Digital Transformation: 5 Expert Tips For A Successful Strategy

5 Tips For A Successful Digital Transformation Strategy

We live in a fast-paced digital landscape, one where technologies and customer expectations are rapidly advancing. All these are driving businesses of all sizes to digitally transform. As such, it’s no surprise that 93% of businesses plan to or have already implemented a digital-first business strategy.

At its core, digital transformation is using technologies like cloud computing, AI, mobility, automation, and more to improve your business processes and customer experiences. So, digital transformation can and will help your company thrive.

But without the right strategy and planning tailored to your specific needs, all these digital efforts may not have a positive outcome. 

So, below you can find our expert tips to make sure your technology investments and initiatives drive real impact. Whether you are part of a startup or a medium-sized company owner, you can follow this guide to build a winning digital transformation roadmap.

First, let’s define what is a digital transformation strategy

According to Wikipedia, digital transformation is “the process of adoption and implementation of digital technology by an organization in order to create new or modify existing products, services and operations by the means of translating business processes into a digital format.”

What does this mean from an IT perspective? Digital transformation is about adopting new technology or updating your current technology environment to make your business processes more efficient, insightful, and customer-focused. This can mean small tech upgrades or full digital modernization across all your systems.

To do all these, and integrate or adopt technologies like cloud computing, AI, the Internet of Things, mobility, etc., you need a digital transformation strategy  – a step-by-step plan your IT team needs to follow.

And these are our five expert tips for an effective digital transformation strategy.

1. Start by defining your goals and KPIs

For a successful digital transformation just like for every new big project, you need to first understand what are your goals. What do you want to achieve with this IT digital transformation? 

Among the most crucial questions you need to ask yourself and your team are the following:

  • What challenges or pain points are we trying to solve? Do we want to migrate to the cloud? Or maybe we want to improve our overall cyber security?
  • How will this digital transformation project benefit our business, team and customers? 
  • What are the key performance indicators (KPIs) that will help us measure success? Where do we want this journey to take us?

For example, if ransomware attacks are frequently disrupting your operations, set a goal to reduce incidents by 50% year-over-year. If your challenge has to do with poor collaboration that affects productivity, target a 20% improvement in team task completion rates.

With goals set, identify KPIs that can actually track your progress toward achieving these goals. So, to track ransomware reduction, maybe monitor attack frequency monthly? For collaboration, consider metrics like cross-team work completion rates.

Of course, these are just some ideas, but you get the point. Solid goals and KPIs enable you to regularly assess if your new digital initiatives are actually working. They ensure every technology and process change brings value to your business. Now, that you know where you want to arrive, you can start charting how to actually get there.

Read more: 6 Powerful Reasons To Move Your Business To The Cloud In 2023

2. It’s time to analyze your current tech environment

Before starting on any type of digital transformation journey, you have to take a closer look at your existing IT infrastructure. Find out what’s working well, what needs improvement, and what should be replaced or upgraded. What are your strengths and weaknesses?

So, think about factors like data security, scalability, and integration capabilities. Make a list of your current software, hardware, and cloud solutions and analyze them against competitors and digital best practices. This will help you find out potential gaps and areas for improvement. You should also interview your team to find out pain points.

Of course, all this tech assessment has to align with your goals and KPIs from the first point. For example, if your business had many data breaches, what security tools and techniques would you need to add to ensure the safety of your data? Are these hardware or software components? Does it have to do with cloud computing?

Also, you need to keep in mind that any new or updated technology you want to add has to be compatible and integrate with your existing IT infrastructure. Trust us, you don’t want to have new tools or features that don’t work with your current setup. This is every IT team’s worst nightmare.

Digital transformation best practices

3. Understand your cyber security needs

Even though adding new technology will bring lots of benefits to your business and team, it can also mean increased cyber security risks like data breaches and ransomware. Recent trends show a rise in cyber attacks mostly targeting major companies. So, even if your business is small or medium-sized, you need to protect your data too. 

How can you safeguard your digital transformation? Well, start by first understanding your cyber security environment. In many cases, the reasons why a data breach happens have to do with inefficient basic security precautions and no employee training.

So, it’s critical to implement strong measures into your strategy before deploying any new technology. Here are some of the key areas you need to include:

– Vendor and partner management: Adding more technologies means more vendors and partners, so you need to implement strong rules for evaluating third-party cyber risks during onboarding and assessments. For example, you should have your partners sign security SLAs.

– Device management: With a distributed workforce, more devices will access company data. 

So, set policies for securing corporate laptops, phones, tablets and IoT devices. Keep an inventory list of device inventories so that you can promptly remove access when employees leave the company.

– Access controls: Control the access to your data and applications with strong policies like giving admin permissions only to the right people. Use multi-factor authentication and single sign-on to prevent compromised credentials. And don’t forget to update all your software to their latest versions. 

– Staff training: As we keep on saying on this blog, your team is your first line of defense. Make sure you train everyone on the latest cyber security best practices so that they can recognize threats like phishing.

Read more: Top Cyber Security Trends You Need To Know

4. Next, involve key stakeholders and choose digital leaders

Digital transformation is not just an IT project; it’s actually a company-wide effort. This means you have to involve key stakeholders from various departments in the planning and execution of your strategy. This can include people from marketing, sales, customer service, or finance.

It’s key that digital transformation solves the unique needs or problems of each department, that’s why you should listen and involve different stakeholders from different departments. If you do all these, your whole team is more likely to support these changes.

Now, if your company has multiple departments check which managers already support digitization and give them responsibility for educating their colleagues, and implementing new workflows. These can become your digital leaders and they can be essential for the success of your transformation strategy by spreading their knowledge and mindset.

5. Invest in internal communication strategies and training

As we already hinted above, the success of your digital transformation strategy is highly connected with how ready your team is for this. 

And it all starts with communication. With so many changes happening, consistent communication is essential to keep your team motivated and working together. 

Here are some best practices:

  • Give your team access to the transformation roadmap. This provides transparency and will help them understand the “why” behind changes and also be prepared for what’s next.
  • Train employees proactively as new systems roll out. This could include training on new software, data analytics, cybersecurity best practices, and more.
  • Make space for collaboration and feedback. Your team may have valuable insights on how to best use these new technologies.
  • Use multidirectional communication channels like email, intranet portals, and team messaging apps to remind them about the key points and steps in the digital transformation journey.
  • Keep an eye on the help desk to spot growing pains with new solutions. Address these issues quickly with training materials or online practice platforms where employees can discuss challenges.

Once you do all these, your team will gain the necessary skills and trust to use these new technologies effectively. 

As change can be confusing and sometimes met with resistance, we also recommend implementing a change management plan that addresses your team’s concerns, communicates the benefits of the transformation, and supports a positive attitude toward change.

Digital transformation strategy tips

Bonus tip: Set a clear timeline

Having a clearly defined timeline is crucial for complex projects like digital transformation. It all becomes even more challenging without a well-defined structure that includes timelines.

These are some of the ways a clear timeline can help with:

  • Smooth deployments as all your teams will be in sync; this will prevent surprises, and confusion, keeping them aligned.
  • A well-defined plan for rollout sequences so that your team knows what to expect and has enough time to prepare effectively.
  • ​​Productivity issues; this be avoided by ensuring that your team has access to necessary technology upon arrival at the office.
  • Keeps leadership informed and in agreement on the progress made.
  • Allows enough time for training, testing, and contingency planning.
  • Minimizes frustration by showing how all the different elements work together to achieve bigger objectives.

Having a clear timeline in place allows everyone involved to manage and coordinate the different moving parts of this major project. 

For all these reasons and more, we believe it’s a must to share the project roadmap with your entire team so that everyone can understand how their contributions can help drive the change.


Let’s sum up what an effective digital transformation strategy should include:

  • Your objectives; do you want to boost sales, cut costs, or improve security?
  • Your current tech; which specific technologies or solutions do you need to implement?
  • Resources and solutions needed for a better-defined cyber security strategy. 
  • Key stakeholders and digital leaders from various departments included in the planning and execution of the strategy.
  • Consistent communication and proactive training to help your team gain the necessary skills for these new technologies.
  • A clear timeline with significant milestones to keep your entire team informed.

We know that no technology project comes without challenges, but if you and your team follow these best practices you’re on the right path to a successful transformation journey. And remember, digital transformation is not a one-time project but an ongoing process. 

If your IT team is not equipped for such a complex project, or you just need extra help, we’re here for you. Let’s start building your digital future together!