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The Road to Seven
The Road to Seven
Author: Shelagh Cummins
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© 2025 The Road to Seven
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Hosted by Shelagh Cummins, The Road To Seven is the diary of business strategy for women entrepreneurs - we meet you where you’re at in your business and champion you along the road to your vision. Women entrepreneurs are rewriting the rules for business strategy, leadership, success, money and impacting the world. Every. Single. Day. To learn more, visit: TheRoadToSeven.com
222 Episodes
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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 finances wisely, lead with intention, and stay visible—all while pro...
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, break free from procrastination, and take action that moves your business ...
"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. They discuss why mentorship and allyship are essential for supporting wom...
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. She reveals how she scaled her business, the role of ...
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 feeling stretched thin, stuck in decision fatigue, or unsure how to...
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 aligning personal style with your brand, embracing authentici...
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 supporting underrepresented founders. Join us as we uncover th...
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 focusing on your zone of genius can pave the way for sustainable growth. ...
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 to embrace humanity in their entrepreneurial journeys and invites...
"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 also addresses economic inequities. She shares her journey from nonprofit work...
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 with your actions and take bold steps toward growth. Whether you're refi...
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 to focus on her strengths. She shares how scaling has brough...
"Small actions create large success." - Shelagh Cummins In this episode of The Road to Seven, Shelagh Cummins unpacks the difference between business growth and scaling, two essential stages for entrepreneurs building sustainable businesses. Shelagh emphasizes the unique challenges women face as they transition from growth to scale, diving into the mindset shifts, financial strategies, and team-building investments necessary for true scalability. Listen in as she explores how embracing...
"Get out of your office. Go out and talk to people, talk to as many people as you can. Get as much feedback as you can. That's gold." - Maria Plummer In this inspiring episode of The Road to Seven, Shelagh Cummins speaks with Maria Plummer, an oncology nurse turned entrepreneur, who created Yewtwist, a medical device aimed at transforming IV procedures by making them safer and more efficient. Maria shares her journey from identifying a critical need in her field to developing a viable ...
In this episode of The Road to Seven, Shelagh Cummins dives deep into the art of selling with integrity, helping entrepreneurs overcome common sales pitfalls and unlock their revenue potential. Shelagh explores why so many entrepreneurs tend to "bury the sale"—hiding their offers and undervaluing their impact. She shares practical strategies for aligning your integrity with your business values, communicating your offer clearly, and building client trust through transparency. Tu...
In this episode of The Road to Seven, we welcome Staci Millard, founder of Thrive Accounting, as she takes us on her entrepreneurial journey. From navigating the intricacies of building an accounting firm to selling it, Staci shares valuable insights on thinking like an entrepreneur, pricing for scalability, and developing leadership skills to grow a successful business. She also gives us a sneak peek into her future plans—developing a software solution to simplify bookkeeping and deliver mor...
In this episode of The Road to Seven, Shelagh Cummins dives into a crucial topic for every entrepreneur: setting boundaries in your business. Shelagh explores the fine line between keeping clients happy and over-committing, revealing how people-pleasing can lead to burnout. Drawing on her personal experience and insights from coaching women entrepreneurs, she explains how setting clear boundaries isn’t just important—it’s essential for sustainable business growth. Shelagh breaks down practica...
In this episode of The Road to Seven, Shelagh sits down with Victoria Marshman, the co-founder of Mave & Chez, to discuss her incredible journey of launching a successful slipper brand. Victoria and her business partner started in event planning, but when the pandemic hit, they pivoted to create a product designed for women. They used a Kickstarter campaign to raise $50,000 and appeared on Dragon’s Den, where they secured a deal with two dragons. Victoria shares valuable lessons about bui...
After a hiatus, Shelagh Cummins returns to The Road to Seven podcast to share why she took a break and what's driving her to return. She discusses the importance of letting go of things that are out of alignment and that are not working in your business. Shelagh also emphasizes the power of speaking and connecting with audiences and the value of thinking and inner work in business growth. She introduces the concept of momentum and how it can propel entrepreneurs to the next level. Shelagh inv...
In this episode, Shelagh Cummins dives deep with Jen Harper, the inspiring founder of Cheekbone Beauty. Jen shares her extraordinary journey from working in the seafood industry to creating a beauty brand that stands out for its commitment to sustainability, representation, and social impact. She opens up about the personal challenges she faced, the pivotal role of education, and how community support shaped her path. This conversation is packed with insights on the influence of Indigenous cu...























