How Asking One Question Strips Complexity Out of Any Problem

Running a business remotely throws up a constant stream of problems that feel genuinely hard. I found myself wrestling with several of them at once when I came across an extract from Tim Ferriss's Tribe of Mentors: Short Life Advice from the Best in the World. He described a similar situation, full of complex questions and stress, and then asked himself one simple question.
“What would this look like if it was easy?”
That question brought to mind something from the Steve Jobs biography. He talks about simplicity being part of design, but to reach simplicity you have to remove the complexity by thinking differently. He also said that design must be as good on the inside as it is on the outside for it to be truly simple. Any business can look polished on the outside and presentable on social media. What matters is having the right systems and processes underneath, built by thinking about things in a different way.
A business that is easy to run leaves you with time and energy to focus on the work that actually moves the needle. For Jobs, that was creating the next Apple product. For me, it is delivering at my best with each client. As a coach who uses NeuroLeadership techniques and thinking questions, I have added this question to my repertoire.
Tim Ferriss has long been someone I look to for example, and this one question seems to contain everything I have learned across Lean, Kaizen, Six Sigma, Operational Excellence, Change Management, Problem Solving and Strategy. All of it can be distilled down to this. Ask it and you gain clarity on priorities and the best path forward.
Take a problem you are wrangling with right now and ask yourself,
“What would this look like if it was easy?”
If this sounds like your week
Your managers are not the problem. They are where the problem is stuck.
When your last leadership spend was signed off, did anyone go back to those managers' bosses and ask what changed? That question is the JBL Outcome Standard, and it is how I work.
- Find the friction. A short diagnostic that shows which decisions are stalling, and at what level.
- Am I the bottleneck? Ten questions on where your week is actually going.
- How I work with GMs. Six weeks, one hour a week, up to twelve of your managers, scored by their own bosses.
- Beat Burnout, Boost Performance. The book.
- The High Performance Leader podcast.
Managers I work with reclaim around four hours a week, and their bosses score the change 8.75 out of 10. Would it be a crazy idea to find out how we did this? Book a scoping call.
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#YouCanHaveSuccess #mindset #growthmindset #personaldevelopment #mindfulness #selflove #impostersyndrome #imposter #burnout #burnedout #hybridwork #hybridworkplace #mindsetmatters
Questions managers ask about this
How can asking one question simplify complex business problems?
Asking 'What would this look like if it was easy?' helps strip away complexity by shifting your perspective. It encourages you to rethink systems and processes, focusing on simplicity both inside and out. This clarity reveals priorities and the best way forward, making problems easier to manage and solve.
What role do managers play in solving business problems?
Managers are often where problems get stuck rather than being the problem themselves. Identifying where decisions stall within the management structure helps pinpoint bottlenecks. Understanding this allows leaders to address issues at the right level and improve overall team performance.
How can simplicity improve business operations?
Simplicity in business operations comes from designing processes that work well internally, not just appearing polished externally. By removing unnecessary complexity and focusing on efficient systems, businesses become easier to run, freeing up time and energy to focus on key activities that drive results.
What is a practical way to identify decision bottlenecks in a team?
Conduct a short diagnostic that examines where decisions stall and at what level in the organisation. This includes reflecting on your own role as a potential bottleneck and asking managers’ supervisors about changes in performance. This approach highlights friction points and helps target improvements effectively.
Hear this discussed on the podcast
Episodes of The High Performance Leader that cover the same ground.

Jimmy Burroughes
FounderFormer British Army officer and corporate GM who has transformed 3,000+ managers into leaders across 30+ organisations. Creator of the Simplify to Amplify methodology, author of Beat Burnout, Ignite Performance, and two-time Global Recognition Award winner.
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