Why Most Organizations Think They're Secure... While Their Foundations Are Quietly Crumbling.
Jim Leone
12/5/20252 min read
With many years spent across industries like banking, healthcare, pharma, telecom, MSPs, manufacturing, and food service... and having served in leadership roles spanning IT, Engineering, DEV, NOC, and SOC, I’ve learned one consistent truth...
Most organizations genuinely believe they’re secure… right up until you lift the floorboards.
And every time you do, you find something nobody expected-->
Backups protecting the wrong data
Vulnerability scans covering only part of the environment
Monitoring tools showing everything “green” while critical processes silently fail
Patching policies that exist but aren’t actually executed
Teams assuming another team owns something, when in reality, no one does
These aren’t isolated issues or reflections of any specific workplace. This is an industry-wide pattern I’ve seen repeatedly across enterprises, SMBs, MSPs, telcos, and service providers over the past four decades.
Why does this keep happening?
Because most organizations unintentionally build their security programs on a fragile foundation of...
1. Assumptions instead of validation
“We thought backups were running.” “We assumed patching was automated.” “We heard that monitoring was configured.”
Assumptions are the most dangerous attack surface.
2. Tool outputs instead of true observability
A dashboard showing all green does not mean you’re healthy. Often it means your monitoring isn’t actually looking in the right places.
3. Silos between IT, NOC, and SOC
Each team is doing their best, but not always in alignment. Shared responsibility without shared visibility creates blind spots.
4. ‘Checkbox security’ instead of operational maturity
Policies exist. Documents exist. But consistent execution doesn’t always follow.
The result?
When something breaks, or worse, when an incident occurs, leadership is shocked. But in reality... The greatest risks are rarely the ones we see. They’re the ones we assume away.
Across decades and across industries, the same pattern repeats:
Something that “should have been working” wasn’t.
Something that “we thought was configured” wasn’t.
Something that “we were told was covered” wasn’t.
These are not failures of people, they are failures of structure, process, and culture.
So what do I believe actually strengthens an organization’s foundation?
From decades of rebuilding environments, leading teams, and investigating root causes across many sectors, here are the capabilities that consistently separate resilient organizations from vulnerable ones:
1. Trust-but-verify every control
Backups, MFA, logging, patching, segmentation... nothing should be assumed. Policies mean nothing without proof.
2. Align IT, NOC, and SOC under shared accountability
Security is a team sport. Fragmented ownership guarantees blind spots. 100%
3. Replace traditional ‘monitoring’ with real observability
Green checkmarks don’t equal system health. Correlated telemetry, validation, and continuous feedback do.
4. Make risk visible to leadership
Executives can solve only what they can see. Hidden issues stay hidden, until they aren’t.
5. Build culture, not just checklists
Tools don’t secure organizations. People, processes, communication, and discipline do.
Whether it's a global enterprise, a regional MSP, a telco, a healthcare provider, a bank, or a manufacturer, the foundational issues are remarkably similar across the industry.
And the truth is this-->
Security isn’t a stack of tools or a list of tickets. It’s a discipline of continuous validation, alignment, and visibility. If we don’t verify our foundations, we risk spending our careers securing the wrong things.
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