Retired after his 1919 racing campaign, Sun Briar served stud duty at Kilmer's Court Manor Stud in New Market, Virginia.
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He was extensively involved in real estate, owning a family mansion in Binghamton, NY, constructing the twelve story Press Building in downtown Binghamton as a home for another new business he created, The Binghamton Press Co., building several other less-prominent buildings in downtown Binghamton, and three racing stables and estates: Sun Briar Court in Binghamton, Court Manor in the Shenandoah Valley of Virginia, and Remlik, on the banks of Virginia's Rappahannock River.