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The $30 Mistake That Cost Millions | Jake Karls
Visit https://www.pamjordan.com to schedule a call with our team.
✖️✖️✖️
In this episode of Pivot to Profit, Pam Jordan sits down with Jake Karls—co-founder and Chief Rainmaker of Mid-Day Squares—for a raw, unfiltered conversation about resilience, identity, and the truth behind building a brand in one of the most competitive industries on the planet.
Jake’s entrepreneurial story is anything but polished. From childhood pressure and family expectations to near-miss financial moments, costly operational mistakes, and the emotional toll of scaling fast—Jake brings honesty that most founders shy away from.
Pam and Jake break down:
· Why sacrifice, and the value of a dollar still guides his decisions
· The financial turning point that proved Mid-Day Squares could win
· The $30 operational error that ended up costing millions
· Why therapy became the co-founders’ most important investment
If you’re building a brand, scaling a consumer product, or navigating the emotional weight of entrepreneurship—this episode gives you the truth behind the headlines and the lessons that matter.
Listen now to learn how to scale without losing yourself in the process.
✖️✖️✖️
Meet the Experts:
Pam Jordan is the CEO of Pivot Business Group, helping entrepreneurs understand their numbers, increase profits, reduce taxes, and build long-term wealth through financial clarity.
Jake Karls is the co-founder and Chief Rainmaker of Mid-Day Squares, a category-disrupting functional chocolate brand taking over retail shelves across North America. Known for his boundary-pushing storytelling, bold leadership, and vulnerability as a founder, Jake has helped scale MDS into a powerhouse brand built on authenticity, connection, and fearless execution.
Connect with Jake:
Website: https://www.middaysquares.com/
LinkedIn: Jake Karls | Mid-Day Squares
Instagram: @jakekarls | @middaysquares
TikTok: @middaysquares
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Recommended Videos:
– How to Build a Business Without Sacrificing Well-Being: https://www.youtube.com/watch?v=ocp3NBDuqtg
– Own Your Organizational Culture: https://youtu.be/92rFF2-hQXo?si=RSAa9cfDPhPrEaPI
– Designing a Business That Honors Your Life: https://youtu.be/wXw8w72PpHI?si=uvN-Ozdm7-Y7AJwe
✖️✖️✖️
Want More Financial Clarity?
YouTube: https://www.youtube.com/@pamjordancfo
LinkedIn: https://www.linkedin.com/in/pamjordan
Instagram: https://www.instagram.com/pamjordancfo/
Facebook: https://www.facebook.com/PamjordanCFO/
✖️✖️✖️
Key Takeaways from This Episode:
· Resilience is built long before the business—it starts with how you’re shaped.
· Small mistakes can create massive consequences—details matter.
· Emotional health isn’t optional; therapy is a strategic investment.
· Know your KPIs, know your mission—clarity drives momentum.
· Success isn’t money—it’s the freedom to keep building what you believe in.
View all episodes
By Pam JordanVisit https://www.pamjordan.com to schedule a call with our team.
✖️✖️✖️
In this episode of Pivot to Profit, Pam Jordan sits down with Jake Karls—co-founder and Chief Rainmaker of Mid-Day Squares—for a raw, unfiltered conversation about resilience, identity, and the truth behind building a brand in one of the most competitive industries on the planet.
Jake’s entrepreneurial story is anything but polished. From childhood pressure and family expectations to near-miss financial moments, costly operational mistakes, and the emotional toll of scaling fast—Jake brings honesty that most founders shy away from.
Pam and Jake break down:
· Why sacrifice, and the value of a dollar still guides his decisions
· The financial turning point that proved Mid-Day Squares could win
· The $30 operational error that ended up costing millions
· Why therapy became the co-founders’ most important investment
If you’re building a brand, scaling a consumer product, or navigating the emotional weight of entrepreneurship—this episode gives you the truth behind the headlines and the lessons that matter.
Listen now to learn how to scale without losing yourself in the process.
✖️✖️✖️
Meet the Experts:
Pam Jordan is the CEO of Pivot Business Group, helping entrepreneurs understand their numbers, increase profits, reduce taxes, and build long-term wealth through financial clarity.
Jake Karls is the co-founder and Chief Rainmaker of Mid-Day Squares, a category-disrupting functional chocolate brand taking over retail shelves across North America. Known for his boundary-pushing storytelling, bold leadership, and vulnerability as a founder, Jake has helped scale MDS into a powerhouse brand built on authenticity, connection, and fearless execution.
Connect with Jake:
Website: https://www.middaysquares.com/
LinkedIn: Jake Karls | Mid-Day Squares
Instagram: @jakekarls | @middaysquares
TikTok: @middaysquares
✖️✖️✖️
Recommended Videos:
– How to Build a Business Without Sacrificing Well-Being: https://www.youtube.com/watch?v=ocp3NBDuqtg
– Own Your Organizational Culture: https://youtu.be/92rFF2-hQXo?si=RSAa9cfDPhPrEaPI
– Designing a Business That Honors Your Life: https://youtu.be/wXw8w72PpHI?si=uvN-Ozdm7-Y7AJwe
✖️✖️✖️
Want More Financial Clarity?
YouTube: https://www.youtube.com/@pamjordancfo
LinkedIn: https://www.linkedin.com/in/pamjordan
Instagram: https://www.instagram.com/pamjordancfo/
Facebook: https://www.facebook.com/PamjordanCFO/
✖️✖️✖️
Key Takeaways from This Episode:
· Resilience is built long before the business—it starts with how you’re shaped.
· Small mistakes can create massive consequences—details matter.
· Emotional health isn’t optional; therapy is a strategic investment.
· Know your KPIs, know your mission—clarity drives momentum.
· Success isn’t money—it’s the freedom to keep building what you believe in.