After an unsuccessful attempt to be elected as MP for Don Valley in 1979, Freeman was finally elected as MP for Kettering in 1983. Before joining the Cabinet, he served as Parliamentary Under Secretary of State for the Armed Forces (1986–88), Parliamentary Under Secretary of State for Health (1988–90), and Minister for Public Transport (1990–1995) ranking as Minister of State.[2] In that post he was responsible for steering through the House of Commons the Railways Bill, providing for the privatisation of British Rail and enacted as the Railways Act 1993. At the time he achieved a degree of notoriety with his comment on a "cheap and cheerful" rail service being provided for typists.[1]
In 1995, he was brought into the Cabinet by John Major as Chancellor of the Duchy of Lancaster. In this role, he made a ministerial visit to Lancaster Royal Grammar School in 1995.
He also inaugurated the process of privatisation of HM Stationery Office (HMSO), though as a former minister for MOD Procurement, one of HMSO's major customers, he could be adjudged to have had a conflict of interest. He therefore misjudged the effect of privatisation on HMSO, which, rather than preserve the business as a whole, and protecting jobs, hastened the already-established process of splitting the business into its various parts, resulting in the destruction of some, and the sale of others to foreign owners. The loss of jobs has been massive. The National Audit Office later denounced the whole process as a debacle. It could be argued that he, along with his colleague Lord North in the other place, may have misled the house.[citation needed]
He did his best to make the dying days of the Major government more colourful by appearing on Channel 4's 'bottom up' television programme The People's Parliament. Appearing by video link, he was quizzed by the female Scots host on the alleged unapproachability of politicians "in grey suits". Freeman quipped: "Well, I can't just start turning up to work in a jumper!". Freeman's remark though was better-judged than any viewer might have realised at the time. The Major government's strategy weekend where Cabinet members arrived wearing jumpers was much lampooned.
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