
The Businessology Show
Welcome to the Businessology Show, where we interview guests and talk about the business of design. We find agency owners who talk about running their businesses more successfully through all of their ups and downs. Listen along as we interview agency entrepreneurs and uncover insights about shaping a sustainable agency that can scale. Bury your feet in some topsoil and sprinkle some water over your noggin: it’s time to get growing.
Latest episodes

7 snips
Jan 15, 2025 • 58min
Embracing Value and Reframing Success with Caroline Johnson
Welcome to the final episode of The Businessology Show! After an incredible 12-year journey, Jason brings this era to a close with guest, Caroline Johnson.
Caroline, co-founder of The Business Model Company, navigates through the essential shifts agencies must make—from time-based to value-based pricing, and from service-centric to solution-oriented models. She emphasizes the need for agencies to reclaim their commercial confidence, innovate within uncontaminated spaces, and repurpose staff to drive meaningful change without substantial financial burdens.
Join us as we explore the journey toward business transformation, the importance of leadership ambition, and the readiness required for agencies to evolve successfully. It’s a conversation packed with actionable insights and a fitting conclusion to the legacy of The Businessology Show.

Dec 16, 2024 • 1h 6min
Building Trusted Relationships with Joan Herlong
Joan Herlong, CEO of Herlong Sotheby’s International Realty and author of "As Is: An Insider's Guide to Real Estate", shares her 30+ years of real estate wisdom. She emphasizes the importance of integrity and personalized service in a competitive market. Joan discusses the differences between full-time and part-time agents, the necessity of balancing family life with career demands, and the intricate relationship between elections and the real estate market. She also underscores the importance of a strong personal brand and ethical practices for success.

Nov 15, 2024 • 60min
Balancing Support and Self-Regulation with Jen Dary
Jen Dary, a leadership coach with experience at Google and Facebook, dives into the challenges faced by entrepreneurs with ADHD. She emphasizes the importance of structure and delegation to enhance productivity. The conversation explores balancing self-regulation with external support, especially in remote settings. Jen also shares insights on fostering trust within teams and managing well-being to prevent burnout, offering practical advice for creating inclusive work environments that cater to the unique needs of individuals with ADHD.

Oct 15, 2024 • 27min
Growth Through Leadership with Will Stewart
Will Stewart, Founder of 98 Central and a creative industry expert, shares captivating insights into the world of film production. He discusses the pivotal role of meticulous planning and effective delegation in directing, stressing how these skills foster creativity. The conversation also delves into the challenges and triumphs of evolving from a freelancer to a thriving studio, emphasizing the importance of teamwork and systematic processes. Will highlights the need for CEOs to embrace strategic thinking and cultivate creativity within their teams for sustainable growth.

Sep 16, 2024 • 29min
Strategies for Smooth Operations with Jen Blair
Welcome back to another episode of The Businessology Show! Jason and Jen, COO and partner of video production company, 9/8 Central, dive into the art of seamless project management and the intricacies of video production.
Jen shares her journey from chaos to structured success, leveraging lessons from past agencies to build efficient processes. They also uncovered how client comfort and transparency are paramount, and the steps they take to ensure every project runs smoothly, from initial planning to final handoff. Dive into this episode for more insights on mastering your business operations!

Aug 15, 2024 • 44min
Building Strategic Partnerships with Mary-Ann Pruitt
Welcome back to The Businessology Show! In today's episode, Mary-Ann Pruitt joins us to discuss the world of media management within agencies. She shares her expertise on the intricacies of adjusted gross income (AGI) on a departmental level and the evolving demands of clients for sophisticated expertise in media.
Jason and Mary-Ann illuminate the complexities of precision targeting in digital media, highlighting the generational differences in attitudes toward ad targeting. They explore the financial risks in media management and emphasize the importance of strategy and partnership in managing clients long-term. Join Jason in this episode of Buinessology as he unravels the intricacies of modern media management and strategies for client success!

Jul 15, 2024 • 46min
From Dropout to Multi-Millionaire: Brian Will's Story To Success
Welcome to another insightful episode of The Businessology Show! In today's episode, we are thrilled to feature Brian Williams, an esteemed author, and industry expert in sales and management consulting, who also happens to own multiple thriving businesses.
Jason and Brian discuss how sales and negotiation are intertwined and that trust is key in overcoming the public's general mistrust of salespeople. Brian emphasizes the dangers of personal lifestyle expansion mirroring business growth and the value of maintaining a minimalist lifestyle during the early stages of building a business.
This episode is a goldmine for anyone navigating the entrepreneurial landscape, offering actionable insights on overcoming failures, mastering sales, and making informed business decisions!"

Jun 26, 2024 • 3min
Lesson 36: The Scoop on Scope Creep
Welcome to another insightful Businessology lesson! Today, we're diving into the topic of scope creep – a common challenge that many businesses face.
It’s important to set your team up to strike a balance between exceeding client expectations and safeguarding the financial health of the business. That's where clear communication and boundary-setting come into play. By educating your team members about the importance of sticking to the agreed-upon scope of work, you empower them to recognize when they're veering off course and take corrective action.
Ultimately, hitting the "scope wall" isn't a sign of failure – it shows that your team is committed to delivering value to clients while also respecting the boundaries of the contract. So, the next time you find yourself navigating the murky waters of scope creep, remember that it's an opportunity for growth and learning.

Jun 19, 2024 • 4min
Lesson 35: Navigating Success Metrics
Today, we're diving into the world of agency benchmarks and why they're crucial for your agency's success. Metrics are like the GPS for your business journey. They help you navigate through the twists and turns of entrepreneurship, guiding you towards gaining a deeper understanding of your business and the way it works. Now, agency benchmarks take this concept a step further. These benchmarks are tailored to the specific needs and trends of the agency industry, providing a guide to identify areas of strength and areas that may need improvement. Are you ready to harness the power of metrics and take your business to new heights? Get ready to learn, grow, and transform your business like never before!

Jun 17, 2024 • 39min
The Complexities of Leading Multiple Entities with Parker Cox
Welcome to another episode of The Businessology Show!
Jason explores the entrepreneurial journey and best practices for scaling businesses with special guest, Parker Cox. Parker shares his insights and experiences from managing multiple ventures—including property management, digital marketing, and offshore recruiting.
Tune in as they explore key topics such as the importance of accountability, creating stable cash flows in ""boring"" businesses, and the significance of robust operations and team structures. Parker sheds light on his hold company strategy, emphasizing his preference for strategic involvement over day-to-day operations, and discusses balancing professional goals with personal life.
They’ll dip into effective leadership, the impact of transparency and accountability, and strategic calendar management. Listen now and gain actionable insights and inspiration for your entrepreneurial endeavors!
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