Skyler was born, raised and educated in Walla Walla, and has spent his adulthood finding ways to serve his community. Beginning in 2015, he worked as 16th District Senator Maureen Walsh's legislative assistant.
In 2019, he was sworn in as state representative for the 16th Legislative District, which includes all of Walla Walla and parts of Benton and Franklin counties.
Previous to his time in the Legislature, Skyler was a personal property and casualty insurance agent. Skyler is currently a Realtor in Walla Walla.
Bipartisanship and collaboration within the Legislature has been a theme for Skyler's work, and one of his reasons he ran for office. In his first year, he co-founded a bipartisan work group to facilitate an opportunity for legislators to work together and build relationships.
In addition to his standing legislative committee assignments, Skyler serves on the following bipartisan/non-partisan committees and boards: Vice Chair of the Legislative Evaluation and Accountability Program Committee, Joint Higher Education Committee, the Capitol Furnishings Preservation Committee, the Gambling Commission, the LGBTQ Commission, the Columbia Basin College EMS Program Advisory Committee, the Washington State Leadership Board, Blue Mountain Action Council board of directors, and the National Conference of State Legislature's Nuclear Legislative Working Group.
In his spare time, he enjoys camping, road trips, floating the Walla Walla River, and working on a 1910's farm wagon restoration project.