
Scaling the Gap EP 53 | Cracking the Code of Marketing Strategy: Insights from James on Reaching Your Ideal Customer
01/28/25 • 29 min
How often do businesses pour countless hours, resources, and energy into their marketing campaigns, only to feel like they’re speaking to an empty room? Picture this: you’re addressing a crowd of 10,000 people, but none of them are your ideal buyers. All that time and effort are wasted because your message isn’t reaching the right audience. It’s frustrating, right?
In this episode of Scaling the Gap, Madeleine MacRae sits down with marketing expert James Hipkin to discuss the game-changing power of marketing strategy. They explore why so many businesses misdiagnose their challenges as lead generation issues when, in reality, the problem lies in a lack of strategic focus. James offers valuable insights, emphasizing the importance of truly understanding customer needs and mapping out their buyer’s journey.
The episode makes one thing clear: focusing on customer outcomes—rather than just features or products—is the key to standing out in today’s noisy market. Are you ready to stop marketing to an empty room and start connecting with the right audience? Tune in and learn how a well-defined strategy can transform your business.
Take action today: Listen to the full episode and start crafting a marketing strategy that reaches the right people and drives real results. Your ideal customers are waiting!
Key Takeaways
- Importance of marketing strategy over mere mechanics
- Understanding customer needs and the buyer's journey
- Misdiagnosis of marketing challenges as lead generation issues
- Creation of customer avatars and journey maps using AI
- Focus on outcomes rather than features in marketing
- Selling transformations instead of just products
- Building trust through genuine relationships in business
- The overwhelming volume of marketing messages consumers face
- Humanizing marketing efforts to connect with customers
- Leveraging technology for effective marketing insights and strategies
In This Episode:
- [00:01:03] Introduction to James Hipkin
- [00:04:55] The importance of the buyer's journey
- [00:05:18] Branding vs. marketing strategy
- [00:08:07] The gray noise of marketing
- [00:10:13] The necessity of a marketing strategy
- [00:11:08] AI in marketing strategy development
- [00:14:57] Humanizing the marketing process
- [00:17:54] The importance of contextualizing marketing
- [00:18:14] The story of FedEx
- [00:19:58] Understanding customer needs
- [00:21:24] Selling transformation, not products
- [00:24:12] James’ definition of success
- [00:27:17] Conclusion and resources
Notable Quotes
- [00:07:20] "We spend so much time, effort, and energy just marketing to an empty room. Even if the room is crowded with 10,000 people, if not one of them is your ideal buyer, it's essentially empty for you." — Madeleine MacRae
- [00:10:55] "You don't have to compete with the masses and the mass marketers. In your local market, you just need to be 10% better than everyone else, and strategy will give you that 10% and more." — James Hipkin
- [00:14:33] "So often, marketing feels really sterile. When I put on my marketing hat, my language becomes so stiff, and I'm like, who is this woman? This is definitely not the Madeleine that shows up on stage or in a conversation." — Madeleine MacRae
- [00:18:58] "They went after those executive assistants who knew they were going to get yelled at by their boss if the package didn’t get from Chicago to New York overnight." — James Hipkin
- [00:21:06] "You’re really buying access to the destination. You just want to be there, right?" — Madeleine MacRae
- [00:24:18] "Success for me is not a tangible thing. I feel I’ve achieved success when I have the respect of my peers." — James Hipkin
Our Guest
James Hipkin is the founder of Inn8ly, a company dedicated to helping six-figure business owners grow to seven figures by offering professionally designed, secure, and customer-centric websites. With over a decade of experience in web design, James uses his expertise to simplify complex website management for small businesses. Inn8ly’s services are backed by Red8 Interactive’s 10+ years of corporate experience, ensuring efficient website builds, secure hosting, and customer-focused strategies. James is passionate about demystifying digital marketing and helping businesses thrive online.
Resources and Links
James Hipkin
Madeleine MacRae
How often do businesses pour countless hours, resources, and energy into their marketing campaigns, only to feel like they’re speaking to an empty room? Picture this: you’re addressing a crowd of 10,000 people, but none of them are your ideal buyers. All that time and effort are wasted because your message isn’t reaching the right audience. It’s frustrating, right?
In this episode of Scaling the Gap, Madeleine MacRae sits down with marketing expert James Hipkin to discuss the game-changing power of marketing strategy. They explore why so many businesses misdiagnose their challenges as lead generation issues when, in reality, the problem lies in a lack of strategic focus. James offers valuable insights, emphasizing the importance of truly understanding customer needs and mapping out their buyer’s journey.
The episode makes one thing clear: focusing on customer outcomes—rather than just features or products—is the key to standing out in today’s noisy market. Are you ready to stop marketing to an empty room and start connecting with the right audience? Tune in and learn how a well-defined strategy can transform your business.
Take action today: Listen to the full episode and start crafting a marketing strategy that reaches the right people and drives real results. Your ideal customers are waiting!
Key Takeaways
- Importance of marketing strategy over mere mechanics
- Understanding customer needs and the buyer's journey
- Misdiagnosis of marketing challenges as lead generation issues
- Creation of customer avatars and journey maps using AI
- Focus on outcomes rather than features in marketing
- Selling transformations instead of just products
- Building trust through genuine relationships in business
- The overwhelming volume of marketing messages consumers face
- Humanizing marketing efforts to connect with customers
- Leveraging technology for effective marketing insights and strategies
In This Episode:
- [00:01:03] Introduction to James Hipkin
- [00:04:55] The importance of the buyer's journey
- [00:05:18] Branding vs. marketing strategy
- [00:08:07] The gray noise of marketing
- [00:10:13] The necessity of a marketing strategy
- [00:11:08] AI in marketing strategy development
- [00:14:57] Humanizing the marketing process
- [00:17:54] The importance of contextualizing marketing
- [00:18:14] The story of FedEx
- [00:19:58] Understanding customer needs
- [00:21:24] Selling transformation, not products
- [00:24:12] James’ definition of success
- [00:27:17] Conclusion and resources
Notable Quotes
- [00:07:20] "We spend so much time, effort, and energy just marketing to an empty room. Even if the room is crowded with 10,000 people, if not one of them is your ideal buyer, it's essentially empty for you." — Madeleine MacRae
- [00:10:55] "You don't have to compete with the masses and the mass marketers. In your local market, you just need to be 10% better than everyone else, and strategy will give you that 10% and more." — James Hipkin
- [00:14:33] "So often, marketing feels really sterile. When I put on my marketing hat, my language becomes so stiff, and I'm like, who is this woman? This is definitely not the Madeleine that shows up on stage or in a conversation." — Madeleine MacRae
- [00:18:58] "They went after those executive assistants who knew they were going to get yelled at by their boss if the package didn’t get from Chicago to New York overnight." — James Hipkin
- [00:21:06] "You’re really buying access to the destination. You just want to be there, right?" — Madeleine MacRae
- [00:24:18] "Success for me is not a tangible thing. I feel I’ve achieved success when I have the respect of my peers." — James Hipkin
Our Guest
James Hipkin is the founder of Inn8ly, a company dedicated to helping six-figure business owners grow to seven figures by offering professionally designed, secure, and customer-centric websites. With over a decade of experience in web design, James uses his expertise to simplify complex website management for small businesses. Inn8ly’s services are backed by Red8 Interactive’s 10+ years of corporate experience, ensuring efficient website builds, secure hosting, and customer-focused strategies. James is passionate about demystifying digital marketing and helping businesses thrive online.
Resources and Links
James Hipkin
Madeleine MacRae
Previous Episode

Scaling the Gap EP 52 | Building a Legacy of Quality, Culture, and Community at Draped and Style
Running a family-owned business is no small feat, right? How do you keep the balance between family dynamics and professional growth? What happens when an economic downturn hits—do you fight or fold? In a competitive market, is it better to sacrifice quality for price, or is holding onto your values the real secret to success? And when it comes to your employees, how do you create a workplace where they feel valued, heard, and invested in?
In this episode of Scaling the Gap, host Madeleine MacRae interviews Vanessa Yates, co-owner and designer of Draped in Style, a family business specializing in window treatments and fabric products. Vanessa shares her entrepreneurial journey, starting the business with her mother, and the challenges they faced, including the 2008 housing market crash. They discuss the importance of maintaining quality over competing on price and fostering a supportive company culture. Vanessa emphasizes creating an equitable workplace and the significance of valuing employees, which has led to a loyal and dedicated team. Want to learn how to lead your family business with heart and strategy? Don’t miss this conversation!
Key Takeaways
- Vanessa Yates' entrepreneurial journey and the founding of Draped in Style
- The dynamics and challenges of running a family-owned business
- The impact of economic downturns on small businesses, particularly during the 2008 housing market crash
- The importance of maintaining quality and value over competing on price in a competitive market
- The significance of cultivating a strong company culture and employee engagement
- The difference between equality and equity in the workplace and its implications for team dynamics
- The disconnect between corporate environments and small businesses regarding customer connection and financial understanding
- Strategies for creating a supportive work environment that values employee input and well-being
- The broader definition of success beyond financial metrics, focusing on positive impacts on employees and communities
- The role of identity in defining personal and professional success
In This Episode
- [00:00:57] Vanessa's background
- [00:10:14] Building company culture and employee engagement
- [00:15:00] Creating a supportive work environment
- [00:17:51] Equality vs. equity in the workplace
- [00:19:38] The benefits of small business flexibility
- [00:21:07] Adapting big business strategies to small business
- [00:24:08] Measuring success beyond financials
- [00:26:01] Identity and financial success
- [00:27:57] Vanessa's definition of success
Notable Quotes
- [00:05:04] "To really take a step back sometimes and look at where we've come now, you know, to have two full-time installers, to have ten people in the office, the growth of that is what's really driving me these days." — Vanessa Yates
- [00:11:13] "One of the biggest compliments I feel like I've gotten as a boss is that, 'Vanessa, I feel very heard with you. I feel very seen with you. I feel like I'm valued and my opinion matters.'" — Vanessa Yates
- [00:23:58] "The fact that 12 people can make a good living, enjoy what they do, and go home to be better moms, better wives, better husbands, dads, friends, brothers—all the things—that is success because then you've affected not 12 lives, you've affected hundreds." — Vanessa Yates
- [00:24:08] "I love it so much. I've been asking people now for a whole year, 'Do you consider yourself to be successful?' and time after time, there's almost no mention of money." — Madeline McRae
- [00:27:57] "I feel in everything that we've built as a team and who our team is, I just... put my team against anybody in town and we're going to win every time." — Vanessa Yates
Our Guest
Vanessa Yates is the Lead Designer at Draped in Style, where she specializes in helping homeowners create personalized, stylish window treatments that enhance the look and feel of any room. Known for her enthusiasm and expert design knowledge, Vanessa makes every consultation both fun and informative. With years of experience, she has helped hundreds of clients achieve the perfect window treatments, always prioritizing quality and customer satisfaction.
Resources and Links
Vanessa Yates
Madeleine MacRae
Next Episode

Scaling the Gap EP 54 | The Greatest Lessons in Leadership from a Second-Generation Family Business
What really makes a leader stand out? Is it just about boosting profits, or is it about something bigger—like inspiring a team, navigating challenges, and leaving a lasting impact?
In this episode of Scaling the Gap, host Madeleine MacRae sits down with Agata Olivieri of Maple Drapery and Carpet to unpack the real essence of leadership. They dive into the ups and downs of running a multi-generational family business, the emotional side of working with loved ones, and the power of self-awareness in decision-making. Agata shares how she and her brother took over the family legacy, why focusing on core strengths (and saying “no” to distractions) is crucial, and how continuous learning fuels long-term success.
If you’re a leader—or aspiring to be one—this conversation is packed with insights on building a strong, accountable team, planning for the future, and redefining success beyond just the numbers. Tune in and get ready to take your leadership to the next level!
Key Takeaways
- Leadership and its significance in business growth
- Challenges of multi-generational transitions in family businesses
- Importance of introspection and self-awareness for leaders
- Strategies for building a strong and accountable team
- Defining success beyond financial metrics
- Emotional dynamics and family relationships in business
- The role of professional development and continuous learning
- Focus on core competencies and the importance of saying "no" to distractions
- Planning for the future and creating a sustainable legacy
- The impact of leadership on employees and the community
In This Episode
- [00:00] Introduction to Agata
- [03:20] Challenges of multi-generational business
- [05:29] Building a strong team
- [06:13] Wealth management insights
- [08:00] Importance of specialization
- [09:15] The value of time
- [10:30] Exit strategies for business
- [14:43] The money test concept
- [17:27] Building a path of education and accountability
- [17:55] The necessity of the right team
- [20:06] Accountability as an empowering tool
- [21:01] The heartbreak of closing doors
- [22:28] Defining personal success
- [25:33] Success formula breakdown
- [27:56] Broader definitions of success
Notable Quotes
- [04:23] "When certain family members moved on, like my sister or my nephew, it felt a little bit painful because that was our trust factor." — Agata Olivieri
- [05:29] "Growing up, my parents were immigrants and they worked really hard to get what they got. They had nothing, like a second-hand couch was a big deal at the time." — Agata Olivieri
- [10:30] "If you don’t put an exit plan in place, what happens is that when your time is done, then your business’s time will be done because you didn’t prepare for that transition." — Madeleine MacRae
- [22:28] "I know I consider myself to be successful, and it probably took me a long time to realize that. I started to realize it when I was finally comfortable with accepting or taking a compliment." — Agata Olivieri
- [21:01] "For me, it's a little tiny bit heartbreaking when someone has worked so hard and then just closes the doors because just a little extra work, a little extra investment, could make such a difference." — Madeleine MacRae
- [23:45] "I am happy that I'm able to change lives within the business and outside the business with the work we do." — Agata Olivieri
Our Guest
Agata Olivieri is the co-owner of Maple Drapery & Carpet, a second-generation family business in Ontario specializing in high-quality window treatments and flooring solutions. With a deep-rooted passion for interior design and a commitment to excellence, Agata has been instrumental in upholding the company's legacy of transforming residential and commercial spaces since 1988. She emphasizes the importance of introspection, continuous learning, and focusing on core competencies to ensure long-term success. Under her leadership, Maple Drapery & Carpet continues to thrive, offering personalized design consultations and a curated selection of premium products to clients across Ontario.
Resources and Links
Agata Olivieri
Madeleine MacRae
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