The Road to Seven

In this candid and empowering episode, Vanessa Bowen opens up about her journey from being what she calls a “financial hot mess” to becoming a sought-after money mindset coach. She shares the game-changing habits that helped her reclaim her finances, the challenges she’s faced as a woman entrepreneur, and why profit—not just revenue—should be celebrated. 

Vanessa offers practical financial advice, mindset tools, and a refreshing per...

On this episode of The Road to Seven, I sit down with Robyn and Monika, the powerhouse duo behind Mint Cleaning Products. What started as a local cleaning business between two moms quickly grew into a thriving eco-friendly product line now recognized across Canada—including a coveted feature in the Jilly Box and a pitch on Dragon’s Den.

In this honest and inspiring conversation, Robyn and Monika share the story of their partnership,...

In this episode of The Road to Seven, Shelagh Cummins chats with Aviva, a dynamic insurance professional whose entrepreneurial journey began in accounting and evolved into a thriving business built around supporting women in business. 

Aviva shares the highs and lows of entrepreneurship, the role of confidence in taking risks, and how coaching, community, and networking with other women have shaped her growth. She also unpacks the c...

“What you assume to be true becomes the lens through which you build your business.” – Shelagh Cummins

In this episode, Shelagh Cummins dives deep into the invisible forces shaping our businesses: assumptions. These unspoken, often unconscious beliefs about money, success, and identity can silently hold women entrepreneurs back from the growth and impact they’re meant to achieve.

Shelagh explores how these assumptions form, how they ...

In this powerful episode of The Road to Seven, Shelagh Cummins sits down with Tracey, a driven entrepreneur whose journey spans continents—from Vietnam to founding a thriving marketing agency. 

Tracey shares how tuning into her intuition helped her build a brand rooted in authenticity, balance motherhood and business, and embrace innovation with AI tools. She opens up about the pivotal role financial education and money management s...

Entrepreneurship isn’t always smooth sailing—sometimes, it’s a full-blown emotional roller coaster. In this episode of The Road to Seven, Shelagh Cummins dives into the emotional side of running a business. 

She shares personal experiences with setbacks, tools to help regulate emotions, and powerful mindset shifts that can guide you through the most uncertain moments. If you’ve ever felt overwhelmed, burned out, or stuck in the “mes...

In this episode of The Road to Seven podcast, Shelagh Cummins sits down with Carinta, an inspiring entrepreneur who transformed personal adversity into business success. From a difficult experience with a former boss to launching her own currency exchange business, Carinta shares her journey of resilience, adaptability, and the power of networking.

She talks about shifting from traditional business models to digital currency exchang...

In this episode of The Road to Seven, Shelagh Cummins addresses the reality many entrepreneurs are facing right now—political turmoil, economic uncertainty, and rising costs that impact every facet of life and business.

Shelagh shares powerful mindset shifts and practical strategies to help women entrepreneurs navigate turbulent times with confidence and clarity. You’ll learn how to focus on what you can control, manage your finance...

The messy middle isn't a failure—it's part of the journey. - Shelagh

The ‘messy middle’—that frustrating, uncertain stage of business where growth feels slow, challenges seem endless, and overwhelm takes over. In this episode of The Road to Seven, Shelagh Cummins dives into what it really takes to push through this phase. She shares how resilience, resourcefulness, and community support can help you navigate overwhelm, bre...

"Nobody wanted to be first. But if no one steps up, nothing changes."
- Demi Knight Clark

In this episode of The Road to Seven, Shelagh Cummins sits down with Demi, CEO of Spark Building Group, to explore the intersection of STEM, construction, and women’s empowerment. Demi shares her journey from working in trades to leading a company, highlighting the challenges and triumphs of being a woman in a male-dominated field...

I knew what my why was—impact is still at the center of everything I do. - Julie Savaria

In this episode of The Road to Seven, Shelagh Cummins sits down with Julie Savaria, founder of Masla Empathy Lab and Jedi Kids, to discuss the intersection of business and social impact. Julie shares her journey from biochemistry to entrepreneurship, highlighting the importance of justice, equity, diversity, and inclusion (JEDI) in today’s world...

Scaling a business doesn’t have to mean adding more complexity—in fact, the key to sustainable growth is simplicity. In this episode of The Road to Seven, Shelagh Cummins breaks down how overcomplicating your business can slow you down and lead to overwhelm. She shares a powerful framework for simplifying your strategy by focusing on one offer, one marketing channel, one sales process, and one method of fulfillment.

If you’re feelin...

In this episode of The Road to Seven, I sit down with personal stylist Renee Lindo to discuss her journey from a thriving corporate career in the pharmaceutical industry to launching her own personal styling business. Renee shares how she found fulfillment beyond financial success, the power of personal style in building confidence, and why intentional dressing is a game-changer for women in business.

We dive into the importance of ...

In this episode of The Road to Seven, I sit down with Jackie Dinsmore, a former corporate lawyer turned multi-business entrepreneur, to discuss her inspiring journey from the legal industry to launching ventures like Flapjack Kids and Caravel Law. Jackie shares candid insights about the challenges of entrepreneurship, the emotional aspects of exiting businesses, and her current work with Extra Innings Ventures, a fund dedicated to ...

In this episode of The Road to Seven, Shelagh Cummins dives into six common mistakes that women entrepreneurs make that can hold them back from scaling their businesses. 

From refining offers to delegating tasks, charging what you’re worth, and embracing visibility, Shelagh provides actionable insights to help entrepreneurs unlock their next level of success. 

She also discusses how strategic investments and focus...

Success isn't just about strategies - Shelagh Cummins

In this reflective episode of The Road to Seven, Shelagh Cummins dives into the pivotal lessons she learned throughout 2024. From embracing community to prioritizing self-care, Shelagh highlights how creating space for clarity and fostering deeper connections can lead to transformative breakthroughs in business and life. Drawing on her own experiences, she inspires listeners...

"Let's distribute the wealth." - Jennifer Williams

In this episode of The Road to Seven, Shelagh Cummins is joined by Jennifer Williams, founder of Firefly Insights, to discuss the transformative concept of employee ownership as a viable succession plan. With recent legislative changes in Canada supporting employee ownership trusts, Jennifer explores how this model not only enhances business performance but ...

In this episode of The Road to Seven, Shelagh Cummins shares the 10 C's every woman entrepreneur needs to thrive in 2025. Reflecting on the lessons of 2024, she dives into key areas such as clarity, cash flow, and confidence to help you create sustainable success. Whether it's building consistency, leveraging community, or mastering delegation, this episode is packed with actionable insights to help you align your vision ...

Scaling is messy, but the rewards are worth it—time freedom, flexibility, and the ability to dream big. - Laura Tolhoek

In this inspiring episode of The Road to Seven, host Shelagh Cummins sits down with Laura Tolhoek, founder of Essential HR, to explore the journey of scaling a business. Laura reveals how she built a team of passionate and skilled professionals, emphasizing the importance of letting go of tasks that don’t spark joy...