Episode Six: Leading Organizations, Diagnosing Your Business Lifecyle and Establishing Your Leadership Role Clarity

Welcome to Episode Six of the Tensions of Leadership: Leading Organizations — Part 1, Diagnosing Your Business Lifecyle and Establishing Your Leadership Role Clarity

Discussion guide from the Tensions of Leadership, Episode Six:

1. What kind of organizational leader can you be: Entrepreneurial? Enterprise? Both? And how are they different:

2. Entrepreneurial: the hunter, looking for the deal, going with your gut, your instincts.
3. Enterprise: More belief in structure, process, systems, operationalize the organization, get the trains to run on time.

4. The key is for an organization to navigate the balance between the two styles.

5. Another key for an organization is to match the leadership style with the life cycle the organization is currently in.

6. The tension is can a leader transition from one style to another, or do you have to hire for that? For example, if you are entrepreneurial, you can hire a COO. If you an enterprise style leader, you can hire an innovation officer.

7. What are the signs that you have to begin the work to make that transition from one style to another?

8. When a leadership style is not in alignment with the business cycle, you can see where an organization is ripe to be disrupted.

9. Too many organizations aren’t thinking about this, and in many cases, do not understand what life cylcle they are in. How do you know?

10. How do we deal with the tension between strategy and operations? If you do not draw a line between the two, you begin to have muddled conversations and outputs.

11. As an organization evolves, you must focus on the business culture, and is that evolving as well, and still in alignment with the business life cycle. Obviously (or not), how we do things at the entrepreneurial startup stage is different when you are an established, large enterprise organization.

12. Don’t forget the importance of communication and messaging when this transition between life cycles is occurring.

13. Is your talent and training evolving as well? When you have transitioned to an enterprise organization, is your talent still in the startup mindset?

14. The tension of the speed of business: the entrepreneurial speed of business is now and immediately; the enterprise speed of business is what the process and systems dictates.

15. The tension of risk management. No surprise, but a startup is more willing (and able) to take, endure, and recover from big risks…

Click here to listen to all of Season Four!


Erica Peitler, intrepidNOW

About our host, Erica Peitler:

Erica is a Leadership Performance Coach who courageously partners with individuals, teams and organizations who want to realize their visions of success by transforming their leadership potential into visible, on the ground, breakthrough leadership performance!

With an engaging, provocative and straight forward approach, Erica inspires leaders to reach beyond their comfort level as they pursue becoming the performance based leaders they aspire to be in both their professional and personal life.

As a keynote speaker and author, Erica educates, entertains and enlightens audiences on leadership, transformational change and professional/personal growth initiatives.


Find Erica Peitler’s book here:

The essence of Leadership Rigor is creating change-ready leaders who can embrace challenges because they have the tools, models, and language to assess, structure, and facilitate aligned actions. They also have the mindset and emotional skills to lean into the change process despite its uncomfortable nature. By innovating on their preparedness first, these change-ready leaders are equipped to realize the growth in themselves and in their teams or organizations. Are you ready to take on your personal journey of Leadership Rigor?


Series co-host Todd Schnick is the Editor-In-Chief of intrepid.MEDIA and a media and content strategist. A former marketing strategist, lobbyist, and national political operative, Todd now lives and works in the Chicago Loop with his family. He is a writer, foodie, bibliophile, distance runner, and nearly full-time dog mom.



This series recorded LIVE from our Merchandise Mart studios in Chicago, Illinois! (Click on photo below for history of our studios!)

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Todd Schnick

Todd Schnick

Editor-In-Chief at intrepid.media
Founder and Editor-In-Chief of intrepid.MEDIA, Todd Schnick is a media + business strategist and talk show host + producer. He is a former marketing strategist, national political operative, and lobbyist. Todd has published five books, writes a business + lifestyle column, is a distance runner, and lives in Chicago with his wife Stephanie + family.
Todd Schnick
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The author

Founder and Editor-In-Chief of intrepid.MEDIA, Todd Schnick is a media + business strategist and talk show host + producer. He is a former marketing strategist, national political operative, and lobbyist. Todd has published five books, writes a business + lifestyle column, is a distance runner, and lives in Chicago with his wife Stephanie + family.

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