Women Entrepreneurs Redefining Winnipeg’s Business Landscape

The rise of women entrepreneurs in Winnipeg is reshaping the city's identity. These women are not just running businesses—they are challenging stereotypes, creating collaborative spaces, and fostering a culture of empowerment.

The Made to Grow Project: A Lifeline for Women Entrepreneurs

One initiative that made a significant impact was the Made to Grow Project, co-founded by Sherry Sobey. This grassroots community has become a vital support network, encouraging personal and professional growth while fostering a deep sense of belonging.

“Entrepreneurship can be isolating,” Sobey explains. “We all want someone to witness our journey and support us. The heart of Made to Grow is creating a space where women feel seen, heard, and valued.”

Strengthening Winnipeg's Business Ecosystem

The impact of the Made to Grow Project extends beyond individual members, strengthening Winnipeg's social and economic fabric. The initiative nurtures mentorship networks, enhances local economic development, and builds resilience within small business ecosystems by connecting women entrepreneurs.

Women in the community find more than just business advice; they discover friendships, inspiration, and a renewed sense of purpose. Sobey emphasizes, “We’re not just building businesses; we’re building people who are better equipped to give back to their communities.”

Supporting Women in a Post-COVID World

The pandemic highlighted the disproportionate burden placed on women, particularly in caregiving roles. Many put their ambitions on hold, prioritizing others over themselves. Sobey and her team sought to change that by creating a space for women to come together, celebrate their journeys, and grow.

This philosophy is reflected in the Project’s programming. Weekly “Meet-Up Mondays” feature sessions on personal development, overcoming limiting beliefs, and tactical business strategies. One Monday each month is dedicated to in-person networking events where women can connect on a deeper level. “These gatherings allow us to dive into meaningful conversations about life, values, and why we do what we do,” Sobey explains.

A Vision for the Future

As the Made to Grow Project enters its fifth year, Sobey envisions even greater possibilities. “This has always been about passion—about serving and supporting women. I can’t imagine not wanting to have these connections, even decades from now,” she says. The Project’s growth remains organic, shaped by its community while staying true to its core values.

Sobey’s work exemplifies the power of women coming together to share their struggles and victories. “Sometimes you need the meeting, and sometimes you are the meeting,” one member shares, underscoring the reciprocal nature of community support.

For women in Winnipeg seeking a sense of belonging, Sobey has simple advice: “Find a community that aligns with your values. You don’t have to do this alone.” Whether through Made to Grow or another organization, prioritizing oneself, discovering personal values, and surrounding oneself with inspiring people is key.

Community as a Catalyst for Change

“Community is about creating a safety net,” says Sobey. “It’s a place where entrepreneurs can share their fears and challenges without judgment, but also where they can celebrate their successes and feel uplifted.”

This sense of belonging benefits not only individual entrepreneurs but also the entire city. Studies show that thriving local businesses invest more in their neighbourhoods, sponsor community events, and contribute to Winnipeg’s overall economic resilience.

Winnipeg’s growing immigrant population also brings fresh ideas and cultural richness, but many newcomers face significant challenges when starting businesses. Language barriers, lack of credit history, and unfamiliarity with Canadian regulations can pose obstacles. Organizations like Made to Grow help bridge these gaps by providing inclusive spaces where newcomers can access resources, ask questions, and connect with others who understand their journey.

As Winnipeg continues to evolve, supporting local entrepreneurs remains crucial to addressing social and economic challenges. Whether through mentorship programs, community workshops, or simply shopping locally, every effort contributes to a stronger, more connected city.