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Board of Trustees

Windsor Learning Partnership Board of Trustees


Paul Cash - Chair of Trustees


I have been a school governor since 2009 at Dedworth Green First School where I also spent 4 years as Chair of Governors. Trustee for WLP since June 2018 and Chair of Trustees since April 2020.  I spent my career in IT running my own business for 20 years leaving in 2016. Married to a School Principal, 2 children in their mid 20s.

My interests are Cooking, old cars, gardening of the edible kind, building and fixing things.

Business Interests

Paul’s wife is Principal at Beech Lodge Academy that may sell their services to other schools


Ammer Masood


An experienced executive with over 25 years of Commercial experience within predominantly start-ups on a worldwide basis within the TMT sector that have been bought out over time. He is a founding Board Member of WLP and has been a governor in Windsor schools for over 20 years.


He is a current member of Royal Borough of Windsor & Maidenhead Schools Appeal panel and lives locally with four school age children.


Katie Chevis


Katie was a founding Trustee of WLP in 2015 and is currently Vice Chair. She is also a Governor and former Chair of The Windsor Boys’ School.

Katie runs a Zero Waste shop in Windsor with one of her sons following a successful career in Training and Development.


Katie lives in Windsor with four sons all of whom progressed through the Windsor school system and attended The Windsor Boys’ School. She holds a BA in Philosophy from the University of Bristol.


Tony Evans


Tony is a creative, strategic leadership consultant. He has successfully delivered transformational projects around the world for leadership teams in Deloitte, Pernod Ricard, Gatwick Airport, BP, Amedeus and Novartis.

He established live event agency EGI:live in 1996. Tony has been an active supporter of the Engage for Success movement since 2010, including a period as chair. In 2020 he co-founded sustainable technology business TripShift, he has a non-executive role with the buisness.


In 2013 Tony became a Goveror at The Windsor Boys School and two years later a founding Trustee of the Windsor Learning Partnership.


Rachael Henshilwood


Rachael is a highly accomplished educational fundraiser with fifteen years’ experience leading development teams within the top independent schools in the UK and Australia.  Rachael is currently working at St Edward’s School in Oxford where her role also includes growing innovative and impactful Partnerships. She works with many local state schools and charities creating educational programmes supporting social and cultural understanding and inclusion.  


Rachael has been a Trustee of the Windsor Learning Partnership for three years.  She is also Governor of Lord Wandsworth College, Hampshire which is a Foundation School helping children who have lost the support of one or both parents. She is also a Trustee of Fulham Reach Boat Club which enables deprived young people in London to achieve their potential through rowing.


Rachael has a degree in Business from Nottingham and lives in Eton with her husband Alex, son Bligh and their dog Harry!


David Oliver


David has been a Trustee of WLP since the Trust was founded in 2015. He is currently Chair of the Audit and Risk Committee.

He has also served as a Governor of the Windsor Boys School since 2013.

David now works as an independent business advisor and consultant, having retired as a partner in a major professional services firm in 2018.


He is a Chartered Accountant and holds a BA in Economics from Durham University and an MBA from the University of Pennsylvania.

David lives in Windsor and is married with three children, two of whom attended schools that are now part of WLP.


Andrew Try


Andrew is Founder and CEO of ComXo a leading provider of outsourced business services and technologies to support the modern hybrid workforce. Andrew is passionate about education and his local community and is a governor of Berkshire College of Agriculture and Governor to leading boys prep school, Papplewick . Andrew is trustee of The Windsor Festival, Chairman of The Royal Windsor Rose and Horticultural Society, Chairman of The Harcourt Trust, trustee of The Prince Philip Trust and a Deputy Lieutenant of The Royal County of Berkshire.


Gavin Henderson - CEO of WLP


Gavin co-founded the Windsor Learning Partnership in 2015 and was on the board of Trustees for the first phase of its growth supporting his colleague as CEO. Since becoming CEO himself in 2020, as well as supporting schools during the pandemic he has focused on expansion and structures, collaboration between schools, modernisation, and school improvement across a three-tier local school system.


Windsor Learning Partnership now has six schools and a SEN resource base and will continue to expand.