Specialist Data Protection & Security Advisory

Pragmatic risk and assurance services for ambitious mid-market companies and private equity backed portfolios.

Specialist Data Protection & Security Advisory

Pragmatic risk and assurance services for ambitious mid-market companies and private equity backed portfolios.

  • Portfolio Assurance

    Assurance of Information Security and Data Protection Compliance across your investment portfolio.

  • Gap Analysis & Improvement

    Independent audit and assessment against objective standards with strategic recommendations.

  • Hands on Support & Advisory

    Subject matter expertise support to internal teams, interim leadership and practical delivery services.

Trusted expertise that builds enterprise value

Private Equity

  • Pre-acquisition due diligence and risk assessment

  • Ongoing portfolio assurance to protect value and support ESG reporting

  • Post acquisition value creation, including support with 100-day plan remediation work

  • Independent advice to Investment Directors

  • Exit planning to demonstrate value

Regulated Industries

  • FCA, PRA and ICO regulatory gap analysis and remediation

  • DORA readiness and implementation for in-scope financial entities

  • Consumer Duty - data and AI governance obligations

  • Data protection and security for CQC-registered and NHS-adjacent organisations

  • Compliance assurance for financial services M&A and PE transactions​​​​​​​​​​​​​​​​

Mid-Market Companies

  • Strategic improvement programmes

  • Individual projects and ad-hoc advice

  • Pre-deal preparation for sellers

  • Due diligence support for buyers

  • Interim and fractional leadership, subject matter expert support, DPO role holder

  • Critical friend / Board advisory

Experienced advice from practitioner associates

Our Approach

  • Expert advice, applied pragmatically and commercially

  • Cost effective access to high-value leaders

  • Senior-only associates

Frameworks and Standards

  • Data Protection: ICO Accountability Framework, ISO27701, ISO27018

  • Information Security: ISO27001, SOC2, Cyber Essentials, CQUEST, DSPT

  • Specialist standards: NIS2, Cyber Resilience Act, DORA, AI Act, ISO/IEC 42001 (AI Management)

Trusted by ambitious businesses to reduce risk, win deals faster, and build enterprise value through better data and security governance.

Contact us

  • "...easy to work with, professional and concise. I would recommend without hesitation."

    // NATIONAL - UK MANUFACTURING SECTOR

  • "...clearly highly knowledgeable, and a pleasure to work with."

    // LONDON - FINANCIAL SERVICES

  • "...an absolute pleasure working with you. ... I have always found your advice and guidance to be so helpful and you have always been willing to spend the time to answer my countless questions..".

    // UK HEALTH SECTOR

  • "Commercially astute, pragmatic advice. Such a breath of fresh air..."

    // UK DATA SERVICES COMPANY

About fivepenny

We are an information security and data protection advisory firm working with clients on a project or fractional basis. We work with organisations across many sectors operating in the UK, EU and USA.

We offer a high level of specialist expertise on a cost effective and flexible basis.

Our goal is not just to help clients achieve compliance, but to help reduce risk, improve systems and processes and increase enterprise value. Learn more

Contact Us

Interested in working together? Please leave us your details and we’ll contact you to discuss your situation and requirements.

There’s no fee for this initial discussion, and you are under no obligation to engage us for further work.

We aim to respond to all messages within 24 hours, but if you have an urgent need, then you can call.

Email: [email protected]
Phone: +44 (0)20 3393 1899