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Leadership Team


Jonathan Holley - CEO

Jonathan joined WowNow Hire as MD in February 2017 and has led the company through the preparation for and execution of the MBO that was completed in October 2019. Jonathan’s career has spanned Information Technology, Business Transformation and Board Leadership over 40 years.

Jonathan was a Director in Business Systems and Programme Management at PwC Management Consultancy and built a technology-based FM company that was sold in 2012.

Jonathan is on the board of the Reading Repertory Theatre ( and the advisory board of Breaking Barriers Innovations (

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.

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, 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.

Martin Smith - Chairman

Martin joined the Board as Chairman in November 2019. He works with several Private Equity backed companies in the business support services, software, and compliance sectors.

Martin is also Chairman of TopSource Worldwide and Ross Trustees, NED of AuditComply and a Patron of the military charity Team Endeavour.

His previous roles include: Chairman of Property Information Exchange, CEO of Alcumus, Managing Director of Croner and Commercial Director of BSI British Standards.