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GC Connected - GC & Senor Lawyer Directory
Matt Cockcroft

Matt Cockcroft

Senior Legal Counsel
Fidelis Insurance Group
England

Commercial and pragmatic General Counsel / Legal Director / Head of Legal with extensive board and leadership experience across the legal, financial services (specialising in insurance), and fast-growth tech sectors.

Trusted board and C-Suite adviser with proven track record of leading legal strategy, managing complex challenges, and driving operational success – making strategic goals a practical reality.

Strong corporate governance and financial acumen. Demonstrable success in delivering business transformation, leading M&A transactions, and spearheading innovation projects, including in heavily-regulated environments.

Skilled in fostering legal and commercial success through structured processes, strategic risk management, and team development, contributing to long-term organisational sustainability and growth.

I hold an MBA from Imperial College Business School, with a focus on private equity, corporate finance, and entrepreneurship, where I was awarded the IBM Entrepreneurship Prize.

Additionally, I hold the CFA Investment Management Certificate, have completed an executive leadership program at London Business School, and am a qualified CGI governance professional.

Beyond my career in the law, I co-founded the investment arm of a network/accelerator providing early-stage capital and mentoring to UK entrepreneurs. I also serve both as a non-executive director and on advisory boards, and am a school governor.

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