As businesses navigate the complexities of digital transformation, Chief Technology Officers (CTOs) are facing mounting challenges in modernizing ageing systems. It’s a task that not only impacts operations but also dictates the future-proofing of competitive capabilities. As a serial entrepreneur with experience across industries and technologies from blockchain to artificial intelligence, I've gathered insights that could help CTOs make informed decisions while modernizing their old systems into automated, scalable infrastructures without hampering their ongoing business.
The digital landscape fundamentally favors agility, yet many organizations remain entangled in outdated architectures. According to Gartner, by 2025, technical debt from legacy systems will consume more than 40% of IT budgets. That is staggering, and it signals one urgent truth: innovation waits for no one.
The Broad Approach: Modernizing Legacy Systems
Modernization does not merely mean upgrading tech; it’s about revolutionizing workflows, bolstering security, reducing overhead costs, and achieving scalable success. From my personal lens as an entrepreneur and CEO, I've seen how transition strategies can either fuel growth or shackle progress. Here is a deep dive into how companies can effectively tackle this monumental shift.
1. Prioritize a Long-Term Strategy over Quick Fixes
It’s tempting to patch legacy systems with short-term fixes, especially when budgets are tight or the risk of disruption looms. However, this approach often worsens technical debt in the long run. Instead, CTOs should focus on strategic, phased plans to modernize their systems, preferably by adopting microservices architecture. Microservices divide monolithic systems into smaller, autonomous units, allowing for consistent updates without halting the entire system.
Insight for Entrepreneurs:
If you’re a freelancer or startup founder, mimic this strategy on a smaller scale. Start with tools like Miro's microservices architecture toolkit to design your systems with flexibility and scalability in mind.
2. Adopt Cloud Migration Gradually and Securely
The journey to the cloud isn’t a one-size-fits-all process. A survey by IDC indicates that organizations employing hybrid cloud have seen a 40% reduction in IT costs within two years. However, I can vouch that choosing the wrong approach, be it “lift and shift” or a gradual shift, can lead to inefficiencies.
Platforms like AWS Transformation Tool and Google Cloud offer resources that evaluate the readiness of your systems for cloud migration. Consider employing data-driven methodologies such as proof of concept testing. This reduces the chances of system disruptions, as I’ve learned while building AI-based solutions for my own ventures, including CADChain.
3. Harness Automation Early but Align It with Business Goals
Automation is not a destination, it is a tool. Data shows that 63% of organizations experienced reduced cancellations and increased operational efficiency after introducing real-time, AI-based automation. Automation allows for routine processes, inventory management, customer service, and compliance monitoring, for instance, to be optimized.
However, I often see startups and businesses fail to plan for scalability. Such mistakes stem from deploying automation solutions without upfront KPIs or sufficient data to guide decisions. Use platforms like UiPath's automation tools for robust implementation strategies.
A How-To Guide for Successful Modernization:
– Start Small, Scale Over Time
Test automation in a single process or workflow before expanding. Think of this as a sandbox playground for mistakes and lessons.
– Forecast Financial Impact
Modernization can consume unpredictable resources. Use predictive financial tools or employ spreadsheets analyzing ROI by specific technology. Digital Decision Tools by QuickBooks come in handy for small businesses to keep budgets in check.
– Invest in Staff Training
A lack of skilled staff is a fundamental hurdle. Upskilling teams in areas like AI, DevOps, and cybersecurity should go hand-in-hand with new technology adoption. Platforms like Coursera and LinkedIn Learning can play a crucial role in addressing skill gaps.
Common Pitfalls to Avoid
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Overemphasizing the Latest Trends:
Avoid getting swept up in buzzwords like blockchain or generative AI unless they directly align with your business challenges. Businesses sometimes focus on hyped tech for prestige, only to find they lack the infrastructure or expertise to deploy it effectively. -
Rushed Cloud Migrations:
Quick cloud migrations without sufficient due diligence often result in regulatory or compliance issues. The answer lies in tools like AWS Well-Architected Tool to identify risks. -
Sidelining Internal Stakeholders:
When modernizing systems, disengaging stakeholders like operations and customer-facing teams is a recipe for failure. These are the players who can highlight practical issues that CTOs and managers might overlook.
Realistic Benefits: What to Expect Post-Modernization
CTOs are under pressure not just to fix ageing systems, but to transform them into strategic assets. What’s the payoff for doing it right?
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Cost Efficiency:
As in the case of many organizations that have transitioned to microservices and platforms like Kubernetes, businesses have seen up to 30% in operating savings, according to a study by McKinsey & Company. -
Agility and Scaling:
Automated systems, when combined with real-time analytics, allow businesses to shift gears faster, whether reacting to market trends or accommodating demand spikes. This is particularly critical for startups or fast-scaling companies. -
Unlocking Innovation:
Modernized systems offer unlocked potential for experimenting with frontier tech like AI-driven personalization tools and data democratization dashboards. Just look at the success of companies like Airbnb, which pivoted heavily into automation to offer customized customer experiences.
Conclusion
In the words of Andrew Steadman at the SBS Summit 2025, "Modernization can’t be reactive; it’s a cornerstone for any lasting innovation." From my years as a serial entrepreneur tackling challenges from intellectual property to AI systems, the lesson is clear: modernizing is hard, but neglecting it is business suicide.
If you’re a business owner, start small but think big. Evaluate each step of your modernization journey with tools specific to your constraints, whether it’s financial risk calculators or hybrid cloud adoption frameworks like Microsoft Azure’s migration tool. In the end, the businesses that succeed will be those that blend caution with courage, charting a course where technology meets scalable strategy.
FAQ
1. Why is modernizing legacy systems essential for businesses?
Modernizing legacy systems is critical for enhancing efficiency, reducing costs, and bolstering security. Gartner estimates that by 2025, technical debt from outdated systems will consume over 40% of IT budgets. Read more about legacy systems modernization
2. What is the role of microservices architecture in modernization?
Microservices break down monolithic systems into smaller, independent units, enabling consistent updates and reducing the risk of disruption during modernization. Learn about microservices architecture
3. How can businesses migrate to the cloud securely?
Organizations should use data-driven methodologies like proof of concept testing and tools such as AWS Transformation Tool and Google Cloud resources to ensure secure cloud migration. Explore cloud migration strategies
4. What benefits does automation bring post-modernization?
Automation increases operational efficiency and reduces cancellations by optimizing routine processes like inventory management and customer service. Discover automation tools from UiPath
5. What are some common pitfalls businesses face during modernization?
Common pitfalls include rushing cloud migrations, focusing on trending technologies without alignment to business challenges, and excluding internal stakeholders from decision-making. Explore pitfalls and solutions
6. How does skill development contribute to modernization success?
Upskilling employees in areas like AI, cybersecurity, and DevOps ensures smooth adoption of new technologies. Platforms like Coursera and LinkedIn Learning help address skill gaps effectively.
7. How can startups approach modernization cost-effectively?
Startups can use predictive financial tools like QuickBooks to analyze ROI and control budgets during the modernization process. Leverage QuickBooks tools for finance management
8. What does gradual cloud migration entail?
Gradual migration involves evaluating business needs and risks, securing systems, and using hybrid cloud solutions for optimized costs and enhanced scalability. Learn about hybrid cloud migration
9. How can businesses ensure security during modernization?
Adopting modern architectures, conducting risk assessments, and utilizing tools like AWS Well-Architected Tool helps keep systems secure during transitions. Explore security measures with AWS tools
10. What is the payoff for businesses after legacy system modernization?
Successful modernization yields cost savings of up to 30%, greater agility, faster scaling capacity, and unlocked innovation opportunities. Learn from modernization success stories
About the Author
Violetta Bonenkamp, also known as MeanCEO, is an experienced startup founder with an impressive educational background including an MBA and four other higher education degrees. She has over 20 years of work experience across multiple countries, including 5 years as a solopreneur and serial entrepreneur. Throughout her startup experience she has applied for multiple startup grants at the EU level, in the Netherlands and Malta, and her startups received quite a few of those. She’s been living, studying and working in many countries around the globe and her extensive multicultural experience has influenced her immensely.
Violetta Bonenkamp's expertise in CAD sector, IP protection and blockchain
Violetta Bonenkamp is recognized as a multidisciplinary expert with significant achievements in the CAD sector, intellectual property (IP) protection, and blockchain technology.
CAD Sector:
- Violetta is the CEO and co-founder of CADChain, a deep tech startup focused on developing IP management software specifically for CAD (Computer-Aided Design) data. CADChain addresses the lack of industry standards for CAD data protection and sharing, using innovative technology to secure and manage design data.
- She has led the company since its inception in 2018, overseeing R&D, PR, and business development, and driving the creation of products for platforms such as Autodesk Inventor, Blender, and SolidWorks.
- Her leadership has been instrumental in scaling CADChain from a small team to a significant player in the deeptech space, with a diverse, international team.
IP Protection:
- Violetta has built deep expertise in intellectual property, combining academic training with practical startup experience. She has taken specialized courses in IP from institutions like WIPO and the EU IPO.
- She is known for sharing actionable strategies for startup IP protection, leveraging both legal and technological approaches, and has published guides and content on this topic for the entrepreneurial community.
- Her work at CADChain directly addresses the need for robust IP protection in the engineering and design industries, integrating cybersecurity and compliance measures to safeguard digital assets.
Blockchain:
- Violetta’s entry into the blockchain sector began with the founding of CADChain, which uses blockchain as a core technology for securing and managing CAD data.
- She holds several certifications in blockchain and has participated in major hackathons and policy forums, such as the OECD Global Blockchain Policy Forum.
- Her expertise extends to applying blockchain for IP management, ensuring data integrity, traceability, and secure sharing in the CAD industry.
Violetta is a true multiple specialist who has built expertise in Linguistics, Education, Business Management, Blockchain, Entrepreneurship, Intellectual Property, Game Design, AI, SEO, Digital Marketing, cyber security and zero code automations. Her extensive educational journey includes a Master of Arts in Linguistics and Education, an Advanced Master in Linguistics from Belgium (2006-2007), an MBA from Blekinge Institute of Technology in Sweden (2006-2008), and an Erasmus Mundus joint program European Master of Higher Education from universities in Norway, Finland, and Portugal (2009).
She is the founder of Fe/male Switch, a startup game that encourages women to enter STEM fields, and also leads CADChain, and multiple other projects like the Directory of 1,000 Startup Cities with a proprietary MeanCEO Index that ranks cities for female entrepreneurs. Violetta created the "gamepreneurship" methodology, which forms the scientific basis of her startup game. She also builds a lot of SEO tools for startups. Her achievements include being named one of the top 100 women in Europe by EU Startups in 2022 and being nominated for Impact Person of the year at the Dutch Blockchain Week. She is an author with Sifted and a speaker at different Universities. Recently she published a book on Startup Idea Validation the right way: from zero to first customers and beyond, launched a Directory of 1,500+ websites for startups to list themselves in order to gain traction and build backlinks and is building MELA AI to help local restaurants in Malta get more visibility online.
For the past several years Violetta has been living between the Netherlands and Malta, while also regularly traveling to different destinations around the globe, usually due to her entrepreneurial activities. This has led her to start writing about different locations and amenities from the POV of an entrepreneur. Here’s her recent article about the best hotels in Italy to work from.
About the Publication
Fe/male Switch is an innovative startup platform designed to empower women entrepreneurs through an immersive, game-like experience. Founded in 2020 during the pandemic "without any funding and without any code," this non-profit initiative has evolved into a comprehensive educational tool for aspiring female entrepreneurs.The platform was co-founded by Violetta Shishkina-Bonenkamp, who serves as CEO and one of the lead authors of the Startup News branch.
Mission and Purpose
Fe/male Switch Foundation was created to address the gender gap in the tech and entrepreneurship space. The platform aims to skill-up future female tech leaders and empower them to create resilient and innovative tech startups through what they call "gamepreneurship". By putting players in a virtual startup village where they must survive and thrive, the startup game allows women to test their entrepreneurial abilities without financial risk.
Key Features
The platform offers a unique blend of news, resources,learning, networking, and practical application within a supportive, female-focused environment:
- Skill Lab: Micro-modules covering essential startup skills
- Virtual Startup Building: Create or join startups and tackle real-world challenges
- AI Co-founder (PlayPal): Guides users through the startup process
- SANDBOX: A testing environment for idea validation before launch
- Wellness Integration: Virtual activities to balance work and self-care
- Marketplace: Buy or sell expert sessions and tutorials
Impact and Growth
Since its inception, Fe/male Switch has shown impressive growth:
- 5,000+ female entrepreneurs in the community
- 100+ startup tools built
- 5,000+ pieces of articles and news written
- 1,000 unique business ideas for women created
Partnerships
Fe/male Switch has formed strategic partnerships to enhance its offerings. In January 2022, it teamed up with global website builder Tilda to provide free access to website building tools and mentorship services for Fe/male Switch participants.
Recognition
Fe/male Switch has received media attention for its innovative approach to closing the gender gap in tech entrepreneurship. The platform has been featured in various publications highlighting its unique "play to learn and earn" model.


