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The Oakwood Finance team are a collective of experienced professionals from banking, finance, and commercial backgrounds.

Each team member brings over a decade of industry experience across lending disciplines. We operate as one cohesive unit – combining analytical rigour with genuine client care.

Our culture is grounded in trust, accountability, and continual improvement. Together, we uphold the Oakwood standard: measured, methodical, and human.

Matthew Bailey

Founder & Director

Matthew brings over a decade of experience within the banking and finance industry across residential, commercial and specialist lending. With qualifications in marketing, business and finance broking, he combines strong financial knowledge with a strategic understanding of business growth, client relationships and tailored lending solutions.

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Dylan Willcocks

Director

Dylan brings over 10 years of experience from major banking institutions and holds an MBA, blending finance, marketing and strategic business expertise. His background spans residential, commercial and specialist lending, relationship management and client strategy.

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Hannah Elise

Operations Manager

Hannah oversees operations, marketing and client experience at Oakwood Finance, helping drive efficiency, structure and growth across the business. With leadership experience within the disability sector as a Team Leader, along with experience as a Practice Manager within the dental industry, Hannah brings a strong people-focused and operational background to the business.

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David Weeks

Client Relationship Manager

David brings over 40 years of experience within the banking and finance industry, with expertise spanning residential, commercial and business lending, mobile lending, business development, regional branch management and staff training.

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Revon Richen

Mortgage & Finance Broker

Revon brings a strong background in leadership, business ownership and the mining industry, combined with a Diploma in Business & Finance. His experience working within high-pressure environments has helped shape his disciplined, solutions-focused and client-first approach.

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Laura Jimenez Flores

Marketing Assistant

Laura brings years of international marketing experience across diverse industries and multicultural markets. Her global perspective, creativity and genuine ability to connect with people make her a valued part of the Oakwood team and a bright, professional presence at every event.

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Sir Whiskey

Superintendent of Purrformance

Responsible for keeping a close paw on Dylan’s day-to-day activities. Conducts regular purrformance reviews, fur-mal inspections, and ensures every task is completed to the highest feline standard. Accepts payment exclusively in treats.

Lord Oakley & Duke Scooby

Lord Oakley, Duke Scooby. Lord Protectors of Oakwood Manor & Keeper of Company Culture

jointly entrusted with preserving the prestige, dignity and traditions of Oakwood Finance, overseeing executive proceedings and the day-to-day stewardship of the estate, safeguarding the office, welcoming distinguished guests, ensuring the highest standards of conduct and performance across the court, and accepting their well-earned rewards exclusively in the form of premium gourmet treats.