatory requirements. Create or improve governance structures, policies, standards, risk registers, performance measures, and reporting mechanisms. Guide security budgeting, investment prioritization, and risk-treatment decisions. Define meaningful key risk and performance indicators and use them to demonstrate progress and support executive decisions. Risk, Compliance, Resilience, and Third-Party Oversight Lead or guide cybersecurity risk assessments, gap assessments, and remediation planning. Advise clients on alignment with NIST CSF, NIST 800-53/171, CIS Controls, ISO 27001, CMMC, PCI DSS, HIPAA, and SOC 2, as applicable. Support audit and assessment readiness without representing Tusker as the independent auditor or attestation body. Lead third-party risk discussions, vendor due diligence, and risk-based review of critical service providers. Develop, review, and exercise incident response and cyber resilience plans, including executive and board-level tabletop exercises. Advise on the secure adoption of cloud, AI, and emerging technologies. Tusker Delivery and Growth Collaboration Coordinate with Tusker Solution Architects, technical delivery teams, Managed Services, Advisory, Sales, and external partners to translate roadmaps into executable work. Clarify ownership, dependencies, timing, and expected outcomes across strategic and technical workstreams. Provide cybersecurity subject-matter expertise during qualified sales pursuits, client workshops, renewals, and expansion discussions. Help shape repeatable vCISO methods, templates, reporting, service standards, and quality controls. Mentor colleagues and strengthen the ability of Tusker teams to identify advisory needs and engage the right resources. Required Qualifications12 or more years of progressive cybersecurity experience, including significant responsibility for cybersecurity strategy, governance, risk, compliance, and program leadership. Experience serving as a CISO, vCISO, deputy CISO, security executive, or equivalent senior cybersecurity leader. Demonstrated ownership of cybersecurity programs, budgets, risk decisions, executive reporting, and board-level communication. Proven ability to lead strategic assessments, create multi-year roadmaps, and guide security-program maturation. Strong working knowledge of NIST CSF, NIST 800-53/171, CIS Controls, ISO 27001, CMMC, PCI DSS, HIPAA, and SOC 2. Experience leading incident response planning, executive exercises, third-party risk activities, and governance or policy programs. Executive-level communication, facilitation, writing, and presentation skills, with the ability to communicate clearly to technical and non-technical audiences. Ability to lead through influence across client teams, Tusker teams, and external providers. Ability to manage multiple concurrent client engagements and operate effectively in ambiguous situations. High ethical standards, discretion, and professional integrity. Candidate should reside within approximately two hours driving distance of Boston and be able to travel periodically based on client and business needs. Preferred QualificationsBachelor’s degree in Cybersecurity, Information Technology, Computer Science, Business, or a related field; advanced degree is a plus. One or more relevant certifications, including CISSP, CISM, CRISC, CISA, CDPSE, or CIPP. Experience delivering vCISO, cybersecurity advisory, consulting, MSP, or MSSP services to mid-market clients. Experience in regulated industries such as healthcare, financial services, manufacturing, education, public sector, or organizations in the defense industrial base. Familiarity with GRC platforms, compliance automation, common security operations capabilities, and the commercial realities of outsourced service delivery. $150,000 - $175,000 a yearTusker is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.We seek team members from all backgrounds to join our organization, and we encourage our employees to bring their authentic, unique, and best selves to work.This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, and training.Tusker makes hiring decisions based solely on qualifications, merit, and business needs at the time.apply for this jobTusker is a nationwide technology solutions and services company helping organizations solve complex IT challenges and move their businesses forward. Our expertise spans cloud infrastructure, cybersecurity, managed services, modern workplace, AI, and more. We’re a growing team that values strong relationships, fresh thinking, and doing great work—for our clients and for each other. It all comes back to a simple philosophy that guides who we are: People First. Always.The Cyber Security Principal is a senior, client-facing cybersecurity advisor who performs the function of a virtual Chief Information Security Officer (vCISO) for assigned Tusker clients. The role leads executive advisory relationships and helps clients build, govern, and mature cybersecurity programs that align security investment with business priorities, regulatory obligations, and risk tolerance.The Cyber Security Principal owns the strategic direction and operating cadence of assigned engagements while coordinating the broader Tusker team responsible for assessment, architecture, implementation, managed services, and program support. Success requires executive presence, practical judgment, strong program discipline, and the ability to convert complex cyber risk into clear decisions, sequenced roadmaps, and measurable outcomes.Key ResponsibilitiesClient Executive Advisory and Engagement Leadership Serve as the primary trusted cybersecurity advisor to client executives, leadership teams, and boards for assigned accounts. Establish engagement objectives, governance, decision rights, meeting cadence, success measures, and executive reporting expectations. Translate technical findings, threat conditions, and compliance obligations into business impact, clear choices, and prioritized actions. Build durable client relationships through proactive communication, sound judgment, transparency, and follow-through. Manage multiple client programs while maintaining quality, consistency, and responsiveness. Cybersecurity Strategy, Governance, and Maturation Assess current-state program maturity and define target-state capabilities using the framework most appropriate to each client. Develop and maintain multi-year cybersecurity maturation roadmaps aligned to business strategy, budgets, risk tolerance, and regulatory requirements. Create or improve governance structures, policies, standards, risk registers, performance measures, and reporting mechanisms. Guide security budgeting, investment prioritization, and risk-treatment decisions. Define meaningful key risk and performance indicators and use them to demonstrate progress and support executive decisions. Risk, Compliance, Resilience, and Third-Party Oversight Lead or guide cybersecurity risk assessments, gap assessments, and remediation planning. Advise clients on alignment with NIST CSF, NIST 800-53/171, CIS Controls, ISO 27001, CMMC, PCI DSS, HIPAA, and SOC 2, as applicable. Support audit and assessment readiness without representing Tusker as the independent auditor or attestation body. Lead third-party risk discussions, vendor due diligence, and risk-based review of critical service providers. Develop, review, and exercise incident response and cyber resilience plans, including executive and board-level tabletop exercises. Advise on the secure adoption of cloud, AI, and emerging technologies. Tusker Delivery and Growth Collaboration Coordinate with Tusker Solution Architects, technical delivery teams, Managed Services, Advisory, Sales, and external partners to translate roadmaps into executable work. Clarify ownership, dependencies, timing, and expected outcomes across strategic and technical workstreams. Provide cybersecurity subject-matter expertise during qualified sales pursuits, client workshops, renewals, and expansion discussions. Help shape repeatable vCISO methods, templates, reporting, service standards, and quality controls. Mentor colleagues and strengthen the ability of Tusker teams to identify advisory needs and engage the right resources. Required Qualifications12 or more years of progressive cybersecurity experience, including significant responsibility for cybersecurity strategy, governance, risk, compliance, and program leadership. Experience serving as a CISO, vCISO, deputy CISO, security executive, or equivalent senior cybersecurity leader. Demonstrated ownership of cybersecurity programs, budgets, risk decisions, executive reporting, and board-level communication. Proven ability to lead strategic assessments, create multi-year roadmaps, and guide security-program maturation. Strong working knowledge of NIST CSF, NIST 800-53/171, CIS Controls, ISO 27001, CMMC, PCI DSS, HIPAA, and SOC 2. Experience leading incident response planning, executive exercises, third-party risk activities, and governance or policy programs. Executive-level communication, facilitation, writing, and presentation skills, with the ability to communicate clearly to technical and non-technical audiences. Ability to lead through influence across client teams, Tusker teams, and external providers. Ability to manage multiple concurrent client engagements and operate effectively in ambiguous situations. High ethical standards, discretion, and professional integrity. Candidate should reside within approximately two hours driving distance of Boston and be able to travel periodically based on client and business needs. Preferred QualificationsBachelor’s degree in Cybersecurity, Information Technology, Computer Science, Business, or a related field; advanced degree is a plus. One or more relevant certifications, including CISSP, CISM, CRISC, CISA, CDPSE, or CIPP. Experience delivering vCISO, cybersecurity advisory, consulting, MSP, or MSSP services to mid-market clients. Experience in regulated industries such as healthcare, financial services, manufacturing, education, public sector, or organizations in the defense industrial base. Familiarity with GRC platforms, compliance automation, common security operations capabilities, and the commercial realities of outsourced service delivery. $150,000 - $175,000 a yearTusker is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.We seek team members from all backgrounds to join our organization, and we encourage our employees to bring their authentic, unique, and best selves to work.This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, and training.Tusker makes hiring decisions based solely on qualifications, merit, and business needs at the time.apply for this job

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