5 Best Business Consulting Firms in Winnipeg That Know the Local Playbook
Give me a list of big-name companies in the Peg, and I guarantee that most of them have likely worked with a business consultant. There’s no denying it; hiring one is the smartest move you can make.
You can’t just start a business and hope for the best. You need to map out your goals and next moves way into the future. And who better to help you than those who do it on a daily basis?
I rounded up the most dependable business consultants in Winnipeg. These are the only players in the field that I wholly recommend.
How much do business consulting firms charge in Winnipeg?
Depending on their experience, Winnipeg business consultants usually charge around $80 to $250 per hour. Some may also work on monthly retainer packages, which typically range from $800 to $6,000.
1. Wiltshire Business Services

Address: Winnipeg
Phone: +1 204-226-8272
Wiltshire Business Services has been quietly becoming a Winnipeg favorite since 2018, and with good reason. It’s led by Bill Granger, who has already supported over 300 local entrepreneurs and was even nominated as a CBC Manitoba Future 40.
His equally competent staff starts by digging into market trends and opportunities, and then creating a tailored plan. They also analyze your finances and tighten up your budget to help you make smart choices.
Unlike other firms, their team helps with building fundraising strategies or proposals. This is especially great news for startups or nonprofits.
Now, you might think that their premium services come with a hefty price tag, but you’d be wrong. They’re quite affordable and can even help you apply for grants that can cover their fees—basically, a win-win!
As you might have imagined, they’re in demand. So, we recommend booking a meeting well in advance.
Bill gave me very concrete tools and support
“VERY knowledgeable! I had no real idea what I was getting into when starting my own business, but Wiltshire made it really easy for me to put together a step-by-step plan to get the ball rolling. Although Bill gave me very concrete tools and support, he also encouraged me to think about the bigger picture for my business in a really specific and productive way. He is also very relaxed and super easy to work with. I definitely recommend this business!” — Lynsay Perkins, Owner, West End Home Design, Online Review
Accommodating, very thorough, caring, and wise
“Billy is not only accommodating, but very thorough, caring, and wise in his dealings with not only me, but everyone I saw him deal with. Kind, thoughtful, and very well prepared in all his endeavours. Good man to work with, and for.” — Eileen Johnson, CEO, Square One Corporate Apparel, Online Review
2. Online Business Systems

Address: 115 Bannatyne Ave, Suite 200
Phone: +1 800-668-7722
Business hours:
- Mon – Fri: 8:30 AM–5 PM
Founded in 1986, Online Business Systems was created by people who genuinely root for clients’ success. I can feel that ethos in the way they work with big-name clients like Toyota, Wawanesa Insurance, and Axia.
A top-tier service they offer is project management, where they use a collaborative approach. They’re so good at it that they even snagged the PMI Manitoba Chapter’s Project of the Year Award.
For businesses that need to join the 21st century, they provide a seamless systems integration service, working with traditional data sources and IoT sensors.
What sets them apart is their Innovation Lab. They built a sandbox where they experiment with AI, GenAI, and machine learning to solve messy business challenges—perfect in today’s modern landscape.
However, being a very tech-forward company could mean they might not play well with those who aren’t digitally fluent.
Dedicated and professional team
“Team of dedicated and professional people.” — Sergey Pochikovskiy, Google Review
Perfect solutions for business problems
“Perfect solutions for different business problems.” — Dimitrii Rafalovich, Google Review
3. Swank Business Solutions

Address: 285 Balmoral St
Phone: +1 204-869-0004
Business hours:
- Mon – Fri: 9 AM–5 PM
Swank Business Solutions is an Indigenous-owned digital solutions partner, which impressively, is CDAP-approved. This means they can help small and mid-sized businesses secure funding to level up their tech stack.
Technology integration is an expertise. Their team makes sure every piece of technology actually supports your short- and long-term goals and makes your day-to-day operations smoother.
They also take care of brands that need more online visibility via their marketing tools, like SEO and content creation. It’s about time you stop getting buried on page 10 of Google, don’t you think?
If that’s not enough, they have a niche offering as a Native-led company: they build accessible websites that reflect each Nation’s culture, language, and values.
Their level of expertise and specialization does mean you might be looking at a higher price tag. But for those who prioritize culture, we think they might be a good fit.
My store went 0-100
“Best SEO agency in Winnipeg! My store went 0-100.” — Prod G1, Google Review
Great service and results
“The client service of Swank Business is outstanding, consistently going above and beyond to provide great service and results!” — silas Trachilis, Google Review
4. 365 Technologies

Address: 555 Plinguet St #200
Phone: +1 204-488-3655
Business hours:
- Mon – Sun: 8 AM–4:30 PM
Geared for small and mid-sized businesses across Manitoba and Saskatchewan, 365 Technologies has been around since 2010. They’re composed of experienced techs and strategic thinkers who genuinely enjoy helping people.
Their core is IT consulting, providing guidance and smart blueprints to help businesses use technology more efficiently. This is especially great for those who need to automate to survive in today’s business climate.
Those planning to scale their business will benefit from their network and infrastructure consulting. In a nutshell, their team will streamline processes so that you can expand your operations without missing a beat.
You’ll begin with a quick 15-minute consultation to see how they can help accomplish your goals via their specialized offerings. Don’t worry, there’s no pressure or long-winded pitches—just helpful advice.
Consistently provided excellent service
“I have worked with 365 on simple computer problems as well as complex IT projects, and they have consistently provided excellent service and quick turnaround times. I have never received anything short of their best efforts and would highly recommend their service to any small/medium business. Great job – keep it up!” — Stephen Koop, Google Review
They make technology magic look easy
“365 Tech gets it. They know their stuff, fix things fast, and somehow make technology magic look easy. Basically, they’re the tech pros we didn’t know we needed—but are very glad we have.” — Muriel Ferrer, Google Review
5. inVision Edge

Address: 135 Innovation Dr #360
Phone: +1 204-813-2103
Business hours:
- Mon – Fri: 8 AM–4:30 PM
inVision Edge was co-founded in 2012 by John Ferris, under the belief that if an organization is willing to embrace change, greatness is totally within reach.
Over the years, his company has helped more than 140 mid- to large companies across industries (agriculture, insurance, non-profits, etc).
Impressively, these include huge names like Wawanesa Insurance and Red River Mutual. Just an aside—“solopreneurs” might feel more at home with a smaller firm.
The first step of their consulting service is strategic readiness. This is sort of like a medical check-up—they’ll be scanning your business for strengths and weaknesses, and then create a “treatment” plan.
Afterward, they’ll come up with strategies to help you achieve your goals and then execute them via coaching and workshops.
If you want to take a peek at their three-step method, you can download their “Strategy Made Simple” e-book for free.
Good partners to help define your path
“Working with a proven innovation methodology as well as a clear strategy framework is fundamental to any organization’s long-term growth. inVision has a structured approach to both; they are good partners to help define the path as your team looks to innovate.” — Ash Andrews, Google Review
They can tailor processes to the situation
“Innovation Edge brings great knowledge and experience in the area of innovation management. They can tailor processes to the situation and make the sometimes difficult and unclear path to innovation fun and accessible.” — Darren Fast, Google Review
