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Leadership Team


Anthony Pearlgood - CEO

Anthony joined WowNow Hire as Chief Executive in September 2021, following a successful career in business services. Anthony's career has involved growing several companies through a combination of organic growth, acquisitions and diversification. 

Anthony built his own business in Document Management, before selling to PHS Group where he led the growth of the newly formed division to become the 2nd largest in the UK. Anthony then facilitated the sale to Restore Plc.

Anthony is also Chair at Greenwich Mencap, a charity providing help, support and activities to adults & children with Learning Difficulties.

Jon Orpen - CFO

Jon was appointed as Chief Financial Officer at WowNow Hire in October 2021. Jon is a Chartered Accountant with significant experience across high-growth private equity and global listed organisations, operating within Technology and Consumer focussed industries.

Prior to joining WowNow Hire, he played a key role in the growth and eventual sale of The PoweredbyPIE Group to Dye and Durham. Jon was subsequently appointed to lead the UK Finance function for D&D through the execution of a rapid ‘buy and build’ growth strategy. Previously, Jon has also worked for Unity Technologies, Game Digital Plc, MBA Polymers and B&Q Plc.

Simon Gray - Commercial Director

Simon was the first member of staff at WowNow Hire having previously worked with Howard Piper in his traditional plant hire business. Simon was the key driver in the growth of business from £0 to £16m and 1 staff member to circa 65.

Simon is responsible for generating new business, supply chain management, commercial compliance and gross profit. He manages a team of five, covering Technical Support, Business Development, Account Mobilisation, Supply Chain Management and Data Analytics.

Colin Whitehead - Operations Director

Colin joined WowNow Hire in 2004 as a Hire Controller, moving to Operations Manager in 2012 and Operations Director in 2016.

Colin is responsible for service delivery, account cross and upselling, account management and customer support He manages a department of 45 team members, covering account management, buying and new account development.

Dean Maskell - Marketing Director

Dean is the Marketing Director at WowNow Hire and joined the company in July 2020.

Dean has 20 years’ experience in helping founder and Private Equity owned businesses grow online.

Dean has help the online development of industry-leading businesses such as Wiggle, Assos, Tails, Huel, Pure Electric, Simba Sleep, Baker Ross and Vivobarefoot (5 of these companies attaining The Sunday Times Fast Track status).

Gavin Symonds - I.T. Director

Gavin joined WowNow Hire as I.T. Director in 2003. He has designed and delivered core systems and processes, which sit at the heart of the organisation and enabled WowNow Hire to meet the needs of its customers.

These include: hire contract software, accounting software, digital telephony, cyber security, ITSM, hardware and software management and Disaster Recovery systems.

Gavin is also responsible for Cyber Essentials, PCI-DSS and GDPR compliance for the organisation.

Matt Leech - Finance Director

Matthew joined WowNow Hire in 2015 and soon became Finance Director in 2016.

Matthew has 15 years’ accounting practice experience, working predominantly with owner managed SME’s of various sizes and across a range of industries.

He is an integral part of the management team and has worked closely on a number of key projects whilst undertaking continual improvements on financial and legal governance.

Matthew, together with the management team, successfully navigated the company MBO in October 2019, backed by Private Equity firm Livingbridge, Clydesdale and Yorkshire Bank.