Joey Crampton

Guiding entrepreneurs to success on their own terms


Joey Crampton is a seasoned executive with a proven track record of over 30 years of experience in corporate finance and entrepreneurship. He has demonstrated leadership in overseeing sales and acquisitions in excess of $20M while ascending to the role of Controller at several Winnipeg automotive dealerships. Joey’s ability to simplify complex accounting concepts for non-finance team members has been vital to his success, earning him the trust and respect of functional, operational, and executive leaders throughout Manitoba and beyond.

In addition to his impressive corporate achievements, Joey’s entrepreneurial spirit was evident from a young age. During his teenage years, he founded his first business selling knife blocks door-to-door. Joey’s natural talent for customizing his products to meet his customers’ needs allowed him to quickly grasp the pricing of raw materials and labour. Using his early success as a springboard, Joey went on to launch and scale two thriving companies that served Western Canada. His first enterprise grew from a single table at a craft sale to distribution throughout the region in just three years. The second venture started as an environmentally friendly toy website to becoming a supplier to daycares and before-and-after programs across Manitoba.

Joey’s unwavering passion for empowering entrepreneurs led him to establish a coaching practice in 2019, dedicated to helping them reach peak performance, especially in high-pressure and challenging circumstances. As a Winnipeg TEC Chair, he has extended his impact, leveraging his wealth of experience and unique perspective to drive the power of peer advisory for business leaders and entrepreneurs to create meaningful and lasting change.

Joey holds an impressive list of certifications that have helped him further develop his leadership capabilities, including Chartered Professional Accountant (CPA), Certified Management Accountant (CMA), Certified Professional Co-Active Coach (CPCC), International Coaching Federation’s Professional Certified Coach (PCC), and Certified Positive Intelligence Coach (CPQC). His unique blend of expertise allows him to provide valuable insights, guidance, and support to Winnipeg business leaders, enabling them to reach their full potential and maximize their personal and professional impact.

Entrepreneur Groups

Joey facilitates entrepreneur groups that foster growth through a willingness to learn, inquisitive discussion, and accountability. Made up of self-starters and members who question the status quo, we wake up every day wanting to be better leaders for our families, businesses, and community. We’re passionate about growth and know that by developing ourselves we will grow our business and our positive impact on the world.


• Joey enjoys many outdoor activities, such as biking, hiking, snowshoeing, and skiing.

• He takes pride in his Métis heritage and playing guitar in a group.

• Teaches accounting and business-related courses at the UofW and MTEC.

• He takes pleasure in guiding people through relationship recovery, which he does by leading group workshops.

I wholeheartedly recommend Joey's Entrepreneurial Coaching. After just 2 sessions and 1 coaching group with Joey, I saw a significant improvement in my confidence, leading to the successful closing my biggest sale to date.


I sold another Branding Kit on the spot, and I couldn't be more grateful for your exceptional services. The results are exceeding my expectations, and it's paying off much quicker than I anticipated.

In addition, I have another opportunity in the pipeline, and it seems things are picking up pace rapidly!

Jennifer Antonio,

Dragonfly Branding

I’ve been lucky enough to know Joey as a coach and facilitator in his Mental Fitness program. If you’re looking for a coach with high ROI, look no further.

Jessica Froese - Account Manager

Indigo Bookkeeping

As a Coach Joey is professional, supportive and approachable. In my experience Joey made it clear that should anybody need extra support he would be more than happy to accommodate that need. Joey was very flexible to help meet the needs of his participants. I would highly recommend Joey as a personal Coach.

Ed Dyck - Import Product Quality Manager, EQ3


Winnipeg, Manitoba | 204-898-7027