30 Business Restructuring Consideration Questions

30 Business Restructuring Consideration Questions

30 Business Restructuring Consideration Questions



If there’s a business buzzword that tends to set the scene for tales of change and evolution within a company, it’s “restructuring.” No biggie, right? Just the potential make-or-break wave of transformation that can either steer your ship into prosperous waters or leave you adrift in the shallows. So before you start tinkering with the company’s structural integrity, here’s a checklist of 30 crucial questions you should be asking.



Picture this: you’re at the helm of a bustling enterprise when you spot a smudge on the horizon. This smudge, it seems, is the first line of a thunderous cloud that’s promising to disrupt your sky. In the world of business, that storm often takes the form of restructuring—a comprehensive shuffle of policies, personnel, and priorities. It’s a move that’s excitingly complex, full of untold possibilities, but at the same time, replete with risks.


Let’s not sugarcoat it; restructuring isn’t for the faint of heart or the hasty of mind. It’s a strategic art form that demands your undivided attention and unerring foresight. The questions we’re about to delve into aren’t just checkboxes on a form — they’re the compass and map to your restructuring strategy, ensuring you navigate it with sagacity and skill.


Why Does Business Restructuring Matter?

Before diving into the nitty-gritty, let’s elucidate why restructuring is such a big deal. In an ever-evolving business landscape, the structures that once bolstered success can soon become the fortifications that hinder growth, agility, and innovation. Understanding when and how to restructure is a keystone to adaptability and resilience.


So, here they are — your 30 guiding stars through the tempest of restructuring.


30 Business Restructuring Consideration Questions



1. What is the Core Issue You’re Trying to Solve?

Every restructuring must have a raison d’être. Whether it’s to slash costs, accelerate growth, or combat complexity, knowing your primary objective sharpens the strategy.

2. Have You Constructed Multiple Scenarios and Impact Analyses?

Foresight here is 20/20. Sketch out best, worst, and most likely outcomes of your restructure. Understand the ripple effects and prepare your business to bob and weave.

3. Have You Engaged Your Advisory Board?

Two heads are better than one, but five are better than two. Consult your advisory board — they’re not there as window dressing and can offer seasoned insights.

4. What Will This Mean for Employees?

Your team is the heart of your business. Be transparent about the changes, maintain morale, and provide support through any necessary transitions.

5. How Will Leadership Roles Adapt to These Changes?

Restructuring often necessitates a change in leadership. Think ahead to who will champion your new initiatives and who might need to step back.

6. Have You Aligned Your IT Systems with New Objectives?

IT is the backbone of most modern businesses. Make sure your new structure is supported by a robust digital infrastructure to avoid paralysis.

7. Are Your Legal and Ethical Bases Covered?

Changes in structure often mean changes in legal obligations. Ensure your plans orbit within the acoustic ceiling of the law and align with your company’s ethical bearings.

8. How Will This Impact Customer Service and Relationships?

Customers are creatures of habit. Disrupt these too much, and they may seek a new provider. Map out how you’ll maintain and enhance customer experience through the change.

9. Is Financing or Funding in Place for the Transition?

Every ship needs fuel, and restructuring is a fuel-intensive journey. Have your financial ducks in a row before you set sail.

10. Have You Thought about the Short-term and Long-term Costs Involved?

Budget realistically. Overestimating short-term costs can make a profitable restructuring seem like a financial fiasco, and underestimating long-term costs can lead to future failings.

11. How Will This Affect Your Brand Image and Public Perception?

Perception is reality. Ensure that the changes you make are congruent with the narrative you wish to project.

12. What New Business Opportunities Might Emerge from This?

Think not just about what you’ll lose but what you might gain. A restructuring is rife with opportunities to diversify or enter new markets.

13. Have You Examined the Array of Models Available for Restructuring?

From M&As to spin-offs, there are various models available to tailor the restructuring process to your business’s needs.

14. How Will You Communicate This to Shareholders and Stakeholders?

Effective communication can turn wary stakeholders into enthusiastic supporters. Craft a clear, concise narrative that emphasizes the benefits of your change.

15. Are You Ready for a Transition Period?

Give yourself time to adjust — you wouldn’t expect a car to slide into a new gear instantly. Allow for a transition period with milestones and checkpoints.

16. Have You Conducted a SWOT Analysis? What Did It Reveal?

Know thy strengths, weaknesses, opportunities, and threats. An up-to-date SWOT analysis is your lantern in the cave of restructure.

17. Have You Considered the Short-term Business Impact?

Restructuring performance could dip before it swells. Plan for this short-term turbulence to avoid panic.

18. Will Your Team Have the Capabilities to Execute These Changes?

Identify any competency gaps before you restructure. Offer training or consider bringing in talent that can handle the new demands.

19. What Metrics Will You Use to Determine Success?

Define what success looks like, and set KPIs that measure it. This way, you’ll be able to tell if you’re on course or adrift.

20. Are There Any Regulated Areas of Your Business Structure?

Some sectors are heavily regulated. If you’re steering through these waters, understand the legal channels you must navigate.

21. Is the New Structure Scalable?

Today’s success shouldn’t be the ceiling of tomorrow’s potential. Design your new structure to be malleable as your business grows.

22. How Will These Changes Affect Your Company Culture?

Cultural shifts are often the bedrock of a strategic restructuring. Make sure your new structure compliments and enhances your coveted company culture.

23. What Will This Mean for Business Operations?

Simply put, operations will change. Be it the supply chain, production, or services rendered, assess how every wheel will turn in your new machine.

24. Are You Embracing Technology to Facilitate Changes?

Lean on technology to smoothen the ride. Automation and AI can ease the transition and optimize your operations.

25. Will This Affect Your Business Partnerships?

A change in structure can be felt down the line. Be upfront with your partners to manage expectations and ensure that they’re on board.

26. Will Your Organizational Design Change?

Returning to the architecture metaphor, how you design your organization influences its function. Will you have a flat structure, a matrix, or some other model?

27. How Will You Minimize Disruption to Day-to-Day Work?

The business that runs like clockwork shouldn’t stop to go digital. Minimize disruption through meticulous planning and slowly phased introductions.

28. What’s the Competition Doing?

While imitation isn’t the best strategy, knowledge of how competitors are structured and evolving can be invaluable in shaping your own path.

29. Can You Prototype the New Structure Before Implementing It?

Pilots aren’t just for TV shows; they’re extremely useful before launching your big change. Prototype to reveal pitfalls and opportunities.

30. How Will You Manage Resistance to Change?

Change is often met with resistance, akin to pushing against the current. Craft a change management strategy to turn naysayers into yea-sayers.







Business restructuring is akin to remodeling your home while living in it. It’s daunting, but when the dust settles, you’re left with a renewed space that fosters growth and meets the demands of the future. These 30 questions are your toolkit — so start unpacking and let’s craft a restructuring strategy that sets your business sailing smoothly into the coming waves of change.

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