Drucker's association with the Labour Party was personal as well as professional, and he made no secret of his commitment to it;
Martin Clark, a colleague in Edinburgh's politics department, remembered him as "very much a Labour man." Drucker was perhaps better known, however, for his friendship with the young Gordon Brown, whom he later recalled (in an interview with Brown's biographer,
Paul Routledge) as "hugely popular, a natural politician: totally self-assured... He was a bit like a
Bill Clinton figure." In 1980, he and Brown co-authored
The Politics of Nationalism and Devolution, which sought to establish a blueprint for future party policy on devolution and the constitution in the aftermath of
the failed referendum on a Scottish Assembly.
Christopher Harvie has since claimed that Drucker and Brown parted ways following the book's publication, as the latter grew increasingly sceptical of Drucker's
pluralist-minded arguments in favour of proportional representation and electoral coalitions. It was Drucker's continuing support for Labour, alongside his fund-raising expertise, that led to him being appointed by the party in 1996 to raise money for its
general election campaign the following year. This was not a happy experience, however, and he only lasted in this role for three months. Drucker was particularly dismayed by the party's use of a
blind trust (i.e., anonymous donations) to
fund Tony Blair's private office, and an argument over the use of this trust with prominent party donor
Michael Levy at the latter's home allegedly prompted him to resign immediately. Levy retorted that Drucker had written a funding presentation for the party so "ridiculously thin" that his contract had been terminated, which Levy alleged had motivated Drucker to attack Blair and the party's new donors as an act of revenge.
John Rentoul, Blair's biographer, noted there was a strong "personality clash" between Levy and Drucker which may have "sharpened" the latter's criticisms, but concluded that "Drucker was right, and Blair was forced effectively to admit as much when the blind trust was wound up at the end of 1996." ==Personal life and death==