Ever felt that initial buzz of a shiny new software purchase slowly fade into the headache of missed deadlines and a team wondering “what’s going on?” You’re definitely not alone.
When it comes to digital transformation, whether it’s an upgrade of your CRM tools or a full-blown ERP implementation, there are two very distinct routes you can take, and here at Change Consulting Scotland (CCS), after over 30 years of helping businesses navigate big shifts, we’ve seen both ends of the spectrum. We like to call them “The Happy Path” and “The Unhappy Path.”
Prefer to just get on The Happy Path ASAP? Book your free 30-minute consultation with us here.
The Happy Path | Smooth Sailing with Everyone Onboard

Imagine your successful digital transformation as a well-planned road trip. Everyone knows the destination, has a map (or GPS!), and feels excited about the journey. That’s “The Happy Path.” It kicks off with a really good look under the hood — a comprehensive process mapping exercise to truly understand where you are right now, your “As-Is” state. This isn’t just about ticking boxes; it’s a deep, friendly dive into:
- Data: What information powers your business, where does it live, and what does it connect to? Good data drives meaningful measures.
- Processes: How do things actually get done? Let’s spot any little detours or bottlenecks in your workflows.
- Systems: What tech are you currently using? How well does it talk with everything else (or not)?
- Roles: Who does what, and what new skills might they need for the adventure ahead?
- Workflows: The dance of tasks and info across your teams — let’s make it a smooth waltz, not a toe-throbbing stumble!
A great software vendor will ask these questions of you with a view to configuring or customising their product for your requirements. Understanding and mapping your As-Is state and clearly communicating your requirements though? That’s on you (and your technical and change partner.)
An excellent implementation partner will highlight areas that are misaligned and will be able to indicate solutions and risk mitigation strategies while roadmapping your transformation ahead of programme kick-off!
Now, here’s the key: on “The Happy Path,” we understand that, while important, tech is just one part of the picture. Getting your business leaders and the talented staff who will be impacted by the change fully on board is absolutely crucial. We bake this into the plan from day one — even before you sign on the dotted line for that exciting new software! This means:
- Friendly Workshops & Focus Groups: Chatting directly with your teams, listening to their insights, and co-creating solutions. It’s about building genuine excitement, not just imposing change.
- Crafting the “Why”: Clearly defining why this digital transformation matters — not just to the bottom line, but to their daily work and the company’s future success. Making the urgent case for change grounded in lived reality.
- Painting the Vision: Creating a clear, inspiring picture of where you’re headed, together. This means a “To-Be” state that gets everyone excited about the possibilities.
- Empowering Your Champions: Finding those natural leaders and enthusiastic colleagues who can become your internal “agents for change,” these people are motivational powerhouses, helping their peers adapt.
- Designing a Smart Communications Plan: Mapping out what, when, and how you’ll share updates. No surprises, just clear, consistent messages to keep everyone in the loop and feeling informed.
And most importantly, your leadership needs to Champion the change. We’re talking real, observable input and consistent support, not just a quick email or a single slide in the kick-off deck. When leaders roll up their sleeves, communicate openly, and show they’re truly committed, it builds massive confidence and speeds up adoption. This thorough preparation, coupled with a genuine focus on your people, helps build that robust blueprint, leading to much smoother outcomes:
- Controlled Timelines: Plans that actually make sense — be realistic and build in buffer time! Avoid nail-biting, last-minute rushes with experienced project management.
- Budgetary Harmony: Every penny invested directly supports your business goals, no head-scratching over wasted spend.
- Smarter Workflows: Processes that aren’t just digital, but truly streamlined and efficient.
- Proactive Problem Solving: Spotting potential bumps in the road early and finding solutions before they become major roadblocks.
- Quick Project Response: A well-understood project with an engaged team is much better equipped to pivot and adapt when the unexpected pops up, supported by thoughtful programme management.
Think about Microsoft’s transformation under Satya Nadella. It wasn’t just about new tech. He truly focused on shifting the culture, encouraging empathy and a “learn-it-all” mindset, as opposed to “know-it-all”. Through clear communication, workshops, and leading by example, he championed a massive change. That continuous, people-first approach, backed by a great communications plan, allowed them to reinvent their business.
The Unhappy Path | When Good Intentions Go Sideways
Now, let’s flip the coin. Imagine excitedly signing off on a new software package, eager to be cutting-edge. But then… there’s no real focus on change management, no guiding hand from programme management to ensure everything aligns with your actual business needs. Welcome to “The Unhappy Path.”

On this path, that shiny new system arrives, but it just stumbles trying to connect with everything else. Your fantastic employees, often left in the dark, might resist adopting it because no one’s really shown them the “why” or how it makes their lives better. There’s no compelling reason for change, no shared vision, and certainly no internal champions to cheerlead the effort. What’s worse, a fragmented or non-existent communications plan means vital info gets lost in translation. Strategic business requirements get buried in the rush to get the implementation done, creating a big disconnect between what the tech can do and what your organisation actually needs. Leaders might offer polite encouragement, but without real, observable input, staff feel unheard, overwhelmed and disengaged.
The result? Frustrating cost overruns, slipping deadlines, a demoralised team, and ultimately, a digital transformation that just collapses under its own weight, failing to deliver on its big promises.
Not Just a Horror Story | The Unhappy Path IRL

A classic example of an “Unhappy Path” is Hershey’s ERP implementation in the early 2000s. They tried to push a complex ERP system through in a super ambitious 30-month window, right around their crucial Halloween season. This rushed approach meant very little user involvement, insufficient training for employees, and a whole heap of system bugs. The “why” wasn’t effectively communicated, and leadership simply wasn’t hands-on enough to prevent critical errors. The lack of robust change management and a proper communications plan meant employees were basically handed a new system without being prepared or involved. The outcome? Delayed deliveries and significant financial losses.
CCS | Your Friendly Guide to The Happy Path — and Fixing the Detours
At Change Consulting Scotland, we’ve spent over 30 years helping our clients find “The Happy Path” to digital transformation. Our three decades of hands-on experience in business, people, and technology change mean we truly get that successful transformation isn’t just about the gadgets; it’s about seamlessly weaving together your strategy, your systems, and most importantly, your incredible people.

We work hand-in-hand with your leadership and implementation teams from the very beginning, guiding you through detailed process mapping, defining clear “As-Is” and “To-Be” states, and setting up solid programme management frameworks. Critically, we embed change management principles right from day one, helping you articulate that “why,” share your vision, build your network of internal champions, and ensure your leadership truly sponsors the transformation through a well-crafted communications plan.
But what if you find your project has already veered onto “The Unhappy Path”? Don’t throw in the towel! Our Project Recovery services are specifically designed for these moments. We can jump in, quickly assess what’s gone wrong — often spotting those crucial gaps, be it in leadership engagement, a missing communications plan, inadequate tools and training, or team buy-in — and then swiftly implement targeted interventions to get things back on track. We’ll help you regain clarity, define achievable goals, and put the necessary change management strategies in place to rescue your digital transformation initiatives. We’re here to partner with your leadership and implementation teams, helping you steer those outcomes back to where they should be.
Don’t let your digital transformation project become another cautionary tale. Take the proactive step towards a truly successful, sustainable future for your organisation.
Ready to ensure your next big change initiative follows The Happy Path? Book a free, no-obligation 30-minute chat with Change Consulting Scotland today. Let’s chat about how we can help you achieve your transformation goals with confidence and a whole lot less stress!