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Meet Kyle


Kyle Shipp is a dedicated community leader with professional experience in engineering and construction.

He currently serves as a Commissioner on the Pittsboro Town Board and is a founding member of the Pittsboro Boys & Girls Club.

He holds leadership positions on the Corporate Board for Boys & Girls Clubs of Central Carolina and the Board of the Pittsboro VFW and Pittsboro American Legion.

Kyle resides in downtown Pittsboro, NC with his wife, Dianna; son, Rory and dog, Stacks.


I moved to Pittsboro in 2014 and initially lived out near Silk Hope. Shortly after, my wife Dianna and I found ourselves drawn to Pittsboro’s vibrant main street and settled in our current home downtown in 2017.


I grew up in Flint, MI and had various summer jobs working on a farm, as a golf caddie, and at a donut shop. In high school, I was a member of our FIRST Robotics Team, worked in IT for the school district, and started my own computer business. During college I worked at Bose Corporation in Research and Development through a co-op program.


In 2003, after my first year of college, I enlisted in the Army Reserve and took a leave of absence to attend basic training and advanced training, then returned to school. Soon after, my unit deployed from 2003 - 2005 and 2008 - 2009 to Kuwait and Iraq. After returning from my second deployment, I became a certified Army Instructor and taught truck driving and convoy operations. It is a privilege to have served my country, and I am grateful for the ability to do so.


I graduated from Kettering University in 2008 with a Bachelor of Science Degree in Industrial Engineering. However, upon returning from my second deployment in 2009, the recession had closed many job opportunities in the industrial field, so I drove a truck as a civilian, hauling produce and propane (in different trailers, of course). In my free time, I was taking classes towards a Master’s degree in Engineering, which I earned in 2013.


Eventually I found work as a technician for building control systems at mission-critical facilities like hospitals and data centers, and I traveled around the country doing construction installation and service. 


Nine years ago, I took a position with a national general contractor, and I had the opportunity to choose anywhere in the country I wanted to live. North Carolina, and Pittsboro, was my choice, and that is what brought us here.


Dianna and I now have a three year old son, Rory and a seven year old rescued pit bull, Stacks.

Since moving to Pittsboro, I have been active in a number of organizations which have offered me insight into our town’s history, culture and future:


Vice Chair - Boys & Girls Clubs of Central Carolina Corporate Board

Senior Vice Commander - Pittsboro Veterans of Foreign Wars (VFW) Post 7313

Sergeant at Arms - Pittsboro American Legion Post 238

Town Representative - Chatham County Affordable Housing Advisory Committee

Town Representative - Chatham County Economic Development Corporation

Board member - Pittsboro Farmers Market



Founding Chair of the Pittsboro Boys & Girls Club Advisory Council

Pittsboro Planning Board

Senior Vice Commander for VFW District 9

Volunteer Docent for the Small Museum of Folk Art





To state the obvious, I was not born and raised in Pittsboro, or even North Carolina; but with that said, I chose North Carolina over any other state, and I chose Pittsboro over many attractive communities in the Triangle. Dianna and I couldn’t be happier to have made our home in this special place, with its amazing mix of people, art, music, and food, all in a wonderful small-town environment. I wouldn't consider myself a politician, but I do hope to earn your vote and have the opportunity to continue to serve our Town of Pittsboro.



Kyle for Pittsboro Mayor
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