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Helping Leaders Understand Their Blind Spot Around Data Security: Advice From an Operator
Most data breaches occur after attackers gain valid credentials. This article exposes a leadership blind spot in data security and explains why protecting data matters more than perimeter defenses.
Written by
Chris Dailey (CRO) & Hari Indukuri (CTO)
Published On
Dec 15, 2025



Helping Leaders Understand Their Blind Spot Around Data Security: Advice From an Operator
Defending a company’s data, IP, and proprietary information requires a level of alignment between the C-Suite and IT leadership that most organizations simply don’t have. We’re long past the era where executives and technical teams can afford to speak different languages and only reach mutual understanding after a breach has occurred.
Attackers are outpacing companies because they’re focused, and their targets aren’t.
As Kevin Schwartz, CISSP, Cybersecurity Expert, put it in our recent conversation: “Executives tend to become interested in the details of cybersecurity post-breach or when news of a competitor’s breach has hit the news. Unfortunately, the typical dialogue around data security is one where leadership is looking for the general affirmation to the question ‘We’re secure, right?’”
Like any problem a company wants to solve, it is about priorities and trade offs.
Asking a question as general as “Are we secure?” is of the same value as asking your head of sales, “We are talking to people, right?” The core value to the communication is in a specific level of detail.
Nowhere is this communication gap more dangerous than in the protection of sensitive data: the company’s actual crown jewels.
Here’s the quickest way to test whether your organization has the right conversation happening internally:
Ask your head of IT or cybersecurity: If someone is inside our network using a valid username and password, can our sensitive data be stolen by an employee or a bad actor?
This single question exposes the heart of today’s security crisis. More than 80% of data theft occurs after an attacker has obtained valid credentials.
And in most organizations, the existing stack simply cannot stop exfiltration in this scenario.
Fixing the Communication Gap Around Data Security
The core issue is the communication gap around how data is actually stolen and what today’s security stack can (and cannot) defend against.
Traditional security architecture is focused on keeping attackers out: perimeter defenses, hardened endpoints, identity controls, and in some cases, early-stage Zero Trust. These are valuable, complex systems that are often implemented under resource constraints.
But they’re designed for an older threat model.
These days, it’s the equivalent of installing reinforced doors and bulletproof windows while the intruder is already sitting on your couch with a working key.
Remember, 80% of data theft occurs when the bad actors are inside. This means that the bad guys are very successful at getting inside and getting past all your perimeter security. If they want to get inside they will. Almost half of data theft and loss is due to employees or employees on their way out of the company. The other half is bad actors finding one of many ways to steal valid credentials and use them to steal your data.
The enemy is inside your perimeter most of the time and this is the little dirty secret that IT teams and C-suite aren’t communicating on.
It is this gap of communication that the bad guys are able to exploit.
Leadership is not asking the question they are afraid to hear the answer to, and IT and cybersecurity teams are not making it clear that the data security emperor has no clothes.
Data Encryption and Its Misunderstanding
Schwartz puts it simply: the conversation has changed.
“Every [sales] quote I bring to leadership starts with encryption,” he says. But between self-encrypting drives, FIPS encryption, and so on, encryption is already everywhere in the ecosystem. The problem is that few at the executive level understand the difference between that and protecting the data itself.
This is why the new generation of CISOs, IT directors, and cyber operators increasingly lead with file-level, data-centric protection:
1. Because breaches don’t stay inside the perimeter
Most modern breaches begin with legitimate credentials. Once an attacker logs in, perimeter tools don’t matter. As Schwartz frames it, “Hackers don’t stop where your access stops. They pivot until they find something worth stealing.”
Data-level encryption flips that model: even if credentials are compromised, the files remain unreadable unless the device, identity, and key all align.
2. Because executive teams want clear ROI (not jargon)
Security leaders are constantly selling their strategy internally. And “We need more encryption” no longer lands. It sounds redundant. File-level protection gives CISOs a different, clearer narrative: We’re protecting the asset (not just the system).
That framing makes spending far easier to justify in rooms full of CEOs, CFOs, and boards.
3. Because legacy systems won’t get modern overnight
This is one of Schwartz’s biggest warnings. Many organizations run on equipment, operating systems, or OT infrastructure that can’t be fully patched or modernized.
“You can’t secure Windows 2000,” Schwartz says. “But you can secure the data coming off it.”
Data-centric encryption is the only practical path forward for environments that can’t be rebuilt from scratch.
4. Because AI-accelerated attacks change the timeline
Exfiltration now happens within minutes of initial access. There’s no detection window left. When speed favors the attacker, only protections that travel with the data - and lock automatically - can slow the blast radius.
5. Because it fits the compensating-controls mindset
Modern security isn’t one control - it’s a stack of compensating protections. File-level encryption strengthens everything around it: identity, endpoint defense, OT segmentation, even basic hygiene.
“It’s not impossible to bypass,” Schwartz says. “Nothing is. But it raises the difficulty so high that an attacker will move on.”
That’s the definition of a strong compensating control.
6. Because it lets security leaders deliver what the business actually needs
Every executive says the same thing in every budget meeting: Keep us safe. Don’t slow us down.
Data-centric encryption is one of the few controls that improves security without increasing friction. Users operate normally. Workflows stay intact. Only attackers encounter the locked door.
The Leaders Who Win Will Lead With Data
The organizations that succeed against the next data leak or ransomware attack will be the ones able to answer a single, defining question:
How is our data protected when the attacker is already inside the network using valid credentials?
Perimeter tools still matter. Identity still matters. Basic hygiene still matters. But none of it is enough if critical files can be opened, copied, or exported the moment someone logs in with a stolen username and password.
That’s why the next generation of CIOs, CISOs, and IT directors are recalibrating their strategies around data-centric protection. It’s a structural shift driven by credential-based attacks, aging infrastructure, AI-accelerated threat speed, and the simple reality that a company’s most valuable asset is now digital.
And in a world where breaches are inevitable, the organizations that thrive will be the ones whose data remains unreadable, unusable, and inaccessible to anyone who shouldn’t have it.

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© 2018-2025 FenixPyre Inc, All rights reserved

solutions
7775 Walton Parkway
Suite 224
New Albany, OH 43054

© 2018-2025 FenixPyre Inc, All rights reserved









