Richard Freeman

Richard Freeman



Richard Freeman is the founder and CEO of always possible, since 2015. He specialises in leadership, economic development, and collaboration between the public, private and voluntary sectors. With a career spanning over 25 years, Richard has been involved in a variety of roles, including creative business start-ups, higher and further education, press and PR, youth services, and leadership coaching. His work is focused on humanising complex ideas into engaging and useful projects and campaigns, particularly in the fields of economic and workforce resilience, social innovation, the creative industries, the visitor economy, and vocational training and skills development.


Richard has facilitated many strategic task groups and has a robust background in creative business start-ups and leadership coaching. As the CEO of always possible, he has led the company to win accolades such as Company of the Year (Gatwick Diamond) and Professional Services of the Year (Sussex Business Awards) in 2022. Richard has also served as the Programme Director for Essex 2020, the UK's largest celebration of STEAM (Science, Technology, Engineering, Arts and Mathematics). He has held transformation roles such as Operations Director at Dv8 Sussex and in youth arts strategy at the London Borough of Brent. His experience also includes working with the Education & Training Foundation and serving on various strategic boards and panels.

Skills and interests

Richard is a skilled strategic facilitator, public speaker, writer and workshop leader. He excels in project design, communications, and strategy, with a keen interest in social mobility, business resilience and technology. Richard is known for his ability to engage diverse stakeholders and foster collaboration. His roles in non-profit governance extends to years as a trustee for Fair Train, the UK's work experience charity, and as a non-executive director/co-founder of The Bexhill Hive CIC. He is also the host of The Possibility Club podcast, where he has interviewed 100s of leading global figures from business, politics, culture and charity - providing insights into the future of our changing social and digital economy.

Qualifications, accolades and honours

Richard holds a first-class degree in English & Drama from the University of London and a master’s degree in English with distinction from the University of Oxford. He is a Fellow of The RSA (Royal Society for the encouragement of Arts, Manufactures and Commerce) and the Chartered Management Institute. Richard has been recognised with the University of Oxford's Book Prize for Academic Excellence and the University of London’s Harrison Prize for Outstanding Combined Degree. In 2023 he complete the mini-MBA Help To Grow Management programme with the University of Brighton.