Woolley became engaged with British politics, joining the campaign group
Charter 88. These findings encouraged Woolley to launch
Operation Black Vote (OBV) in 1996. Operation Black Vote has launched voter registration campaigns, an app to inspire and inform
black and minority ethnic (BME) individuals and worked with
Saatchi & Saatchi on a
pro bono advertising campaign. Woolley also worked to empower communities and to integrate better politics education into the school curriculum. The
Esmée Fairbairn Foundation estimated that Woolley's efforts encouraged millions of people to vote. Woolley served as a Commissioner for the
Equality and Human Rights Commission. In 2008, the
Government Equalities Office released Woolley's report
How to achieve better BME political representation. He was appointed to the Equalities Commission in 2009. He has launched two governmental investigations, including REACH, which looked to tackle the alienation of black youth, as well as working with
Harriet Harman on the political representation of black and minority ethnic women. He worked with
Bernie Grant,
Al Sharpton,
Naomi Campbell and
Jesse Jackson on grassroots campaigns highlighting
racial discrimination. The results were reported in
The Guardian: "Barely 3% of Britain’s most powerful and influential people are from black and minority ethnic groups, according to a broad new analysis that highlights startling inequality despite decades of legislation to address discrimination". In 2019, Woolley called for local councillors to become more diverse, after it emerged that of the 200 councillors in
South Gloucestershire,
Bath and North East Somerset and
North Somerset, none was from a black, Asian or minority ethnic background. In May 2019, Woolley and Operation Black Vote launched a ground-breaking report into more than 130 key local authorities that emphasised the lack of BME representation. In over one third of those local authorities, many with sizeable BME populations, they either had no or just one BME councillor. Along with former
Downing Street advisors
Nick Timothy and
Will Tanner, Woolley is seen as the inspiration and one of the architects for the
Government of the United Kingdom Race Disparity Unit, and he served as the Advisory Chair. He has worked with the Open Source Foundation on their global drugs policy projects. He secured £90 million of funding to encourage disadvantaged young people to work. When Operation Black Vote started, there were four black or minority ethnic
members of parliament; as of 2019, there are more than 50. On 30 March 2021, it was announced that Woolley had been elected as the next
principal of
Homerton College, Cambridge. On 1 October 2021, he took up the appointment in succession to Professor
Geoffrey Ward. Woolley is the first black man to be head of an
Oxbridge college. In 2022, Woolley's memoir
Soar: My Journey from Council Estate to House of Lords was published, with a foreword by Rev.
Jesse Jackson (Manilla Press/Bonnier Books). In July 2023, Woolley was a guest on
BBC Radio 4, Desert Island Discs and spoke of his love for his teenage son Luca and their shared musical tastes. == Awards and honours ==