Owners/ Operators

Jim Roughley


Jim has quite literally grown up in the business, continuing the legacy of insurance excellence in the Durham Region started by his father, Harold Roughley, back in 1945.

Jim spends the better part of each day serving the needs of his clients, but also keeps his finger on the pulse of the comings and goings of the team in the office. Under Jim’s leadership, the Roughley team has grown in size, but the company has never wavered its focus on providing a level of customer service and care that is unsurpassed in the community.

When he’s not in the office, being outdoors and spending time with his wife Kathy, son Robert and daughter Paige, are his favourite places to be. His summer getaway is to the cottage, where you will find him working away on the next project or hitting the water. He loves archery, mountain biking and windsurfing in the warmer months and in the winter months he is known to sneak away to Banff to ski.

The Durham Region Humane Society is close to Jim’s heart. For 15 years, as the President, Jim, along with colleagues, worked tirelessly to get the Oshawa and District Humane Society off the ground. As the Past President and Founder, Jim is proud of what the Humane Society of Durham Region is today. Notably, he is the Past Chairman of the Insurance Specialty Group; a group of Insurance Brokers throughout the province of Ontario and the Past President of the Oshawa Swim Club. Recently, Jim has joined the Board at Ontario Philharmonic Orchestra.

Sales Team

Leanne Lalonde

Bowmanville Branch Manager & Sales
905.697.4257 X 233


As the Bowmanville Branch Manager and a leading Producer at Roughley Insurance, Leanne relishes each day finding the best coverage and value for her clients by applying her years of knowledge and experience. Her success stems from being able to relate and communicate to customers in an understandable and personable fashion.

Leanne makes exercise a priority and a whole family effort with her son guiding as a personal trainer at a local fitness club where she and her husband commit to a regular regime. Also, as an advocate for healthy living she is conscious of her family’s diet and enjoys cooking and preparing meals consisting of organic and local, farm fresh foods. An intrepid traveller and sun worshipper, Leanne embarks on multiple trips each year to tropical destinations around the world with her family and friends. Leanne makes her home in Bowmanville where she enjoys gardening and entertaining.

Leanne considers one of her greatest accomplishments at Roughley Insurance spearheading the expansion of the company into East Durham (Bowmanville) and the completion of the branch’s first successful year of operation with her team. As a prior leader and manager of the Oshawa branch for over 7 years, Leanne is proud to have mentored and advanced others with their careers in the insurance industry. Notably, she is also proud to have guided her daughter, Maddison, into the business where she has found success at one of the leading insurance companies.


Corbie’s passion for the Insurance Industry started in 2003, when she made a career change from International Trade, which she studied at Sir Sandford Fleming College, and has never looked back.

Corbie joined the Roughley Team in 2005. She started her career at Roughley Insurance as an Account Manager. As opportunity presented itself, she joined the New Business Department and from there she grew her career into the role of, Assistant to owner and broker, Grant Musselman.

With the wealth of knowledge she gained through years of industry experience, Corbie welcomed the new opportunity presented to her in 2019, by taking on the new role of Account Executive, managing a book of business through both Sales and Service.

Outside the office, Corbie’s pride and joy are her 3 children, Sutton, Emmy and Myla. Her calendar is filled with Oshawa Kicks Competitive soccer events and with her children’s school events, which they are actively involved in. When she has time to herself, Corbie enjoys relaxing with a glass of wine and reading a good book and planning her families next vacation adventure to a hot, sunny destination.


Shane has been with Roughley since 2003, and has been an insurance industry professional since 2000. You could say that the insurance industry is in his blood, as Shane’s family has owned and operated an Independent Insurance Brokerage in the GTA for over 15 years.

Day to day, Shane’s priority is to serve the needs of Roughley clients, with a special interest in nurturing new relationships with potential new clients. As Roughley continues to grow and evolve to best serve the needs of its clients, present and future, Shane remains current with industry trends and changes. He is actively pursuing his CAIB designation.

As a busy Father, Shane can always be found in the community at the local hockey arena either coaching his children or playing himself. Shane is a proud Father of 3.

With over 14 years experience, Wanda shares her wealth of insurance knowledge with the Roughley Team. This knowledge allows her to provide the best options for new Roughley clients. An expert at quoting, and very efficient, she’ll have your new policy set up in no time.

In her free time, Wanda enjoys researching and planning trips for her circle of family and friends.

Wanda is also the co-organizer for our Backpacks for Success program. Providing school supplies for underprivileged children in Durham Region.


Cassandra began her insurance career in 1993 at a small brokerage in Lindsay, serving the local community. She then moved to a role working directly for an insurance provider. It didn’t take long for Cassandra to realize the working directly with customers was the best fit for her, which led her to join the Roughley family in 2004.

Working her way up the ladder, she is now a very important member of the sales team.

Cassandra also takes pride in her involvement with the Oshawa Chamber of Commerce, which includes sitting on the Board of Directors & Executive as Vice President.  Promoting and Advocating for the Oshawa business community is something she is very passionate about.

The Wildman family enjoys living in the Country and all the recreational activities that go along with it!  Cassandra’s daughter Bailey also spends her summers at Roughley Insurance as a summer student.

Fun fact: Cassandra is the owner and driver of the Roughley wrapped Chevrolet Volt that you may have seen driving around the community!

Richard brings his wealth of knowledge and 22 years’ experience within the Insurance Broker industry with him to Roughley Insurance. Not only does he have an extensive background with insurance, Richard’s formal education was within business and marketing at Durham College.

Besides insurance, Richard has a passion for landscaping and a multitude of outdoor activities including golf, squash, fishing and hunting. Richard, his wife Jennifer, and their three children, Braeden, Brooke and Brody, are always looking forward to their next adventure together.

Experience matters when it comes to your insurance. Richard is ready to assist you with your unique insurance needs.



Lori has been in the insurance industry since 1993, she was an Account Manager with Roughley Insurance back in 2009 for 4 years and has returned as our Claims Advocate.

Her new role with us allows us to be confident that you are looked after at a time of a claim. She will walk you through the Insurance Companies claim procedures and here for you if you have any questions or concerns regarding your claim.

She loves spending time with her family, she a mom of two amazing kids! Adam born in 2000 and Brooke born in 2003 – they are her greatest accomplishment in life.

You can find Lori cheering on her daughter at dance recitals. She also has a great group of friends that she enjoys spending time with and traveling to hot destinations around the world.

Commercial Team

Lisa Edwards


Lisa began her insurance career in 1988, joining Roughley in 2014. She has recently embraced a new challenge and role as the Commercial Lines Manager.  She has been very busy modernizing the commercial department, acting as the in-house underwriter for our Lloyds of London program and continues to work with new and prospective clients.

Now that Lisa’s kids are older, she has started to travel. She has been to Florida, Cuba, Dominica Republic and Mexico. Ireland is on her bucket list. Between visiting different countries, she’s busy making magic in the kitchen. She can make you anything from simple cookies to a decadent cheesecake. Her specialty is something she calls Death by Chocolate. You’ll have to come visit Lisa if you want the recipe!

Lisa is most proud of her children Shane, Laura and Susan who have turned out to be amazing adults. She loves how her children strive to be good people and try to bring happiness to other people’s everyday lives.

Jeff Skelton

Director of Commercial Business Development 
905.576.7770 X 272


As an advisor to those clients in need, Jeff offers advice and advocacy with the right insurance coverage at the right price. Jeff is always looking for the best insurers, insurance products and programs bringing a competitive edge to Roughley Insurance.

Jeff’s hobbies include music, golf and family. He spends his time with his wife, three children and three grandchildren.

Living and working in our community allows Jeff to feel a connection to clients on a personal and professional level.

Colette Pearce


Colette has been in the insurance industry for 30 years. You will find Colette in our Commercial department where she is a Senior Account Manager and is Assistant to Grant Musselman

Being in the commercial department for many years has made her one of the go to people when someone in our office needs help with a commercial risk. You can count on Colette to always be here and always put her work aside if you are in need of her.

Outside of the office, Colette has 2 daughters that are all grown up and she couldn’t be prouder of the women they have become. She enjoys going to the gym, golfing and travelling. She plans on visiting a new destination every year. Colette always looks forward to the spring not just because of the nice weather but because she can start cheering on the Jays!

She has also been very lucky to have found her very own “Paradise” in Madoc where she looks forward to spending a lot of her down time.

Jacky Jordan

Jacky works with the Commercial Team at Roughley Insurance.  A close-knit team of six, they support each other 100%. The team recently added their 6th member, of which each member had a hand in his training.

Although Jacky has only been at Roughley and in the insurance industry for five years, her experience and knowledge has grown tremendously. She assists several of Roughley’s Producers with their commercial clients and have come to know Roughley’s clients well.

Jacky is a fitness junky, always trying to achieve her personal best. As a Certified Personal Trainer and Nutrition Specialist, and enjoys coaching and assisting individuals in obtaining a healthy, happy life.

Jacky is at her happiest when she is at the lake with her family and friends, always trying to get someone to run, hike, kayak or walk with her.

Jacky enjoys an active lifestyle competing in many races such as the Spartan, Foam Fest, and marathons often convincing family and friends to sign up as well.

Personally, Jacky is proud of obtaining her Personal Training Certification almost ten years ago.  She is passionate about helping and teaching people how achieve a healthy lifestyle. She is also extremely proud of being a Grandmother to amazing twin girls. They teach Jacky how to love life and not take it too seriously.

Professionally, obtaining her Insurance Broker’s Licence.  After 26 years of working and managing in a retail store Jacky went in a different direction career wise. Scary at first, but she loves her job and the team she works with.

Holly Davies

Holly has been in the insurance industry for 15 years and it was a fluke that she started back in 2004. While on maternity leave with her first child she enrolled in her first insurance course and never looked back.

Holly’s career has seen her handle a large array of interesting and intricate accounts from manufacturing, to large construction accounts, bonding accounts, trucking fleet accounts to small home run businesses. Holly is well equipped with the knowledge to provide you and your business with the right coverage at the right price.

When Holly speaks of her family, her face lights up. Her pride and joy, her husband and three children are her reason for working so hard. Their lifestyle, bringing the children to and from hobbies and activities and travelling when they can ensure they stay out of trouble! They enjoy paintball, archery, swimming, biking and escape room experiences. Speaking of escape rooms… have you ever been to Panic Factory Escape Rooms? Holly is the owner!

If you need commercial insurance, Holly is ready to handle your unique needs.

Brenda Crawford

Brenda has been with the Canadian Armed Forces for 14 years, and counting, as an officer in the Cadet Instructor Cadre Branch. Notably, she has her Canadian Forces Decoration medal.

Working at a MGA (Managing General Agent), Brenda brings her wealth of experience to Roughley Insurance along with her two college diplomas, one as a Law Clerk and a second as a Court and Tribunal Agent.

Outside of the Roughley office, you can find Brenda spending time with her family. She is a competitive target shooter on the Canadian shooting team for both the military and civilian.

Donna Gosselin


Also known as an Insurance Superstar, Donna does a little bit of everything at Roughley. Her favourite part of her job is the variety that her day entails.

Always wanting to try belly dancing, Donna felt adventurous and began participating in a belly dancing class, wondering why she didn’t start sooner! During Donna’s down time you can find her with a novel in hand or attending a concert.

Personally, Donna is proud of her family, her husband, three children and grandson.
Time spent with her family is Donna’s favourite thing to do whether it’s cheering for their favourite sports team together or planning the next weekend getaway.

As an active volunteer in our community, Donna has worked with the Parent Association at her children’s school, the Oshawa Senior Citizens Centre and with the Ministry & Personnel at a local organization. Donna enjoys giving back to her community that her and her family have lived and thrived in.

Recently, along with co-workers, walking 5km for the “Run/Walk for the Cure”, was a mission that felt so good to complete! Walking for a great cause – this is a memory that Donna will cherish.

Shannon Jordan

Shannon is the definition of “hard-working”. Beginning her career of Administrative Assistance at the age of 18, Shannon has dipped her toes in multiple industries including physiotherapy, real estate and a funeral home. Now, she brings her wealth of knowledge to Roughley Insurance Brokers and we are so excited to have her on our team!

Although it is rare to find Shannon outside of the offices on any given day of the week, she devotes her time to her family, her nieces and nephew and during the warmer months, you can find her camping. Within the community, Shannon does what she can to help animal rescues across Ontario. Throughout the holiday season, Adopt a Family is an organization close to her heart.

Vanessa Howie


Vanessa is a summer student working with us for the fifth year in a row. We are so happy that she keeps coming back to us.

She is a Trent University graduate with a degree in Media Studies and is currently living at home in Oshawa.  She wishes to become a music producer or songwriter. She sings, plays guitar and has even written some songs.

Vanessa has performed at many school talent shows and used to perform live shows with her dad to raise money for the Diabetes Foundation as well as just for fun. She will be performing with her dad more now that she is back home and will be working on her music as a side project. She enjoys spending time with family and friends, working out and living a healthy vegan lifestyle from which she has lost 50lbs and counting.

She is eager to learn more while working for Roughley and to grow in the insurance field.

Personal Lines Team

Cassie Gilroy


It is up to Cassie to make sure that there are efficient procedures in place and that they are being followed by the rest of the team. She takes pride in helping her newer colleagues progress through their career, being a cornerstone in their future success.

Professionally, Cassie is most proud of how much she’s grown. Starting her career she was really shy and didn’t know where it would take her but she has found her calling. Cassie loves that she is now in a position where she is able to help others achieve their goals.  Personally, Cassie’s pride and joy is her son.  Seeing his smile is all that is needed to brighten a bad day.

Cassie likes to stay active with a range of different activities from hike to obstacle runs to baseball and almost everything in between.  The outdoors is definitely where she prefers to be.  To unwind, Cassie likes to enjoy a glass of wine and the latest David Baldacci novel.

Susie Sawyer


With 20 years of industry experience and 9 years as part of the Roughley family, Susie is an insurance quoting expert and will work with you to get the right coverage at the right price.

Outside of the office, Susie is a hockey Mom, a baseball Mom and a gymnastics Mom! When she finds some rare quiet time, when not cheering her children on in their activities, Susie winds down by knitting and listening to country music. If you didn’t think she was busy enough, add Event Planner to the list.

Personally, Susie loves being a Mom. Her two children are always her priority.

Professionally, Roughley Insurance is her family away from her family. Her career with Roughley has given her the opportunity to grow in many levels of the insurance industry. She is a professional that wears many hats and is always ready to jump in wherever the brokerage needs her.

Rosemary Bezzant


With over 30 years experience, Rosemary is one of our valued Account Managers. Her main duty is to make sure that her people understand the ins and outs of their coverage.

Rosemary loves doing anything and everything with her two border collies Port & Starboard. Some of their favourite activities include: going for walks, playing in the yard, or cuddling on the couch!

Rosemary also enjoys the world of baking, cakes, cookies, and roasts. Making fudge is among her favorites. If you want to test your luck drop by our office and Rosemary might have some fudge you can try!

Rosemary completed a 5km walk with her co-workers to fight against breast cancer. It wasn’t easy for her but she powered her way through to reach the finish line. More importantly, she is SUPER proud of her son Daniel! If you ask her, hands down she will say he’s her greatest accomplishment.

Christine Carstairs


Working for 30 years in the insurance industry, Christine has spent the last 13 years with Roughley Insurance. She works closely with owner Jim Roughley and has an extensive knowledge and a passion for finding the right insurance product for each client. 

Outside of the office, Christine spends her free time with her family. They enjoy going to the cottage and walking their dogs.

Robin Coulter


Robin has a BA in Sociology from Waterloo, She started in the insurance industry around 1996 with her OTL ,in 1998 she received her Life Insurance license and got her RIBO in 2016.

She worked for an Optometrist, Wine stores, shoe stores and clothing stores. She found her passion in insurance doing sales and service.

Robin has a 21 year old son who has completed College and currently working full time in his trade, she also has a 13 year old daughter who’s whole ‘life” now is volleyball – and make up.

She enjoys watching her daughter play Rep Volleyball with Durham Attack, and is definitely looking forward to the next sunny trip south to a beach and ocean.

Brenda Jesseau

As soon as you meet Brenda you know she enjoys her job. Her focus is Personal Line insurance and is dedicated to educating our clients in regards to their insurance needs. RIBO licensed since 1987 and CAIB certified, Brenda now teaches her colleagues about insurance and troubleshoots problems.

Brenda’s work life is balanced with travelling, her family and spending as much time as possible outdoors. She enjoys camping, swimming and riding her motorcycle with her husband. Her most memorable ride has been a cross country ride to Newfoundland and PEI.


Caterina Crescitelli


Caterina brings 5 years of experience with her. Some of you may know her as Cat.

As part of the Roughley team, she is always ensuring our existing clients continue to receive the right coverage at the right price is Caterina’s priority.

One of Caterina’s favourite things outside of work is planning events for birthdays and festive parties. She successfully planned her own wedding for 300 guests and loved doing it! Caterina enjoys spending down time with her kids and she lives each day balancing work and her family.

Kelley Mason

Account Manager – Bowmanville Branch
905.697.4257 X 334

Kelley performs many different roles at Roughley’s Bowmanville location. She is the first face you will see when you walk in the door and will be the voice you hear when you give them a call.
Kelley works diligently to make changes as client’s request them so these changes can take affect almost immediately.

Kelley enjoys spending time with her family. They live by the motto “do something new that you have not tried before” and are constantly going places they have never been and starting on new adventures together.
Rainy days may keep her and her family indoors but it is their favourite time to read and watch movies.

Kelley looks to step in and help anyone who may need it, whether at home, at work, in the Cadets program her son attends or with friends. She is always there to lend a helping hand.

Lisa English


Lisa has experience with both large and small insurance brokerages which means she is well equipped to tackle your unique insurance needs. Our experience is your edge at Roughley Insurance Brokers Ltd.

Family and community are important to Lisa. Her children are deeply involved in extracurricular activities – you can find Lisa cheering them on at soccer, swimming, gymnastics and their school events. One event that stands out to Lisa and her son is fundraising for Pedal for Hope-Cops for Cancer through her children’s school.

Future plans for Lisa includes finding their next great adventure through travelling.

If you are ready to find the right insurance coverage at the right price, contact Lisa today.

Monique MacDonald

Monique is new to the insurance scene, but she is sure to excel. With her she brings warmth, caring and a welcoming personality.

Monique helps ensure that each Roughley client continues to receive the right coverage for the right price.

Depending on the time of year you can find Monique at one of two places. During the warmer seasons up at the cottage going on nature walks with her family, reading or sipping on a glass of wine. During the colder months she’s at the hockey rink cheering on her greatest loves, her two boys.

Lisa has been a proud member of the Roughley family for 26 years. Calling her an insurance expert is putting it mildly. Lisa’s goal is to make sure you fully understand your policy and all your insurance needs are met.

In her spare time, Lisa is an avid reader. Devouring several books each month, she is also a major contributor to the Roughley Library.

Lisa also co-organizes our Backpacks for Success program. This program provides school supplies for underprivileged children in Durham Region. Lisa donates her own time and money to give back to her community.

Debbie Vandenbroek

Debbie gives her clients the feeling and confidence that she enjoys what she does… finding the right coverage at the right price.

Coming to work each day doesn’t feel like work for Debbie. She strives to provide exceptional customer service to you and is happy while doing so. Debbie has been licensed in the insurance industry for 32 years!

In the summer Debbie spends her time at her trailer with a good book and throughout the winter her favourite time is spent curled up watching movies with her golden retriever. Family time is important to Debbie and her husband. They have a daughter, a son and one grandson and spend time together whenever they get the chance.

Leeann Holm


Leeann brings over 8 years’ experience with her to Roughley Insurance. Leeann’s experience has equipped her with the knowledge to handle your unique, personal insurance needs.

Leeann is a proud Mom to three sons and a 1965 Volkswagen Beetle. Cruisin’ with the top down and listening to music puts the biggest smile on her face. In Leeann’s spare time she loves camping. If she could bottle up the smell of campfire, she would wear it as her perfume!

Leanne is ready to find you the right coverage at the right price for your personal insurance needs.

Sheena Alexander

Sheena is responsible for most of the behind the scenes work at Roughley Insurance. She processes policy changes and applications with lightning speed. She plays a pivotal role in our ability to provide clients with the Roughley Advantage.

On weekends you might find Sheena enjoying the great outdoors with her family. They enjoy camping, swimming and relaxing around the fire.

Sheena is also a proud supporter of our Canadian soldiers. In 2016 she started writing Christmas cards to our troops overseas.  Let’s not forget all her fundraising efforts for the Simcoe Hall Settlement House as well.

Debbie Annis


Debbie works with the Roughley team to keep the office organized and running smoothly. She assists the personal and commercial departments with anything they need.

Debbie is a family woman who spends as much quality time with her husband and three children whenever she can. Summer is their favourite season when they can spend their days at the cottage with a glass of wine in hand. Although winter isn’t Debbie’s favourite time of year, this is when she can let her movie enthusiast out to play. Cuddling on the couch with their family dog, Dakota, and cat, Buddy, make the winter months bearable.

Silvia is one of the first faces you will see when you walk in the door. As one of Roughley’s receptionists she handles a multitude of tasks. She keeps the office organized and ensures that clients are speaking with the right person to suit their needs.

Silvia enjoys travelling to sunny destinations, planning and hosting parties with friends and family, and hosting Stella and Dot Jewelry parties.

Most importantly, spending time with her big, Italian family while enjoying good food and wine is one of her favourite things to do. Silvia is her son’s greatest supporter, cheering on her son’s MFA Academy soccer.

Silvia is proud of her beautiful family and raising two men who are kind, loving, respectful and driven.

Eve Henderson


Eve has been in the insurance industry for over 9 years, providing outstanding customer service. As our Client Services Coordinator, Eve ensures that every client receives excellent service in the most efficient way possible.

Eve is a Certified Personal Fitness Trainer, Boot Camp Instructor and a Certified Eyelash Extension Artist. All of her certifications tie in with her passion for helping people feel good about themselves.

In her downtime you can find Eve spending time with loved ones, perhaps some shopping snuck in (Eve loves to shop!) On a warm summer day you can find Eve heading out on a scenic ride on her motorcycle.



Roughley Insurance is pleased to welcome Ben to the family as our new Controller. He graduated from the University of Calgary with a Bachelor of Commerce, Major in Accounting and also obtained his Chartered Accountant Designation from CA School of Business.

After articling with MNP LLP in Calgary, he gained experience as controller for private enterprises involved in technology and hospitality and as Senior Financial Analyst for private enterprises in child-care and e-commerce. Ben specializes in using technology to streamline processes and providing relevant financial analysis.

Once he’s done crunching the numbers, Ben likes to spend free time with his wife and dogs. They enjoy travelling, hiking, sports and checking out the local craft brewery scene.

Yvonne Wall

Yvonne joined the Roughley family in 1973 as a customer service representative. In 1979 she left to focus on raising her own family. Yvonne returned in 1985 and has since been handling many of the crucial day-to-day tasks. These tasks include processing payments and bank deposits, and you may get a friendly reminder call from Yvonne if you forget to make your payment.

Outside of the office Yvonne loves to spend time with her six grandchildren. She’s always there cheering them on at their games, award ceremonies and recitals. She wholeheartedly enjoys her special days with her grandchildren; these are the days where she spends one-on-one time with a grandchild doing an activity of their choosing.

She is also an avid reader, enjoying novels by Louise Penney, Lee Child and Diana Gabaldon.

Carla Griffin

Billing Specialist – Bowmanville Branch
905.697.4257 X 306

Many of you will recognize Carla as the first face you saw when walking into our Oshawa location. She now works out of our Bowmanville office and is enjoying the small town feel.

Carla has her hands full with many behind the scenes tasks to ensure the office runs smoothly.
While speaking on the phone and answering emails, you will often see Carla doing leg raises or squats.

Her fitness is one of her priorities and she is proof that “sitting in a chair all day does not mean you can’t incorporate exercise”!

When Carla is not in the office, she spends her time with her family, enjoying her daughter’s singing and husband’s guitar playing.