Skinner was born and raised in St. John's, Newfoundland and Labrador. He studied at Memorial University of Newfoundland before earning a Diploma in Applied Arts from Cabot College and a Certificate in Adult Education from St. Francis Xavier University. In 1998, he became a member of the Canadian Institute of Management, from which he was granted the Professional Manager designation. For 20 years Skinner operated Keyin Technical College in St. John's, a private college specializing in business, information technology and health-related fields. From 1993 to 1997 he served as ward two councillor on St. John's City Council.
Provincial politics
In November 2002, Skinner lost the Progressive Conservative Party nomination in St. John's Centre to Paul Brown, who had been the party's candidate in the previous two elections. However, Brown resigned as the party's candidate the following year and Skinner won the nomination for the district in August 2003. In the October 2003, election Skinner easily defeated Minister of FinanceJoan Marie Aylward, winning 55% of the popular vote. In 2006, Skinner was appointed Parliamentary Assistant to Premier Danny Williams.
Minister of Human Resources, Labour and Employment
On January 19, 2007, Skinner was appointed Minister of Human Resources, Labour and Employment and the Minister responsible for Newfoundland and Labrador Housing. His appointment came after Paul Shelley, the department's former minister, announced he would not be seeking re-election in the October election. In August 2007, Skinner said he planned to bring forth legislation to protect jobs of reservists who leave work for military duty. Skinner's announcement was in response to Major Wallace Noseworthy, who called for the legislation after he was forced to quit his job in order to serve in Afghanistan. Noseworthy's employer would not grant him a leave of absence to serve. In April 2008, the government brought forth changes to The Labour Standards Act to provide for unpaid leave for reservists. In the October 9, 2007, general election Skinner was re-elected, winning 76% of the popular vote. Weeks later his ministerial portfolio was added to when he became Minister Responsible for Persons with Disabilities and Minister Responsible for the Labour Relations Agency.
Minister of Innovation, Trade and Rural Development
On October 31, 2008, Skinner was appointed Minister of Innovation, Trade and Rural Development.
On December 3, 2010, Kathy Dunderdale succeeded Williams as Premier of Newfoundland and Labrador. The following week Dunderdale appointed Skinner as Minister of Natural Resources, her former portfolio. His appointment came on the heels of the government signing a partnership agreement to develop a multi-billion dollar hydro development at Muskrat Falls in Labrador. Despite easily winning his seat in 2003 and 2007, Skinner's St. John's Centre district was seen as being in play in the 2011 election. In the months leading up to the provincial election support for the New Democratic Party had surged and they were running businesswoman and filmmaker Gerry Rogers against Skinner. Skinner received support late in the campaign from St. John's Mayor Dennis O'Keefe, which was seen as an indication that Skinner was in risk of losing his seat. Despite the Progressive Conservative government easily being re-elected, Skinner went down to defeat on election night.
2014 leadership
Following the resignation of Dunderdale as Premier of Newfoundland and Labrador and leader of the Progressive Conservative Party, Skinner's name was brought up as a potential successor. In February 2014, in an interview with The Telegram Skinner said “I don’t mind sharing with you that I’m very, very seriously considering this.” Skinner's major issue with regards to entering the race was the spending limit for candidates. Under the party constitution leadership candidates cannot spend over $200,000, but the party was looking at revising that amount upward. Skinner was worried about racking up debt if he lost the race, but felt he could raise $200,000.
Post-politics
In 2015, Skinner served on the Electoral Boundaries Commission charged with reducing the number of seats from 48 to 40. He is currently the Senior Director, Business Development for Aecon Construction Group Limited. Skinner co-chaired the provincial PC Party's 2018 leadership convention.