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Focused Execution with Russell CummingsExplore the books

Two books. One practical approach.

The Questions books.

Find a better question. Explore it with AI. Put useful thinking into practice.

The Questions You’re Not Asking cover

A fresh perspective on the business you know best.

For owners and leaders who want to step back from daily demands, challenge familiar assumptions and make clearer decisions.

Read it in order or turn to the issue that is keeping you awake. Each of the 31 question-led chapters offers practical ideas, an action plan and questions for reflection.

Paperback · First edition, June 2026
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From Questions to Action - The AI Companion cover

The companion · Paperback and Kindle ebook

Explore your business with an AI thinking partner.

From Questions to Action - The AI Companion provides 632 AI prompts matched to the topics in the original book. Give AI your business context, choose one useful prompt and challenge the answer.

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Less theory on the shelf.
More thinking in the business.

A chapter can be the start of a useful conversation, not another task to complete.

See the issue differently

Challenge the habits and assumptions that keep familiar problems in place.

Choose a practical action

Move from an interesting idea to something you can try in your own business.

Keep the conversation going

Use the chapter guides and meeting pack to involve your leadership team.

Inside the book

One business. Many better questions.

The chapter order below follows the published book.

View all 33 chapters
  1. 1How much flexibility does your cash really buy you?
  2. 2What problem are you actually solving?
  3. 3Do you know what truly must be done?
  4. 4When is firing fast the wrong move?
  5. 5Are you managing the past or leading the future?
  6. 6What are your Big Rocks really telling you to focus on?
  7. 7Are you burning bright or burning out?
  8. 8Are you recruiting ahead of the curve?
  9. 9Is your culture quietly undermining your strategy?
  10. 10How exposed are you to a concentration of customers?
  11. 11Are you pricing for profit?
  12. 12Why aren’t your change initiatives sticking?
  13. 13Are you planning for one future or preparing for many?
  14. 14Are you too present to be productive?
  15. 15Do you really understand how your business makes money?
  16. 16Cutting Complexity - Eliminate, Automate or Delegate?
  17. 17Are you choosing the right customers?
  18. 18Are you protecting the goose or just chasing the eggs?
  19. 19When did you last test your assumptions?
  20. 20Is your business relationship driven or transactional?
  21. 21Are you leading your hybrid workforce or just managing them?
  22. 22Are you playing for profit or growth?
  23. 23Are you mistaking complexity for productivity?
  24. 24What is your strategy?
  25. 25Are you reinventing without the panic?
  26. 26Would your business withstand a shock tomorrow?
  27. 27Is your business sale-ready?
  28. 28Would your partnership survive real pressure?
  29. 29What might you be blind to?
  30. 30What are you willing to say “No” to?
  31. 31Are you pitching or actually selling?
  32. 32More resources from the author
  33. 33Further reading: the business owner’s library

Before you buy

Who is The Questions You’re Not Asking for?

Business owners, executives and managers who want practical ways to think about performance, leadership and the future of their business. The website is particularly focused on owner-led businesses.

Do I need to read The Questions You’re Not Asking from the beginning?

No. The chapters are designed to work independently. Start with a current challenge and put one idea into practice.

Can I read a sample of The Questions You’re Not Asking?

Yes. Read chapter one here without providing an email address.

Where do I find chapter resources?

Use reader resources to find your chapter by number or title. Relevant existing SHIFFT articles and webinar pages are linked where available.

How does the AI Companion fit with our process?

Start with The Questions You’re Not Asking to identify the question that matters to your business. Then use From Questions to Action - The AI Companion to explore it with AI. Give AI your Business Profile and relevant information, choose a matching prompt and ask follow-up questions to make the answer useful.

Check the figures and assumptions with your team. Then use your existing execution process to agree an action, assign responsibility and review progress. See how to use the companion and watch the 60-second video.

Can we use the Questions books with our team?

Yes. Start with the leadership meeting pack. For team copies or a facilitated discussion, contact Russ about your requirements.