In February 2009, it was reported that Sugar had initiated legal proceedings against The Sun newspaper following a report that he had been named on a "hit list" of British Jews in response to Israel's ongoing military operation in Gaza. The threats are alleged to have been made by Glen Jenvey, the source of the original story in The Sun, who posted to a Muslim website under a false identity. In recent years Sugar has enjoyed a running love-hate Twitter war with broadcaster Piers Morgan, the former Daily Mirror editor and CNN anchor. On 10 June 2020, Sugar, a pilot since 1975, announced on Twitter that he was taking delivery of a new 2020 Cirrus SR22T single-engine aircraft from the United States where he owns a Florida home and multiple boats, including a refurbished one named Little Tub and a superyacht.
In February 2009, the Evening Standard journalist Andrew Gilligan claimed that Sugar had been approached to be the Labour candidate for Mayor of London in 2012. Sugar subsequently ridiculed the claim in an interview with The Guardian. But, during Prime Minister Gordon Brown's cabinet reshuffle on 5 June 2009, the BBC reported that Sugar would become Lord Sugar and had been offered a job as the government's "Enterprise Champion". On 7 June 2009, Sugar sought to clarify the non-political nature of his appointment. He stated that he would not be joining the government, that the appointment was politically neutral, and that all he wanted to do was help businesses and entrepreneurs.
Sugar was the owner (and Chairman of the board) of Viglen Ltd, an IT services provider catering primarily to the education and public sector. He resigned his position on 1 July 2009. Following the sale of Amstrad PLC to BSkyB, Viglen was Sugar's sole IT establishment until its sale to XMA in 2014.
In January 2009, Fiona Bruce presented a BBC Two documentary entitled The Real Sir Alan. Also in 2009, Sugar appeared in television advertisements for investment bank NS&I and The Learning and Skills Council talking about apprenticeships.