He is the Principal Private Secretary to the Minister for Administrative Affairs (fictional governmental dept.), then Prime Minister, James "Jim" Hacker. However, his loyalties are split between his Minister and his Civil Service boss, Sir Humphrey Appleby. Whilst he is theoretically accountable to Hacker personally, it is Sir Humphrey who writes his performance reviews and apparently wields influence over Bernard's future in the Service, leading to difficult situations for the young civil servant. When Hacker once asked his Private Secretary where his loyalty would lie when the chips were down, Woolley replied, "Minister, it's my job to see the chips stay up."