He served honorably during the Vietnam War in Chieu Lieu, Vietnam. After returning, Matt and Annie were born. During this time, he continued to run the company with Pat. In 1978 Pat and Sid started Milligan Brother's Transportation Company. In 1997, Sidney moved to Algona due to work. There he met Brenda Danielsen and the couple later married in 2009. In 2004, Pat and Sidney sold their business to Solar Transport in Des Moines where Sid worked for Kyle Kruse for 3 years before retiring. In retirement Sidney and Brenda loved to travel and enjoyed wintering in Mesa, Arizona. Sidney was very active in the Baxter Community and involved in many organizations over the years. He was a member of the Bethany United Church of Christ, Baxter American Legion Post #493, VFW, and the I Club. He served on the Baxter School Board, past chairman of the Iowa Motor Association, and Iowa LP Gas Association. Sidney loved spending time with his family, watching the Iowa Hawkeyes, searching for antiques, and socializing with friends. Those left to cherish Sidney's loving memory are his wife Brenda Milligan of Algona, IA; children Matt (Minniette) Milligan of Baxter, IA, Andrea (Troy Botts) Milligan of Boston, MA, Emily (Nick) Meister of Iowa City, IA, and Lindsey Danielsen of Council Bluffs, IA; grandchildren Jackson and Adaline Botts, and Julian and Lucian Meister; siblings Loren "Pat" (Karmen) Milligan, Barbara Carroll, and Terry Otto; nieces and nephews Brian, Brad, Renee, Kimberley and Kelly; as well and Judd and Jolie; and many close friends. He was preceded in death by his parents, first wife Diane Cross, and brother-in-law Ron Carroll. Memorial contributions may be directed to the Milligan Scholarship Fund. Fredregill Funeral & Cremation Care has been entrusted with the care of Sidney and his family.