After more than 29 years of loyal and dedicated service to the Canadian Armed Forces and the Canadian Military Engineer Branch, WO R.C. Winsor, CD, (00307) will retire on 2 October 2026.
Departure with Dignity (DWD)
A DwD reception will be held on 23 October at 14:00. at the “The Bunker” (Pizza Delight), in Oromocto, NB. If attending, please RSVP to WO W.G. Sutherland at: William.Sutherland@forces.gc.ca. Anecdotes and well-wishes may also be sent to the same address.
CHIMO!
Warrant Officer “Rollie” Winsor joined the CAF in December 1996 as an Infantryman in the 2ND Battalion of The Royal Newfoundland Regiment (RNR) in Corner Brook NL. While with the RNR he had the privilege of being a member of the Queens Guard of Honour in June 1997 during her 10-day royal visit.
In 2001, WO Winsor transferred to the Royal New Brunswick Regiment where he continued working as an Infantryman until 2006, when he moved to the 5th Canadian Division Primary Reserve, then to Divisional Support Base Gagetown as a Patrolman until 2010. From 2010 until 2012, WO Winsor took a position with Range Control at the Automatic Target Systems Range and became section 2 I/C upon promotion to MCpl in Sept 2012.
In 2013, WO Winsor transferred to Plumbing Heating (PH) Technician, completed his DP1 and was posted to 14 ACSS, CFB Greenwood. In Jan 2016, he was posted to 4 Engineer Support Regiment (4 ESR) in CFB Gagetown, NB, and completed his DP2. While at 4 ESR, WO Winsor deployed on Op REASSURANCE (Latvia) in Apr 2017, Sept 2017 and Apr 2018, and on Op PRESENCE (Mali) in May of 2018.
In July of 2019, WO Winsor was promoted to Master Corporal and posted to CFB Cold Lake, which is where he stayed until 2023. From CFB Cold Lake, he deployed on Op IMPACT (Kuwait) in 2020 and again in 2022. WO Winsor was promoted to Sgt in June of 2022 while deployed. He was posted back to CFB Gagetown in July 2023, this time to CFSME where he served as a PH instructor, PH standards and finally as Standards Sqn WO after his promotion to Warrant Officer in Apr of 2025.
Throughout his career, Warrant Officer Winsor was not only deeply committed to his military duties, but in supporting the local community. He coached and led CFB Gagetown to a national Softball title and coached Oromocto Minor Hockey for the last several years— demonstrating his dedication to mentoring youth and giving back. WO Winsor has been happily married to his wife, Venessa, for over 12 years. As they enter this new chapter, Rollie, Venessa, and Seth plan to remain in Oromocto, New Brunswick. They look forward to enjoying the outdoors at their camp and traveling back and forth from the local area to Corner Brook and St Georges NL and spending quality time with their family.