Episodes

Oct. 4, 2023

Creating Art, The Entrepreneurial Way

How entrepreneurial can you be if you’re creating art? The answer is, entirely entrepreneurial. Dan Sullivan and Jeffrey Madoff discuss the challenges and opportunities encountered in putting together a new stage musical. In This Episode: Failure is giving up something that’s important to you. Perseverance is probably the biggest part of being an entrepreneur. The way to get the best out of people is to work with them, listen to them, and show them respect. The number one bet that people ma...
Sept. 6, 2023

How The Best Respond To Changing Audiences And Events

The pressures and unpredictability of live theater come to life in this episode. Jeffrey and Dan delve into the tightrope walk of mounting a Broadway-bound production, from last-minute illnesses to navigating reviews. In theater, as in any business, life throws curveballs, so learn how to be ready to take action when the spotlight’s on you. In This Episode: Jeffrey and Dan discuss the play Personality. Dan notes that it’s unusual in that it’s thoughtful and transformational, which audiences ar...
Aug. 2, 2023

The Art Of Context: An Entrepreneur's Guide To Price And Value

Jeffrey Madoff and Dan Sullivan share how they’ve turned ideas into tangible success. Discover how your greatest asset might not be a product or service, but the intellectual property you haven’t realized that you own. Explore how your innovative solutions can be transformed into valuable patents, creating a future of unlimited potential. Dan and Jeffrey redefine the way you look at pricing, and show you that it's all about making a genuine connection and understanding your customers’ unique asp...
July 6, 2023

The Beauty of Simplicity: Unpacking Complexity in Music, Design, and Business

Jeffrey Madoff and Dan Sullivan explore the concept of complexity within simplicity in various forms of entertainment. Drawing parallels to other fields like watch-making, architecture, and design, they emphasize the importance of presenting intricate work in a way that appears effortless and beautiful. This notion of packing complexity into simplicity holds significant implications for entrepreneurs seeking to create innovative and compelling experiences. In This Episode: Dan talks about a 19...
June 6, 2023

The Journey To Opening Night Of “Personality: The Lloyd Price Musical”

Jeffrey Madoff and Dan Sullivan provide a captivating behind-the-scenes look into the world of theater production, as Jeffrey’s play Personality: The Lloyd Price Musical enters previews at Chicago’s Studebaker Theater. From the initial table read to the tension-filled tech rehearsals, the duo offer insights into the intricate and collaborative creative process leading up to a pre-Broadway premiere. In This Episode: Jeffrey and Dan discuss the premier of Personality: The Lloyd Price Musical, wh...
May 31, 2023

Unlocking Insights: Powerful Questions For Deeper Connections

Jeffrey and Dan discuss the importance of philosophy and psychology in entrepreneurship. They explore how The Strategic Coach® Program helps clients think differently, and the value of building relationships based on trust. Dan shares his unique D.O.S.® formula for understanding clients’ future dreams and plans. All of this gets discussed, as usual, in the context of world events, personal insights, and anything and everything else. In This Episode: Jeffrey and Dan explore philosophy, psycholo...
May 10, 2023

Technology And Originality In The Age Of AI

Jump into the next conversation with Dan and Jeffrey as they explore the impact of technologies like ChatGPT on productivity, creativity, and critical thinking, while emphasizing the importance of context and the human touch. From the fashion world's hype about sustainability to the success of the Four Seasons hotel chain, this episode delves into the significance of boundaries, institutional wisdom, and the role of technology in shaping entrepreneurial businesses and our everyday lives. In Thi...
April 26, 2023

The Rhythm Of Business: Learning From The Performing Arts

Dan Sullivan and Jeffrey Madoff explore the importance of collaboration in both entertainment and business, using examples from stellar performers. Discover the dedication and skills required and how these can enhance collaboration and improvisation in the business world. In This Episode: Explore captivating 1930s and 1940s black and white film performances, featuring Eleanor Powell and Fred Astaire, and the importance of collaboration in entertainment and business. Discover the dedication and...
April 12, 2023

Build Your Business On Curiosity

In this episode, Jeffrey quizzes Dan about his unique journey from being a curious child engaging with adults to becoming the trusted coach to some of the world’s most successful entrepreneurs. They discuss the power of asking questions, the complexities of adulthood, and how your early experiences might just shape your whole career. Entrepreneurs and creatives alike will gain valuable insights from Dan’s business coaching expertise and Jeff’s experience in producing hits.
March 29, 2023

Leading With Talent: What Entrepreneurs Can Learn From Broadway

Dan and Jeffrey discuss the similarities between producing a hit musical and running a successful business. As Personality moves toward its opening at the Studebaker Theater in Chicago next summer, Jeffrey shares insights into talent management and the importance of collaboration for success. The two experts also draw parallels between the theater industry and entrepreneurship and offer valuable lessons for business leaders looking to create triple-threat teams and achieve success in their own v...
March 8, 2023

Fairy Dust And Magic 8 Balls: How Good Is Your Data?

More and more major business decisions are being made by analyzing data. But, as Dan Sullivan points out, data has a major flaw: It’s only about the past. Listen in as Dan and Jeff look past the hype about Big Data and artificial intelligence to find out where entrepreneurs’ real successes come from.
Feb. 22, 2023

Entrepreneurs Take Their Biggest Leaps Through Excitement And Fear

Everyone wants to be an achiever, but not all achievers are chasing the same thing. Dan Sullivan and Jeffrey Madoff explain the difference between status-based goals and excitement-based goals, why excitement and fear go hand in hand, and how different motivations lead to different results.
Feb. 1, 2023

Is Luck All In Your Head?

Join the show as Jeffrey Madoff asks business coach Dan Sullivan about luck: Are you just born with it? Or is it something you can cultivate? From his decades of experience coaching successful entrepreneurs, Dan suspects that luck might be something you can attract with the right mindset.
Jan. 11, 2023

Can You Upgrade Your Productivity?

Unlike salaried employees, entrepreneurs are only as successful as the results they produce in the time available, so it’s natural that the entrepreneurial community is obsessed with “productivity hacks.” Dan Sullivan and Jeffrey Madoff discuss whether it’s actually possible to become more productive—or if that’s even the right question to be asking!
Dec. 14, 2022

How To Win The Right Friends And Influence The Right People

Archetypes have been with us for as long as we’ve been communicating, and they hold immense power over public perception and imagination, regardless of whether they live up to the truth. Listen in as Dan Sullivan and Jeffrey Madoff explore the many ways archetypes show up in our lives—and why we’re so drawn to them.
Nov. 16, 2022

A Good Story Is a Compelling Offer

A compelling offer creates a story in someone’s mind about a bigger future—a tale laced with emotions that probably weren’t even conscious until now. This approach will always beat out statistics, research, and any other kind of convincing argument.
Oct. 26, 2022

Smooth Out Your Entrepreneurial Path

Many entrepreneurs create their first business without being as prepared as they could be, and this leads to unnecessary complications and challenges. Dan Sullivan and Jeffrey Madoff share insights into how entrepreneurs can get to where they want to go as smoothly as possible, and how it’s easier to get the support they need than it used to be.
Oct. 5, 2022

It’s A Mistake To Ignore Your Instincts

Join Dan Sullivan and Jeffrey Madoff as they explain the ways in which dependence on data can often be a limiting factor when making decisions. Entrepreneurs are better off trusting their gut when it comes to choosing which path to take.
Sept. 12, 2022

How Long-Term Businesses Manage To Stick Around

Many entrepreneurs fail to continually rise because they’re still holding onto tasks they should’ve quit ages ago. Those who last the longest know that, over time, there are more things you need to drop than things you need to keep doing. Dan Sullivan and Jeffrey Madoff share what entrepreneurs can do in order for their passions and their businesses to not just survive, but thrive.
Sept. 12, 2022

How Long-Term Businesses Manage To Stick Around

Many entrepreneurs fail to continually rise because they’re still holding onto tasks they should’ve quit ages ago. Those who last the longest know that, over time, there are more things you need to drop than things you need to keep doing. Dan Sullivan and Jeffrey Madoff share what entrepreneurs can do in order for their passions and their businesses to not just survive, but thrive.
Sept. 12, 2022

How Long-Term Businesses Manage To Stick Around

Many entrepreneurs fail to continually rise because they’re still holding onto tasks they should’ve quit ages ago. Those who last the longest know that, over time, there are more things you need to drop than things you need to keep doing. Dan Sullivan and Jeffrey Madoff share what entrepreneurs can do in order for their passions and their businesses to not just survive, but thrive.
Aug. 15, 2022

The Advantages Of Shopping In Person

With online shopping being so quick and convenient, retail stores have taken a major hit. Extended lockdowns due to the Covid pandemic didn’t help either. Is there more that retail stores should be doing? Dan Sullivan and Jeffrey Madoff share what brick & mortar stores provide that online stores can’t.
Aug. 15, 2022

The Advantages Of Shopping In Person

With online shopping being so quick and convenient, retail stores have taken a major hit. Extended lockdowns due to the Covid pandemic didn’t help either. Is there more that retail stores should be doing? Dan Sullivan and Jeffrey Madoff share what brick & mortar stores provide that online stores can’t.
Aug. 15, 2022

The Advantages Of Shopping In Person

With online shopping being so quick and convenient, retail stores have taken a major hit. Extended lockdowns due to the Covid pandemic didn’t help either. Is there more that retail stores should be doing? Dan Sullivan and Jeffrey Madoff share what brick & mortar stores provide that online stores can’t.