Our Team

Stratford

Owner / Account Executive
Owner / Account Executive

Jeff is Owner/Account Executive of Orr Insurance & Investment, and has been in the industry since 1987.  He specializes in commercial, personal property and auto insurance.  Jeff enjoys spending time with wife Sue and their two children Greg and Nicole.  Jeff has served on many community boards including past chair of the Stratford Public Library, Stratford Optimist Club, Stratford District Chamber of Commerce and the Stratford Basketball Association.  He was also a board member of the Stratford Minor Hockey/Sports and was the Fundraising Co-Chair for the Stratford Rotary Complex.  Jeff is currently a board member with the Stratford Economic Development Committee (Invest Stratford) and the Stratford Perth Museum.  Jeff was also the recipient of the Chamber of Commerce Business Leader Award.

Rick is Owner/Account Executive at Orr Insurance & Investment.  He has been in the industry since 1990, joining the Orr Insurance & Investment team in 1992.  His areas of expertise include personal and commercial insurance.    Rick is married and enjoys spending time with wife Jane, and daughters Sydney & Kaylee.  He enjoys skiing and anything involving being on the water.  Rick is the past president of the Insurance Brokers Association of Ontario, and now serves as a Board member of the Hospital Foundation and HPHA local Advisory Committee. Rick is also Chair of the Stratford Board of Park Management, serves as a member of the Rotary Club of Stratford and is also on the Board of Goveners for the Stratford Festival.

Brandon is one of our Account Executives, joining the Orr Insurance & Investment team in 2013.  Brandon is the President of the St. Marys Lincolns Jr B Hockey team and enjoys his time on the St. Marys Minor Hockey Board.  Away from the rink, he is the Vice Chair of the Stratford & District Chamber of Commerce.

Terry is one of our  Account Executives. He has been in the industry since 2008 and joined the Orr Insurance & Investment team in 2014.  He holds a Marketing diploma from Fanshawe College. In his spare time Terry enjoys sports including golf, baseball and hockey.

Cindy is one of our Account Executives and has worked at Orr Insurance & Investment since 1987.  Her area of expertise includes auto, home, motorcycle, snowmobile and ATV insurance.  She has 2 married children and 2 grandchildren.  Cindy enjoys spending time with family and friends, gardening, traveling and she volunteers with the Ontario SPCA.

Danny is one of our Account Executives and has worked at Orr Insurance & Investment since 1975.   He is married to Mary  and together they have 4 girls: Carrie-Anne, Tracy, Kelly, and Janelle.  They also have 2 beautiful grandchildren Maya and Jack.  Danny enjoys OHL hockey, going for walks and riding his bike.  Danny volunteers every year with the Create a Smile Charity for St. Mary’s Community Living and with Children’s Cancer Charity.

Certified Financial Planner
Certified Financial Planner

Brian is one of our Certified Financial Planners in our financial department.  He has been in the industry since 1985, joining the Orr Insurance & investment team in 1987. Brian’s area of expertise is investments and estate planning.    Brian enjoys spending time with his family: wife Debra and 4 children Lynann, Natasha, Brittany and Travis.  Brian’s spare time finds himself traveling, cooking and enjoys photography.  Brian has served on the board of the Rotary Club of Festival City since 2010 and was past president of Habitat for Humanity Stratford Perth

Tyler is one of our Certified Financial Planners in our financial department with special interest in investments and financial planning.  Tyler received his BA from Lake Forest College, and has been in the industry since 2007, joining the Orr Insurance & Investment team in 2010. Tyler has his CFP designation. Tyler enjoys spending time with family, his wife Courtney, daughter Avery and son Cameron.  In his spare time he enjoys cooking and sports.  Tyler is currently the Vice-President of the Rotary Club of Festival City, joining the club in 2011 and Convenor of Rotary Hockey.

Certified Financial Planner Agricultural Farm Advisor
Certified Financial Planner Agricultural Farm Advisor

Liz is one of our Certified Financial Planners in our financial department; she is also a Certified Agricultural Farm Advisor. Her area of expertise is financial planning, farm and business succession planning as well as investment and life insurance.  She has been employed with Orr Insurance & Investment since 1998.  Liz enjoys spending time with her family: Husband Dennis, 3 children: Dale, David and Stephanie and her 6 grandchildren: Delsin, Cypris, Silas, Christine, Drayden and Colten.  Also in her spare time Liz volunteers with the Zonta Club (past president) and enjoys traveling and attending car shows.

 

Jim is a Benefits Consultant in our financial department.  He holds a BA from Wilfred Laurier University, and has been in the industry since 1984, joining Orr Insurance & Investment in 1999. In that time Jim has acquired expertise in employee benefits, life insurance and disability insurance.  Jim enjoys spending time with his family:  wife Lynn, son Chris and daughter Amanda.  In his spare time Jim enjoys golf, traveling and watching his children’s sports.  Jim also enjoys volunteering with Stratford Minor Baseball. 

Chris is one of our Benefit Consultants in our financial department. He holds an Associate of Arts and a BA in Communication from William Penn University in Iowa. Chris joined Orr Insurance in 2017 and specializes in employee benefits, life insurance and disability insurance. Chris enjoys spending time with Family, his wife Melissa, parents Jim and Lynn and sister Amanda.  In his spare time Chris enjoys video editing, sports, watching TV and movies. In his past spare time Chris was an active member of the Rotaract Club of Stratford for 3 years and is now a member of the Stratford Minor Baseball Association.

Billie Jo is one of our Personal Account Managers in our personal lines department.  She has been in the industry since 2003 and joined Orr Insurance & Investment  in 2016.  Her area of expertise is property, auto and recreational vehicle/property insurance.  In Billie Jo’s spare time, she enjoys watching hockey, listening to music, reading and camping.  She is also involved with New Hamburg minor hockey.

Alesia is one of our Personal Account Managers in our personal lines department.  She has been with Orr Insurance & Investment since 2016.  Alesia and Husband Roger have 2 children Benjamin and Nicholas, and in her spare time she enjoys camping, scrapbooking and spending time with her family.  She is also an active member on parent council at her childrens school.

Personal Account Assistant
Personal Account Assistant

Joanne is one of our Receptionists and a Personal Account Assistant in our personal lines department; she has worked at Orr Insurance & Investment since 2006.    Joanne has 2 daughters Nicole and Rachel. She enjoys spending time with family and friends.  

Rosemary is one of our Personal Account Managers.  She has been in the industry since 2012 and with Orr Insurance since 2018.  Rosemary has husband Tim and daughter Ashley and in her spare time enjoys camping, clogging, reading, tea cups and antiques.  Rosemary also volunteers her time with the Cancer Society.

Margaret is one of our Commercial Account Managers; she has worked in the industry since 1983, joining the Orr Insurance & Investment team in 2003.

Karyn is one of our Account Managers in our commercial department.  She holds a Business diploma (Loma-Level 1), and has been in the insurance industry since 2002, and with Orr since 2016.  Her area of expertise is commercial insurance.  Karyn is married with 2 adult children and 1 grand daughter.  In her spare time she enjoys camping, playing horseshoes, and darts on an organized team as well as traveling.

Personal Account Manager
Personal Account Manager

Courtney is one of our Personal Account Managers in our personal lines department. She has been with Orr Insurance & Investment since 2019. Courtney holds a Business Marketing Diploma for Fanshawe College. Her area of expertise is Personal Lines and has been in the industry since 2017. In her spare time Courtney enjoys competitive equestrian, snowboarding and fishing. 

Commercial Account Assistant
Commercial Account Assistant

Kathy is one of our Account Assistants in our commercial department.  She has been with Orr Insurance since 2017.  Kathy has two boys Nicholas and Dylan.  In her spare time she enjoys being outdoors, baseball, spending time with family and friends and was a Brownie leader for almost 10 years. Kathy also enjoys volunteering and coaching her sons blastball and soccer teams.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Kimberley is one of Account Assistants in our commercial department and has been in the industry for 25 years. Her area of expertise is commercial, personal and claims. Kimberley has a daughter and son and in her free time enjoys writing fictional novels and spending time with her family at the beach. Kimberley is the past president of KW Chapter ( O.I.A.A) Ontario Insurance, Adjusters Association. 

Commercial Account Assistant
Commercial Account Assistant

Sarah is one of our Account Assistants in our commercial department, and has been with Orr Insurance since 2017.  Her area of expertise is administration and customer service.  Sarah has 2 boys and in her spare time she enjoys cooking, baking, walking, movies and concerts.  She is also a very busy mom running her kids to sports.

Jane is one of our Administrative Assistants in our personal lines department.  She holds a BSC Degree and has been in the industry since 1992, joining the Orr Insurance & Investment team in 2010.  Jane enjoys spending time with her husband Rick and their 2 daughters Sydney and Kaylee.  She also enjoys reading, shopping and home shows.  Jane often volunteers her time helping at the Food Bank, Emily Murphy Centre and at her daughters’ school.

Betty Anne is one of our Administrative Assistants in our personal lines department. She has been in the industry since 1981, joining Orr Insurance & Investment in 2003.   She enjoys sports, aerobic classes and knitting.  Betty Anne is a volunteer canvasser for Heart and Stroke, Arthritis and March of Dimes.

Jacques is our Controller; he has worked at Orr Insurance & Investment since 2003. His areas of expertise are management, accounting and information technology.  Jacques and wife Jen have two children Ben and Abbie.  In his spare time Jacques enjoys golf, hockey and volunteering. Jacques is currently the President of Stratford Rotary Hockey and was recently recognized as the 2018 Sportsperson of the Year. Jacques has been a board member and volunteer for many of Stratford’s sport and not-for-profit organizations including several years as the Treasurer for Stratford Basketball Assoc. and Gallery Stratford.

Erin has been at Orr Insurance & Investment since 2013. She has been in the industry since 2006 and has received her Bachelor of Business Studies from the University of Windsor and a Business Administration Accounting Diploma from Conestoga College.  Erin and husband Paul have two children Will and Clare. In her spare time she loves camping, crafting, spending time with family and friends, and being a baseball/hockey/gymnastics mom! 

Sandy works in our accounting department.  She is a Certified Bookkeeper and also holds a Diploma in Business Management.  She has 3 children, 3 grandchildren and a dog and enjoys family camping as well as riding her motorcycle.  She volunteers with Ride for Sight as well as Autism Ontario.

Maxine is one of our Administrative Assistants.  She has her RIBO designation and has been in the customer service industry since 1990 and at Orr Insurance since 2000.  She has held many positions here but her main passion is customer service and talking to clients.  Maxine and husband Gord have 3 daughters and 2 granddaughters.  Her hobbies include travelling, walking, swimming, camping and reading.

Mike is the Administrative Assistant in our financial department.  He acquired his General Business Diploma from Conestoga College and has been in the industry since 1996, joining the Orr Insurance & Investment team in 1999.  Mike enjoys spending time with family and friends, gardening, hiking, biking, going to concerts and theatre.

Trish is the Human Resources Manager at Orr Insurance & Investment, joining the team in 2014.  She is a CHRP and has been in the industry since 1999. She obtained her BA from the University of Toronto and her certificate of HR Management from Sheridan College.  Tricia’s area of expertise is HR and conflict resolution.  She is married with 6 children and enjoys yoga, volleyball, softball and being a hockey and soccer mom.

Angie is our Receptionist.  She has been with Orr Insurance & Investment since 2012.   In her spare time Angie enjoys reading, walking and spending time with her family and friends.  Angie also enjoys volunteering with local events.

Blyth

Paul is one of our Account Executives.  He is a graduate of Fanshawe College for Business Insurance.  Paul has been in the industry since 1994 and with Orr Insurance & Investment since 2014.  He specializes in farm, commercial, property and auto insurance.   In his spare time Paul enjoys baseball, snowmobiling, atving, and any other outdoor activity.  Paul is an active member of The Kinsmen and The Knights of Columbus and sits on the board for The Columbus Centre and the St. Michaels Cemetary.

Ruth-Ann Marie Kirkby is one of our Personal Account Managers in our personal lines department.  She has been in the industry since 2009 and has been with Orr Insurance & Investment since 2010.  Ruth-Ann obtained a certificate in customer service fundamental-insurance and a Diploma in business – Insurance from Fanshawe College.  She is also currently working towards her CPIB.  In her spare time Ruth Ann enjoys music, dancing, reading, crocheting and knitting.  In her community, Ruth Ann is a food co-ordinator for the Huron Pioneer Thresher & Hobby Association.

Barb is one of our Personal Account Managers  in our personal lines department.  She has been in the industry since 1978.  In her spare time Barb enjoys gardening and reading.  Barb also volunteers with the Samaritans Purse Shoe Box Campaign and is a member of the Westfield Fellowship Hour.

Catherine is a Commercial Account Assistant in our Commercial and Ag department.  She holds a Police Foundations Diploma and has been with Orr Insurance since 2017.  Her area of expertise is commercial and farm insurance.  Catherine is married to Chris and has 3 children Carter, Emma, and Gracelyn.  In her spare time she enjoys watching her son play hockey and her daughters dance.  She also enjoys curling, reading, golfing, shopping and spending time with family and friends.   Catherine also keeps busy being a parent rep for hockey and student advisory council at her childrens school.

Katie is one of our Administrators and has been with Orr since 2018.  Katie holds a diploma in Esthetics and Indian Head Massage.  Her area of expertise is customer service and she has been in the field since 2003.  Katie and husband Mike have 3 children, Mikayla, Rodney, and Alexis.  As a busy mom of 3 Katie loves spending time with her family, hiking and watching her children play hockey and soccer.  Katie is also a member of the Student Advisory Council at Hullet CPS, voting member for the SEAC with the AMDSB, and a member of VIEWS for the visually impared.  Her oldest daughter is a childhood cancer survivor which has left her visually impaired, but she is thriving with success even winning a World Peace Essay Award. Katie is a wonderful support to her.

Karling is one of our administrators and has been with Orr Insurance since 2019.  She is a graduate from the Fanshawe College business/insurance program and is excited to be starting her career in the insurance field.  Karling's father is a Farmer and also works in the insurance industry while her mother is a Teacher. Karling is one of four children and enjoys the farm life and nature.

Linwood

Jocey is one of our Personal Account Managers in our personal lines department.  She has been in the industry since 2003.  

Tim is one of our  Administrative Managers.  He has been with Orr Insurance since 2016.  Tims area of expertise is Agriculture and he holds a BA in History from Wilfred Laurier.  Tim grew up on a dairy farm and has 3 siblings. In his spare time he plays fastball for the Elmira 37’s.  Tim also coaches an all star  fastball team in Arthur and helps minor hockey goalies as well.

Goderich

Travis has been in the industry since 2010.  He is a graduate of Fanshawe College and is currently working towards his CIP designation.  Travis was born and raised in Goderich and enjoys hockey and traveling. Travis is a member of the Kinsmen Club Goderich. In his spare time Travis also coaches minor sports.

Judy is one of our Personal Account Managers in our personal lines department.  She has been in the industry since 1983 and with Orr since 2007.  Her specialty is home and auto insurance.  In her spare time Judy enjoys camping with family and friends.  She can also often be seen walking or riding her bike.  Judy is a volunteer at Lucknows Music in the Fields.

Emma has been with Orr Insurance since 2017.  She completed a Law Clerk program at Niagara College and came to us with over 5 years of experience in the legal field. Emma is the Founding President of The Rotaract Club of Goderich, as well as the Secretary of the Huron and Area Search and Rescue. You may have seen her out and about in Goderich enjoying the dog park, the farmers market, and the patios. A current project of Emma’s is learning Spanish.

Dot is one of our Administrative Assistants.  She has over 30 years of experience and has been with Orr Insurance & Investment since 2015.  Her area of expertise is office administration and management.  Dot and husband Paul have 3 girls and an awesome granddaughter.  Dot is actively involved in her community as Secretary of the Port Albert Citizen’s Association and the Port Albert & District Recreational Society.  In her spare time, Dot enjoys gardening, reading and spending time with family and friends. 

Elizabeth is one of our Administrators, and has been in the industry since 1987.  Elizabeth’s  area of expertise is customer service and she enjoys answering the phones.  She has 2 sons, Taylor and Landon, a dog Bentley and a cat Porsche.  In her spare time she enjoys swimming, playing darts, cards and bocce ball as well as cooking.  In college Elizabeth studied music and now plays the trumpet in the Goderich Laketown Band.

Personal Account Assistant
Personal Account Assistant

Nicole is one of our Personal Account Assistants.  She has been in the industry since 2012 and with Orr since 2018.  In her spare time, Nicole likes reading, shopping and gardening.

Seaforth

Randy is one of our Account Executives.  He holds an Insurance Diploma from Mohawk College and has been in the industry since 1991.  Randy’s area of expertise is commercial and farm insurance.  Randy and wife Kim have a daughter Jillian and a son Joshua.  Randy enjoys volunteering and coaching hockey and soccer as well as golfing in his spare time.

Kim is one of our personal account managers in our personal lines department.  She has been in the industry since 2013 and with Orr Insurance since 2016.  She holds a Child and Youth Worker degree and is married with 2 children.   When  Kim is not busy with her childrens hockey and soccer schedules.  She can be found paddling in her Kayak. She also enjoys gardening, baking and making crafts.  Kim volunteers with One Care, delivering Meals on Wheels in Seaforth. 

Nicole is one of our Personal Account Managers.  She has been in the industry since 2010 and specializes in home, auto, trailer and motorcycle insurance.  Nicole and husband Ron have 3 children, Ashley, Brett and Allison.  In her spare time Nicole enjoys camping and watching her children play hockey and baseball.  She also loves to help on her family farm.

Amanda is one of our Personal Account Assistants  in our personal lines department.  She has been in the industry since 2009.  Amandas specialty is home and auto insurance.  Amanda and husband Greg have 2 children, Savanah and Tristan.  In her spare time she enjoys camping, figure skating, hockey and spending time with family and friends.  Amanda  is also the past President of the Clinton Figure Skating Club, but is still on the executive and often volunteers.

Brussels

Doug is one of our Account Executives.  He is a graduate of FE Madill Secondary School and has been in the insurance industry since 1984.  His area of expertise is farm and commercial insurance.  Doug has been married to Corrie for over 25 years and together they have 3 girls, Alix, Jordan, and Meagan and a boy Ryan.  Doug enjoys hunting, fishing and farming.  In his community, Doug has been a volunteer firefighter for over 35 years.  He also sits on the Brussels Cemetary Board and is also an active member of the Brussels PUC Trust.

Becky is one of our  Account Executives.  She received her Insurance Diploma form Mohawk College and has been in the industry since 1997.  Becky has been with Orr Insurance & Investment since 2014 and specializes in personal home and auto insurance.  Becky is married with 3 children, 2 boys and a girl.  She enjoys working in our Brussels office as it is close to home and where she grew up.  In her spare time Becky enjoys coaching and watching her children’s sports and watching them horseback ride and compete.  She also enjoys spending time with family and friends.  In her community, Becky is involved with Elma Minor Ball, Central Perth Minor Hockey, North Perth Library Board and Atwood United Church.

Michelle McNichol is one of our Personal Account Managers in our personal lines department.  She has been in the industry since 1991 and with Orr Insurance & Investment  since 1992.  Her area of expertise is personal lines home and auto as well as farm auto and property.  Michelle and husband Ron have 3 children, Lauren, Matt and MacKenzie.  In her spare time, Michelle enjoys watching hockey, playing baseball and golf and also watching her children play sports.  Michelle belongs to the Blyth Legion, where she does volunteer bartending and catering in the summer for the festival.

Corrie Sholdice is one of our Administrators and has been in the industry since 2003 when she started part time answering phones. She has been part of the team ever since.  Corrie holds an OSSD and Health Care Aide certification. Corrie and husband Doug have 4 children and in her spare time she enjoys gardening, hiking, decorating and working on the farm.  Corrie is also a proud hockey Mom.

Marlene is one of our Administrative Assistants.  She has been in the industry  since 1996.  She has a farm with her husband of over 40 years, 4 children and 7 grandchildren.  Marlene enjoys gardening, walking, decorationg and reading.  She also enjoys spending time with family, friends and helping with her grandchildren.

Ag/Personal Account Assistant
Ag/Personal Account Assistant

Liam is one of our Ag/Personal Account Assistants.  He has been in the industry since 2017 and joined the Orr team in 2018.  Liam is the 2nd youngest of 6 children and in his spare time enjoys hunting, fishing and playing volleyball, hockey and soccer.