Just ask!

Mark Aikman • December 1, 2020

Useful questions in the transformation discovery phase

Every single transformation has different points of emphasis. Each has a different context and specific challenges; and each one needs a particular tone of voice. The Discovery phase needs to uncover this.

Ignition Transformation is always careful to stress that Discovery is not just there to identify what kit they use in Finance or whether the CRM system is up to snuff. It’s there to get an understanding of the much wider landscape, from goals and opportunities to threats and constraints; taking in politics and personalities; and identifying potential friends and foes.

Therefore, we’ve drawn up a basic Discovery Checklist which can be used as a starting point. Of course, you will need to customise it to fit with your parameters, but as a starter-for-ten this should get you thinking about what else you’ll need to know:


Q uestions to ask (of) the C-suite

What went wrong last time? We always start with the negative – it gets so much more honesty at high speed. The question might be tailored around the specifics – such as “What are the key shortcomings of what we have now?” or “Where are your expectations not being met?”

Make it clear you are asking for the warts-and-all bad news – EVEN IF you personally were the author of some of the existing unpopular systems. This is not about you – it’s about what’s best for the business. And it looks impressive if you the guts to ask everybody this, not just the C-Suite.

Of the C-suite, what percentage would you say have bought-in to this programme? Where within the C-suite are the lower levels of buy-in? These questions give you a starting point for your engagement campaign. Obviously, you do not go up to each C-Suite member bold-as-brass and ask “Hey Barry, you bought-into this or what?” You may have to approach it in a much more oblique and subtle way. Asking “What do you see this project delivering?” tends to give voice to any cynicism….

Characterise the appetite for risk in a) your CEO and b) the rest of your C-suite. When you have the answer, you can choose to view it as a constraint; or instead, a primary strand of your communication campaign. You can ask them about their appetite for risk - or deduce it from their other statements and actions. Asking them would be wiser, as it is puts it on the record.

How would you describe your previous change initiatives from the five words and phrases offered below?


  • Top down
  • Refreshing
  • Collaborative
  • Chaos
  • Evolutionary

Respondents are only allowed to select one word – and the choice is deliberately not “either/or”. This will give you the tone of how they feel about previous experiences of change.

How did the organisation set the time-frame/deadline for the completion of this change? Surprisingly arbitrary timelines are often set – so it’s best to check early on just how real and reasonable to window is.

Is this the only significant change we will be running in the assumed time period? Or are there other major change initiatives happening simultaneously? “Other” includes, for example, mergers/acquisitions or other C-suite led initiatives such as culture change programmes. A complex suite of changes happening simultaneously is not impossible – but it’s very challenging and meticulous co-ordination of activity and communications will be essential.


Questions to ask (of) the Divisions

Is this the only significant change programme we will be running in the assumed time period – or will we have any other initiatives ongoing in this division? As well as the company-wide initiatives addressed above, it is very common for divisions or sub-groups of people to be running other changes – for example, organisational restructures, plant upgrades or product launches. The presence of simultaneous projects will give you information on how much attention this division will give to your Programme; whether there is a potential for conflicting changes; and whether arms will be opened in welcome. Again, this will inform your plans for engaging their involvement.

What technology do you have now? What precisely does it do for you? Where does it fall down? How does it waste time? Where is it? Who uses what? Do you own it or hire it from Microsoft et al? What supplier relationships are in place?

What processes do you follow now? Are these dictated by the technology, or is it the other way round? Which processes are noticeably cumbersome/time-wasting? What characterises process improvements that have worked really well in your Division?

How do people in your Division abuse the technology and the processes? Why do you think they do this?

How do your technologies and processes link-up with those used by other Divisions (or Departments)? Where are the gaps and broken links?

Where are the opportunities to be bigger, smarter, faster, more?


Questions to ask (of) the Users

What is inefficient, frustrating, broken? Why do you say this? Here, you will need to observe, probe and evaluate, as well listen. For example, it could be that frustration comes from an ill-advised process rather than unsuitable technology – or vice versa. It’s not going to be a technology solution every time!

How could we help you do a better job? You can prompt with ideas for time-savers, step-removers or customer-satisfaction-enhancers.

Where are the opportunities to be bigger, smarter, faster, more?

Questions to ask (of) the customers

What do our competitors do better than us? Where do we exceed what is on offer from our competitors? This is a bit risky, because it might raise expectations that you will definitely deliver whatever they mention. Only ask this question if you’re intending to knock your competitors’ offer into a cocked hat (whatever a cocked hat is). If this feels too out-there, you could always try….

In a perfect world, what else could we do to impress you? In the real world, what one thing would you like to see improved? Again, this line of questioning needs careful management in order to keep expectations realistic – hence the careful wording. You might consider investing in external, professional and neutral facilitators for customer Discovery. And NEVER approach clients without first discussing this with Sales and Marketing.

Questions to ask absolutely everyone

What will success look like? This is the question to ask of everyone you meet. Obviously, you’ll make sure the executive sponsor answers this, but don’t forget to ask every manager and end-user you encounter, too. You’ll be surprised how much the answers will interlock.


This article is taken from Uncommon Sense: Alternative Thinking on Digital Transformation by Mark Aikman

Amazon location: https://www.amazon.co.uk/Uncommon-Sense-Alternative-Thinking-Transformation-ebook/dp/B08KSG513Q

Apple location: https://books.apple.com/gb/book/uncommon-sense/id1536877985

May 9, 2025
Many companies initially believe they can handle complex ERP implementations internally. After all, who knows their business better? Grant du Preez of Ignition Transformation looks at what to consider before deciding to go it alone: and he’s a guy who’s seen all the elephant-traps. He advises:  Don’t underestimate how complicated it will be Enterprise Resource Planning implementations are challenging under normal circumstances. When layered onto major business transformations like carve-outs or mergers, they become exponentially more complex. These scenarios introduce unique challenges, such as: · Multiple legacy systems that must be harmonised · Interdependent business processes needing careful redesign · Data migration requiring deep technical expertise · Compressed timelines driven by business imperatives · Organisational resistance amid broader change And all that is needed simultaneously… At best you might see missed business opportunities if you can’t make the speed: at worst, you’ll spend too much or possibly even see a failed implementation. Remember Transition Service Agreements (TSAs) are real rules TSAs present some of the most significant challenges during carve-outs and acquisitions. These agreements typically impose strict and legally-binding deadlines for transitioning from parent company systems. There are substantial financial penalties for delays. Hard cash. To work within TSAs, you will need: · Proven strategies for meeting TSA deadlines · Templates for identifying and prioritising critical path items · Tactics for negotiating more favourable terms when necessary · Experience balancing short-term TSA requirements with long-term system needs It’s a Matterhorn-steep learning curve if you haven’t done it before. Make sure you have just one source of truth During business transformations, competing narratives inevitably emerge. Typically, there are strands on requirements, data structures, and implementation approaches. It soon becomes 3D chess. You will need to establish what we call a "single source of truth" – authoritative references for decisions that prevent revisiting settled issues. This includes: · Documented design decisions with clear ownership · Master data governance frameworks · Process models validated by business owners · Requirements traceability matrices Without this discipline, projects often circle Heathrow, cycling through the same decisions repeatedly, wasting valuable time and resources. You need to know what’s going on You will need complete transparency across all aspects of an ERP programme. Every day, you have to be in a position to give your stakeholders an unvarnished view of: · Project status against critical milestones · Resource allocation and utilisation · Emerging risks and mitigation strategies · Budget consumption and projections This transparency creates accountability and enables early intervention when issues arise. But it can’t be a hefty administrative burden that slows progress. Get the top corridor on board You will need to secure the right level of commitment from organisational leadership and key stakeholders. You will have to be clear about the specific involvement needed at different stages. Most importantly, you will need to be listened-to when you communicate these needs to busy executives. Executive steering committees, dedicated business process owners and carefully structured sign-off procedures will help ensure decisions are made by the right people at the right time. Without this orchestration, ERP implementations often stall waiting for critical decisions or proceed with insufficient business input. Remember DIY may only LOOK like the cheaper option Whilst engaging experienced consultants requires investment, the return is substantial. Looking at dozens of implementations we've led or observed, those with experienced consultants consistently: · Complete on time or with minimal delays · Stay closer to budgeted costs · Deliver more of the promised business benefits · Create less disruption to ongoing operations Organisations embarking on ERP transformations during carve-outs, mergers, or other significant business changes face a choice: invest in experienced guidance upfront or pay far more in delays, overruns, and missed opportunities later. DIY-er, beware!
May 7, 2025
Five questions to ask providers of business transformation programmes
By Mark Aikman November 7, 2022
How to write reports that busy people will read
By Mark Aikman March 7, 2022
Thanks to our good friends at Future Processing for inviting us to make a guest appearance! On their blog, I've shared some ideas about what to consider in order to get best-fit suppliers: https://www.future-processing.com/blog/selecting-a-supplier-natural-selection/
By Mark Aikman October 19, 2021
IT's supplier relationship need to stop using the master-servant model. Partnership gets more done - and to a much higher standard.
By Sharon Gregory September 7, 2021
Ideas for analysing and dealing with resistance to change in transformation programmes
By Mark Aikman August 10, 2021
Considerations when transitioning from development to BAU
By Mark Aikman July 20, 2021
Support for surviving and thriving after the pandemic from Ignition Transformation
By Mark Aikman July 8, 2021
Three different leadership styles to steer you through a crisis
By Mark Aikman July 1, 2021
How to have better and/or fewer meetings
Show More