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Gurpreet Singh

Founder/CTO at DiggFull

Chandigarh, India

I am Gurpreet Singh, a seasoned Chief Technology Officer (CTO) and Chief Information Security Officer (CISO) with over 20 years of versatile experience in the technology industry. My expertise spans cloud computing, information security, software development, IT strategy consulting, and leadership. Currently, I serve as the CTO and CISO at DiggFull, where I drive innovation, implement scalable cloud solutions, and ensure robust cybersecurity frameworks for businesses.

Throughout my career, I have worked on diverse projects that involve modernizing IT infrastructure, building secure software solutions, and crafting technology strategies that align with business goals. I have mentored numerous tech professionals and aspiring leaders, fostering a culture of growth and innovation in the teams I've led.

I am deeply committed to sustainable technology practices and am currently pursuing a doctorate in sustainable cloud computing. My goal is to contribute to creating environmentally conscious cloud solutions that are both scalable and efficient.

As a thought leader, I actively share insights on leadership, cybersecurity, and the future of technology through articles and talks. I am passionate about mentoring others and making a meaningful impact in the world by empowering businesses to thrive in the digital age.

Available For: Advising, Authoring, Consulting, Influencing
Travels From: New Delhi

Gurpreet Singh Points
Academic 1
Author 54
Influencer 21
Speaker 0
Entrepreneur 43
Total 119

Points based upon Thinkers360 patent-pending algorithm.

Thought Leader Profile

Portfolio Mix

Company Information

Company Type: Service Provider
Minimum Project Size: $5,000+
Average Hourly Rate: $50-$99
Number of Employees: 11-50
Company Founded Date: Undisclosed

Areas of Expertise

AI 30.01
Cloud 33.99
Cybersecurity 33.72
DevOps
Digital Transformation 30.01
EdTech
Generative AI
IoT 30.02
IT Leadership 39.91
IT Operations
IT Strategy 35.62
Leadership 30.03
Lean Startup
Management
RPA
Security 30.11
Startups 30.07
Sustainability

Industry Experience

Agriculture & Mining
Consumer Products
Financial Services & Banking
Healthcare
Higher Education & Research
Hospitality
Other
Retail
Travel & Transportation

Publications

1 Academic Course
Doctorate in Cloud Computing
Research Scholar at SSBM Geneva
July 19, 2022

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Tags: Cloud, Cybersecurity

48 Article/Blogs
383 Designing What Lasts: How Great Leaders Reimagine Ownership, Innovation, and Legacy with Alfredo De Massis
Substack
April 24, 2025
As generative AI tools increasingly automate code-writing tasks, the traditional role of software developers is undergoing a profound transformation. While coding skills remain essential, developers must now emphasize broader competencies—problem-solving, clear communication, ethical oversight, and adaptability—to remain effective and relevant in a rapidly evolving industry

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Tags: Cloud, Cybersecurity, Leadership

Leading from Afar: Mastering the Art of Virtual Team Management
Import from wordpress feed
April 11, 2025
Discover proven strategies to foster collaboration, productivity, and trust in your remote workforce. Learn how to adapt, connect, and inspire in today’s virtual work environment.

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Tags: Cloud, Cybersecurity, IT Leadership

From Manager to Visionary: What It Truly Takes to Lead at Every Level
Import from wordpress feed
April 06, 2025
Climbing the corporate ladder might look glamorous, but each rung demands a whole new mindset. Are you ready to shift from executor to visionary? Discover what it truly takes to lead.

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Tags: Cloud, Cybersecurity, IT Leadership

Measuring Success in Risk-Based Cybersecurity: From Compliance Checklists to Business Outcomes
Import from medium.com
March 28, 2025
As organizations pivot from traditional maturity-based cybersecurity frameworks to risk-based strategies, one question looms large: How do we measure success?For years, cybersecurity teams have relied on metrics like “95% patch compliance” or “number of vulnerabilities closed” to gauge effe

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Tags: Cloud, Cybersecurity, IT Leadership

How to Implement a Risk-Based Approach: A 5-Step Blueprint
Import from medium.com
March 26, 2025
In the ever-evolving world of cybersecurity, adopting a risk-based approach is no longer a luxury — it’s a necessity. Traditional, one-size-fits-all security frameworks are often inefficient, leading organizations to waste resources on controls that don’t align with their unique threat lan

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Tags: Cloud, Cybersecurity, IT Leadership

The Case for Risk-Based Cybersecurity
Import from medium.com
March 23, 2025
Why Traditional Maturity Models Are Falling ShortFor over a decade, many organizations have relied on “maturity-based” cybersecurity frameworks to guide their security strategies. These frameworks, often rooted in predefined benchmarks and compliance checklists, have served as the foundation fo

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Tags: Cloud, Cybersecurity, IT Leadership

The Silent Mass Exodus in Tech (And How to Stop It)
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March 23, 2025
Why Your Engineers Aren’t Coding—They’re Updating Their LinkedIn

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Tags: Cloud, Cybersecurity, IT Leadership

Compliance Isn’t Your Enemy—It’s Your Secret Weapon Against Cyber Extinction
LinkedIn
March 04, 2025
In 2023, Boeing’s $4.3B govt contract was nearly axed after auditors found 200+ compliance gaps in their Azure environment. The fix? They hired ex-hackers as “compliance architects” to rebuild controls with devs—not against them. Contracts saved. Agility intact.

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Tags: Cloud, Cybersecurity, IT Leadership

Shift-Left Security Isn’t Slowing You Down—Your Bug Backlog Is
LinkedIn
March 03, 2025
The 2017 Equifax breach stemmed from a vulnerability that could’ve been caught during coding—not in a pentest. Fast-forward to 2024: 78% of critical flaws are still found post-deployment (Veracode Report). Shift-left isn’t a buzzword. It’s a $20M lesson.

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Tags: Cloud, Cybersecurity, IT Leadership

Why Green IT Isn’t Just a Trend—It’s Survival
Import from wordpress feed
February 26, 2025
Don’t wait for regulators to knock.

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Tags: Cloud, Cybersecurity, IT Leadership

AI vs. Developers: Why the Hype is Missing the Real Revolution
Medium
February 24, 2025
Why? Because while the code worked, it lacked scalability, ignored critical edge cases, and created security holes only humans spotted. This story isn’t unique — it’s a microcosm of AI’s paradoxical role in software development. Let’s cut through the noise.

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Tags: Cloud, Cybersecurity, IT Leadership

Agentic AI in Healthcare: The Unseen Revolution (and Its Invisible Risks)
Import from wordpress feed
February 23, 2025
Who’s Really Calling the Shots?

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Tags: Cloud, Cybersecurity, IT Leadership

Microservices vs Monoliths: Picking the Right Architecture
Dzone
February 21, 2025
You’re building a new application, and suddenly, you’re stuck in an endless debate: microservices or monolith? It’s the software equivalent of choosing between a Swiss Army knife and a specialized toolkit. Both get the job done, but the wrong choice could mean wasted time, budget, or technical debt. Having guided teams through both architectures for over a decade, here’s my no-BS take on the tradeoffs — and how to avoid regrets.

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Tags: Cloud, Cybersecurity, IT Leadership

Why Vulnerability is the New Operating System for Tech Leadership
Import from medium.com
February 08, 2025
How Microsoft, Shopify, and Notion are Rewriting the Rules of Power in the Age of AIThe Myth of the Unshakable Tech Leader is DeadIn 2023, Microsoft’s AI ethics team overlooked a critical bias flaw in a healthcare algorithm. Instead of firing engineers or launching a PR offensive, CEO Satya Nade

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Tags: Cloud, Cybersecurity, IT Leadership

Ransomware 3.0: The Evolution of Cyber Extortion and How to Fight Back in 2025
Import from medium.com
February 08, 2025
Why outdated defenses are fueling a $30B crisis — and the playbook to turn the tideContinue reading on Medium »

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Tags: Cloud, Cybersecurity, IT Leadership

The Impact of Quantum Computing on Cybersecurity: How the "Qubit Revolution" Will Redefine Security
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February 08, 2025
Why Your Encrypted Data Might Be at Risk Sooner Than You Think

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Tags: Cloud, Cybersecurity, IT Leadership

Implementing Zero Trust Architecture: A Practical Guide for Organizations
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February 07, 2025
How to Secure Your Business Like a Fortress (Without the Moats)

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Tags: Cloud, Cybersecurity, IT Leadership

Cloud Security Best Practices for Small Businesses: A CTO’s Guide to Avoiding Disaster
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February 06, 2025
How to Protect Your Business Without Hiring a Full-Time IT Army

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Tags: Cloud, Cybersecurity, IT Leadership

Creating a Culture of Accountability Without Micromanagement
Import from medium.com
November 24, 2024
Accountability is critical in any organization — it ensures tasks are completed, goals are met, and team members take ownership of their responsibilities. However, too often, accountability is confused with micromanagement, which can lead to distrust, low morale, and a lack of creativity. So h

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Tags: Cloud, Cybersecurity, IT Leadership

The Challenges and Implications of OpenAI’s Financial Struggles and AI’s Societal Impact
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November 24, 2024
The Cost of Leading AI Development

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Tags: Cloud, Cybersecurity, IT Leadership

Bridging the Gap: Humanizing Technology Through Emotional Intelligence
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October 29, 2023
Enhancing Human Connections in the Digital Era: A Deep Dive into Emotional Intelligence in Tech

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Tags: Cloud, Cybersecurity, IT Leadership

The Timeless Wisdom of Sun Tzu: A Comprehensive Guide to Strategic Business Mastery
Import from medium.com
October 27, 2023
In our fast-paced business world, I’ve often found myself reflecting on the core principles that drive success. While the landscape keeps changing, certain foundational strategies remain ever-relevant. Over the years, I’ve distilled these insights, drawing from various experiences and observatio

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Tags: Cloud, Cybersecurity, IT Leadership

Bridging Ancient Wisdom with Modern Business: The Principle of Proactive Strategy in Business
Import from medium.com
October 27, 2023
1. Anticipating Moves: Sun Tzu often speaks about the importance of anticipating the enemy’s moves and being several steps ahead. In the business realm, this translates to proactive strategy — forecasting market trends, anticipating customer needs, and preparing for competitive actions. Comp

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Tags: Cloud, Cybersecurity, IT Leadership

Bridging Ancient Wisdom with Modern Business: The Principle of Unity and Collaboration in Business…
Import from medium.com
October 27, 2023
Bridging Ancient Wisdom with Modern Business: The Principle of Unity and Collaboration in Business Strategy1. The Strength of Unity: Sun Tzu often highlights the power of a united front in warfare. A cohesive and aligned army can achieve objectives more effectively than a fragmented one. In the bus

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Tags: Cloud, Cybersecurity, IT Leadership

Bridging Ancient Wisdom with Modern Business: The Principle of Strategic Positioning in Business…
Import from medium.com
October 27, 2023
Bridging Ancient Wisdom with Modern Business: The Principle of Strategic Positioning in Business Strategy1. The Significance of Positioning: Sun Tzu often speaks about the importance of positioning in warfare, emphasizing the strategic advantage of being in the right place at the right time. In bus

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Tags: Cloud, Cybersecurity, IT Leadership

1 Author Newsletter
Bytes of Insights
Substack
June 01, 2023
Bytes of Insights is a no-nonsense newsletter for tech leaders, engineers, and business professionals. Covering leadership, cloud computing, software development, cybersecurity, and team motivation—delivered in simple, practical, and actionable insights. No jargon, just real-world experience in every issue.

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Tags: Cloud, IT Leadership, IT Strategy

2 Founders
Diggfull
diggfull
February 01, 2018
In the ever-evolving digital realm, DiggFull emerged from a spark: the potential of hyper-scalable cloud deployed solutions waiting to revolutionize the way businesses operate.

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Tags: Cloud, Cybersecurity, IT Leadership

Co-Founder at Enterprise Mobility Xperts Pvt. Ltd.
Department of Corporate Affairs, India
May 11, 2013

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Tags: Cloud, Cybersecurity, IT Strategy

3 Influencer Awards
Asia Leadership Awards
The Leadership Federation
November 30, 2024
The 5th Asia Leadership Awards, organized by the Leadership Federation, took place at the Radisson Blu International Airport Hotel in Mumbai, India. This prestigious event recognized exceptional leaders and organizations whose innovative contributions are transforming industries and driving progress across Asia. The event hosted distinguished leaders, entrepreneurs, and innovators from across the region, honouring their outstanding contributions to diverse fields, including technology, sustainability, healthcare, and education

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Tags: Cloud, Cybersecurity, IT Leadership

Cloud Pioneer of the Year by ISMG
LinkedIn
October 01, 2024
I'm honored to receive this recognition from Trade Flock. It's been quite a ride since my early computer days, and I'm grateful for every step of the journey. This nod from Trade Flock means a lot – it's fuel for the fire to keep pushing boundaries in our fast-paced tech world.

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Tags: Cloud, Cybersecurity, IT Leadership

Presented By DIGITALCONFEX | Gurpreet Singh | Top 25 Exceptional Leader in IT
Youtube
February 29, 2024
DIGITALCONFEX is a premier conference and exhibition organization focused on delivering high-quality conference in the fields of IP, digital marketing, gaming, IT, automotive, and life sciences & healthcare. Our expert team brings together the best industry professionals, thought leaders, and innovators to share their insights, ideas, and experiences with attendees from all over the world. With our cutting-edge programming, hands-on workshops, and networking opportunities, our conference provide valuable insights, actionable strategies, and the latest trends and technologies that can help you succeed in your industry. Join us at DIGITALCONFEX and stay ahead of the competition with the latest developments and innovations in your field.

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Tags: Cloud, Cybersecurity, IT Leadership

5 Media Interviews
5th Asia Leadership Awards: Celebrating Excellence in Mumbai
ANI
December 05, 2024

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Tags: Cloud, Cybersecurity

Top 25 Exceptional Leaders in IT
LinkedIn
February 01, 2024
I'm truly grateful to have been recognized as one of the
"Top25 Exceptional leaders in IT" by DIGITALCONFEX. This accolade is not just a reflection of my journey but a testament of the unwavering support, insights, and encouragement I've received from friends, family, clients, mentors, and the broader community.

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Tags: Cloud, Cybersecurity, IT Leadership

Magazine 10 Best CTOs in India 2024
LinkedIn
February 01, 2024
His visionary leadership has not only propelled DiggFull to the forefront of the industry but also empowered clients to embrace the future through digital transformation and cloud computing. Under his guidance, businesses are not just keeping up; they're leading the charge in a rapidly evolving market!

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Tags: Cloud, Cybersecurity

iTech Magazine 2024
Digital Confex
January 01, 2024

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Tags: Cloud, Cybersecurity

10 Best CTOs in India 2024 Gurpreet Singh
Trade fFock
January 01, 2024

As the CTO and CISO at DiggFull, Gurpreet Singh brings over two decades of expertise in driving technological innovation and fortifying Information Security. Gurpreet’s leadership has positioned DiggFull and its clients as industry leaders by enhancing operational efficiencies through digital transformation, cutting-edge software development, cloud computing, and robust information security practices.

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Tags: Cloud, Cybersecurity, IT Leadership

1 Membership
Technology Business Management (TBM) Council
TBM
February 01, 2023
The Technology Business Management (TBM) Council is a nonprofit business entity dedicated to advancing the discipline of TBM through education, standards, and collaboration.

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Tags: Cloud, Cybersecurity, IT Leadership

Thinkers360 Credentials

5 Badges

Radar

3 Technologies
AI-Driven Autonomous Scientific Discovery

Date : February 17, 2025

AI is moving beyond automation and analytics into the world of scientific discovery, where machine learning models generate hypotheses, design experiments, and even make new scientific breakthroughs. This trend is being driven by advancements in self-supervised learning, generative AI, and robotic automation of lab work. Companies like DeepMind (AlphaFold) and IBM (Project Debater) have demonstrated early examples of AI-driven discoveries in protein folding and debate-based reasoning. The future of this technology could see AI autonomously leading research in material science, pharmaceuticals, and quantum physics.

Impact:

- Accelerated drug discovery and material science innovation
- Reduction in human bias in scientific research
- Democratization of scientific research through AI-driven labs

Risk Factors:

- Ethical concerns around AI ownership of discoveries
- Potential for AI-generated misinformation in scientific fields
- Dependence on AI-generated results without human validation

See Radar

Neuromorphic Computing: AI Inspired by the Human Brain

Date : February 17, 2025

Neuromorphic computing is an emerging field that aims to replicate the structure and function of the human brain to create energy-efficient, highly adaptable AI systems. Unlike traditional von Neumann architectures, neuromorphic chips use spiking neural networks (SNNs) that process information in a way similar to biological neurons. Companies like Intel (Loihi 2) and IBM are pioneering neuromorphic processors that could revolutionize AI efficiency, real-time learning, and edge computing.

Impact:

- AI systems that learn and adapt in real-time with minimal energy consumption
- Breakthroughs in robotics, autonomous systems, and real-time decision-making
- Next-generation computing architectures beyond Moore’s Law

Risk Factors:

- Hardware development challenges in neuromorphic chips
- Difficulty in programming and training SNNs at scale
- Ethical concerns around AI systems that mimic human cognition

See Radar

Quantum-Secure Cryptography for the Post-Quantum Era

Date : February 17, 2025

As quantum computing advances, current cryptographic standards face obsolescence due to quantum algorithms like Shor’s algorithm, which can break RSA and ECC encryption. Quantum-Secure Cryptography (QSC), also known as post-quantum cryptography (PQC), is an emerging field focused on developing encryption methods resistant to quantum attacks. The U.S. National Institute of Standards and Technology (NIST) is actively working on standardizing post-quantum cryptographic algorithms, and several organizations are already integrating QSC solutions.

Impact:

- Safeguarding sensitive data against quantum decryption threats
- Future-proofing financial transactions and government communications
- Ensuring security for blockchain and decentralized finance (DeFi)

Risk Factors:

- Complexity and computational overhead of quantum-secure algorithms
- Uncertainty in predicting the timeline for large-scale quantum threats
- Potential for disruption in current cybersecurity infrastructure

See Radar

Blog

5 Article/Blogs
Cybersecurity in the Age of Ubiquitous Data and AI: Building Defenses That Outpace Threats
Thinkers360
March 23, 2025

By 2025, cybercrime will cost the global economy $10.5 trillion annually—a figure surpassing the GDP of most nations. Yet, as businesses race to adopt cloud platforms, AI, and remote work tools, their defenses often lag behind. From the SolarWinds breach to AI-driven phishing farms, modern threats demand a paradigm shift in cybersecurity strategy. Here’s how organizations can pivot from reactive to proactive defense.


1. Data Accessibility: The Double-Edged Sword

The Risk:
The surge in cloud adoption (web hosting market to hit $183B by 2026) and remote work has centralized data into sprawling digital vaults. But centralized data is a bullseye:

  • SolarWinds’ Sunburst Hack (2020): Compromised 18,000+ organizations via a routine software update.
  • Hotel Chain Breach: Exposed 5M+ guest records through a misconfigured API.

The Solution:

  • Zero-Trust Architecture (ZTA): Treat every access request as a threat. Microsoft’s ZTA model reduced breach impact by 80% in hybrid environments.
  • Behavioral Analytics: Tools like Darktrace map normal user behavior, flagging anomalies (e.g., a finance director downloading R&D files at midnight).

Key Stat: 68% of breaches involve credential misuse (Verizon DBIR 2023).


2. AI vs. AI: The Cyber Arms Race

The Threat:
Cybercriminals now operate like Fortune 500 firms, leveraging AI to scale attacks:

  • Emotet Malware: Uses NLP to craft context-aware phishing emails (e.g., mimicking a CEO’s Slack tone).
  • Ransomware Surge: 148% spike in 2020, with AI automating victim targeting.

The Defense:

  • AI-Powered SOCs: Palo Alto’s Cortex XDR cuts threat detection time from hours to seconds.
  • Automated IAM: Okta’s AI-driven access reviews reduced insider threats by 44% at a Fortune 100 retailer.

Case Study: A European bank thwarted a deepfake CEO fraud attempt using AI voice biometrics.


3. Regulatory Gaps and the Talent Drought

The Challenge:

  • 3.5M Unfilled Cybersecurity Jobs by 2025 (ISC2).
  • Cross-Border Data Laws: GDPR fines hit $2.7B in 2023; China’s PIPL restricts data exports.

The Fix:

  • Embedded Security:
    • Secure SDLC: GitHub Advanced Security scans 90% of code vulnerabilities pre-deployment.
    • Software Bill of Materials (SBOM): Mandated by the U.S. Executive Order, SBOMs reveal supply chain risks (see Log4j crisis).
  • Infrastructure as Code (IaC): AWS CloudFormation enforces baseline security across hybrid clouds.

Stat: Companies using SBOMs saw 60% faster breach response (Gartner).


Future-Proofing: Three Steps to Over-the-Horizon Defense

  1. Validate Controls Quarterly: Pen-testing isn’t enough. Adopt MITRE ATT&CK simulations to mimic advanced adversaries.
  2. Refresh Cyber Roadmaps: Integrate AI threat intel tools like CrowdStrike’s Charlotte AI.
  3. Formal Review Programs: Establish a Cyber Governance Board (e.g., Cisco’s model) to audit strategies bi-annually.

Pro Tip: The NSA’s Cybersecurity Collaboration Center offers free frameworks for critical infrastructure.


The future of cybersecurity isn’t about building higher walls—it’s about predicting where the next ladder will appear. From Zero-Trust to AI-augmented SOCs, survival hinges on staying two steps ahead of adversaries who never sleep.

See blog

Tags: Cloud, IT Strategy, Security

Why AI Won’t Steal Developers’ Jobs (But Short-Sighted Companies Might)
Thinkers360
March 14, 2025

Let me tell you a story. A few years ago, I sat in a conference room with a product owner who insisted our hotel booking system should work “just like Expedia.” The problem? Expedia’s model didn’t fit our users, budget, or tech stack. My job wasn’t to code—it was to translate vague aspirations into actionable steps, ask the questions no one else considered, and go through the messy gap between “what we want” and “what’s possible.” That, in a nutshell, is why AI won’t replace developers anytime soon.

The Myth of the Self-Writing Code

Sure, tools like ChatGPT can generate code from a prompt. But here’s the catch: AI can’t decode human ambiguity. Writing a flawless specification—the kind that could theoretically automate programming—isn’t just about clarity. It’s about anticipating the unspoken, reconciling conflicting stakeholder visions, and adapting to shifting priorities. And as any developer knows, business requirements evolve faster than a startup’s free snack budget.

Imagine asking AI to “build a login feature.” Sounds simple, right? But what about edge cases? Forgotten passwords? Two-factor authentication for legacy systems? GDPR compliance? AI might spit out functional code, but without a human to ask, “What happens when X breaks?” or “How does this align with our long-term security roadmap?” you’re left with a ticking time bomb.

Developers: The Ultimate Translators

Our value isn’t in typing syntax—it’s in bridging two worlds. On one side: humans speaking English (or marketing jargon, or stakeholder wishlists). On the other: machines that demand precision. Code is just the byproduct of that translation.

Take my Expedia-inspired project. The real work wasn’t coding a calendar widget or payment gateway. It was:

  • Decoding why stakeholders fixated on Expedia (hint: they wanted perceived credibility, not a carbon copy).
  • Researching competitors they’d never heard of but could actually emulate.
  • Balancing “nice-to-haves” against technical debt and launch deadlines.

AI can’t do that. It can’t read a room, negotiate trade-offs, or invent creative solutions when the “ideal” path hits a wall.

The New Developer Playbook

AI isn’t the enemy—it’s the ultimate intern. Let it handle boilerplate code or debug routine errors. But the future belongs to developers who double as:

  1. Architects of Vision
    Systems don’t design themselves. Someone needs to ask, “Will this scale in 3 years?” or “Does this align with our company’s unspoken tech philosophy?”

  2. Ambiguity Tamers
    Stakeholders rarely know what they want until they see what they don’t want. Developers who can prototype, iterate, and educate—translating “make it pop” into actionable UI changes—will thrive.

  3. Collaboration Sherpas
    The hardest part of software isn’t the code—it’s aligning sales, engineering, and leadership. Developers who communicate like diplomats and think like strategists will always be in demand.

The Real Crisis No One’s Talking About

Here’s the irony: The biggest threat isn’t AI stealing jobs. It’s the industry’s failure to groom tomorrow’s talent. If AI automates the “grunt work” (think junior dev tasks), where do new developers learn? We can’t expect rookies to master system design or stakeholder management without first debugging CSS or wrestling with APIs.

Companies clinging to outdated onboarding—throwing juniors into code mines without mentorship—are setting themselves up for a talent famine. The fix? Pair AI with apprenticeship. Let juniors tackle AI-generated code, dissect its logic, and learn to critique it. Use AI as a teaching tool, not a replacement.

Adapt or Get Left Behind

To developers: Stop fearing AI. Lean into what makes you human—curiosity, creativity, and context. The best coders I know aren’t syntax experts; they’re problem-solving philosophers who thrive in the gray areas.

To employers: Invest in your people. Train them to think bigger, communicate clearer, and design smarter. If you treat developers as mere code factories, AI will replace them. But if you nurture their humanity, you’ll future-proof your team.

The code isn’t writing itself. And as long as humans keep dreaming up half-baked, ever-changing, gloriously ambiguous ideas, we’ll need developers to turn those dreams into reality. The only question is: Will your team be ready?

See blog

Tags: AI, IT Leadership, IT Strategy

Broadening Risks: Connected Devices and the Evolving Threat Scenario
Thinkers360
February 25, 2025

When I began focusing on network protection nearly twenty years ago, the job was largely about shielding servers and workstations. Now, technology has pushed us into an era where anything from industrial controllers to personal wearables can become a target. This shift expands the entryways available to malicious actors, making our daily work far more complex.

Studies project around 27 billion connected gadgets in operation by 2025. That projection signals an enormous rise in digital touchpoints that could be exploited if left unsecured. It is no longer enough to think about “traditional” networks when analyzing vulnerabilities; each small sensor or household appliance may become an unforeseen backdoor.


Hyperconnectivity in Action

On one memorable trip to a modern production center, I witnessed a fully connected assembly line. Automated machines communicated seamlessly on the local network, and the ventilation and lighting systems were likewise controlled through online portals. Even the coffee dispensers were part of an integrated system. On the surface, it looked convenient, but each connected piece represented a new path that attackers could use to slip past defenses.

We have already seen real-world attacks illustrate this point. The Mirai botnet attack in 2016 gathered thousands of compromised IoT cameras and routers to cripple a major DNS provider, shaking online access across the United States. The most unsettling detail in that episode was the simplicity of the intrusion—default passwords left untouched.

In healthcare, the stakes grow higher. IoT pacemakers, insulin pumps, and imaging tools keep patients safe and healthy. Security flaws in these devices can lead to outcomes far more severe than data compromise.


Hidden Gateways and Overlooked Data Flows

Sometimes, the greatest danger lies in areas organizations fail to monitor. A fintech uncovered an internet-connected heating and cooling system that had not been reviewed by the IT team. The vendor responsible for maintenance had placed it online so they could easily run diagnostics from anywhere, but they did not impose any security restrictions. That single oversight could have given attackers a hidden route into critical financial systems.

IoT technology can also endanger privacy. Many new devices collect more than operational data; they might record speech, track individual users, or log personalized metrics. While assessing an office’s “smart” collaboration system, I discovered that it recorded parts of employees’ discussions for third-party analytics. This practice was not documented in contracts or manuals, leading to serious legal and ethical questions.


Building a Safety-First Strategy

To handle the mounting risks that come with connected devices, the following framework has proved effective in my professional engagements:

  1. Discover Everything
    If you do not know a device exists, you cannot protect it. Regular scanning and asset inventories reveal what is active on your network. In nearly every security evaluation I have conducted, unidentified IoT units emerged—even in organizations known for strict policies.

  2. Segment with Purpose
    Think of segmentation like dividing a house into rooms with locking doors. Not everyone should enter sensitive zones. Network segmentation sets clear boundaries, mitigating the damage if one area is penetrated. In a healthcare project, subnetting isolated medical equipment from administrative workstations, minimizing the spread of threats.

  3. Adopt Structured Updating
    Servers often update automatically, but many IoT gadgets require manual patches. Plan these updates carefully to prevent downtime during critical operations. This includes establishing in-house guidelines for vendor firmware and creating assigned maintenance slots.

  4. Apply Strict Authentication
    Default or weak credentials are often enough to bring an entire system down. Insist on unique passwords for every device and consider token- or certificate-based methods for the units that handle sensitive data. This simple practice blocked several intrusion attempts in one large enterprise network I managed.

  5. Watch for Irregularities
    A defined baseline of normal network traffic provides a reference for spotting intrusions. AI-based detection can play a key part here, flagging abnormal data flow from devices that ordinarily have predictable communication patterns. When one retail chain applied an anomaly-monitoring solution, it caught a botnet attempting to add compromised devices to a criminal scheme.


AI’s Dual Nature

AI has become a central issue in cybersecurity. Attackers now automate vulnerability scans or create deepfake content to trick employees. Over time, they will refine these techniques to disguise malicious activity so effectively that humans alone will struggle to detect intrusions.

On the defensive side, AI-based platforms capable of analyzing significant amounts of data in near real time. These solutions excel at absorbing complex patterns across numerous devices, finding issues in hours instead of weeks. Yet they require careful tuning and constant oversight, as a false positive could lead to unnecessary downtime.

This double-edged nature of AI prompts an essential question: how do we harness it for secure coordination without giving opponents free rein to create more dangerous attacks? 

Connected devices are bringing enormous advantages, but they also create a wider zone for attack. Foresight, proactive scanning, disciplined management of credentials, and the judicious application of AI can shift the balance in your favor. Instead of blocking progress, security teams play a critical role in making sure advanced tools are used without inviting large-scale breaches.

See blog

Tags: Cloud, IoT, IT Leadership

7 Hard-Earned Lessons from a Multi-Company CTO: Beyond Code and Coffee
Thinkers360
February 17, 2025

After 20+  years steering tech teams through scaling, sell-offs, and the occasional dumpster fire, here’s what I wish I’d known sooner:

1. “Cutting-Edge” ≠ Business Value
Sometime ago, I pushed a blockchain solution for a logistics client. It failed. Why? Their core issue was outdated inventory software—not a lack of blockchain. Lesson: Solve today’s problems, not tomorrow’s fantasies.

2. Your Team > Your Tech Stack
A-star engineers with toxic egos sink companies. At a fintech startup, I prioritized cultural fit over GitHub commit counts. Result? A 40% drop in turnover. Hire for curiosity, not just coding trophies.

3. Failure is Data, Not Defeat
A crashed app launch cost us $50K—but exposed flawed QA processes. We rebuilt, adopting automated testing. Two years later, that same framework attracted a Fortune 1000 acquisition.

4. Speak Human, Not Python
CEOs care about ROI, not REST APIs. I once rephrased “latency reduction” as “faster checkout = 12% more sales.” Suddenly, budget approvals flowed.

5. Security Debt is a Silent Killer
At a healthtech firm, we postponed a security audit to hit a launch date. A breach six months later cost 3x the audit fee. Now, I bake security into sprint zero.

6. Agility Needs Guardrails
“Move fast and break things” breaks companies. Balance speed with documentation. My rule: If it’s mission-critical, document it like you’re handing it to a competitor.

7. Curiosity is Your Greatest Skill
The CTO who mastered microservices in 2018 is irrelevant today. I dedicate 10% of my week to learning—whether AI ethics or TikTok’s algo (yes, seriously).

The Unfiltered Truth
Being a CTO isn’t about being the smartest person in the room. It’s about asking the right questions, shielding your team from chaos, and knowing when to scrap your own ideas.

See blog

Tags: Leadership, IT Strategy, IT Leadership

The Chilling Rise of AI-Crafted Phishing: When "Personalized" Becomes Predatory
Thinkers360
February 10, 2025

You receive an email from your CEO, referencing a private joke from last week’s team lunch and asking you to review a contract. Except it’s not your CEO—it’s a hacker using AI. Welcome to phishing’s terrifying new era.

How AI Weaponizes Your Digital Footprint
Today’s phishing emails aren’t the clunky “Nigerian prince” scams of yore. AI tools now analyze your:

  • LinkedIn activity (“Congrats on the promotion!”)
  • Instagram posts (“Cute dog! Here’s a pet store ‘discount’”)
  • Corporate announcements (“The merger details you discussed…”)

By scraping public data, hackers craft emails mimicking colleagues, banks, or even family members—complete with perfect grammar and insider details. One healthcare firm found 92% of recent phishing attempts used AI-generated personalization, up from 11% in 2022.

The Industry’s Uncomfortable Truth
While tech giants tout AI ethics, open-source tools like ChatGPT-4 and WormGPT (a hacker-fine-tuned LLM) are exploited daily. A recent experiment showed AI could create 100+ unique phishing drafts in 15 minutes—indistinguishable from human writing.

Are We Building the Bullets for Our Own Gun?
The irony? The same algorithms that power fraud detection and customer service are being reverse-engineered by criminals. This raises urgent questions:

  1. Should AI developers embed stricter guardrails, even if it slows innovation?
  2. Can regulation keep pace with malicious use cases?
  3. Do users unknowingly fund this arms race via data shared with AI platforms?

Fighting Back: A Survival Guide

  • For Individuals: Scrutinize “too-perfect” emails. Verify urgent requests via a separate channel (e.g., call your boss).
  • For Companies: Implement AI-powered email filters and mandatory phishing simulations.
  • For Tech Leaders: Advocate for “ethical by design” AI frameworks and data privacy laws.

The Bottom Line
AI isn’t inherently good or evil—it’s a mirror reflecting our choices. As we marvel at its potential, we must ask: Are we building safeguards as quickly as we’re building tools? The answer will define cybersecurity’s next decade.

See blog

Tags: Cybersecurity, Security, National Security

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