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The $500K Deal That Almost Died Because Nobody Knew Who Answered Security Questions + Security News Round Up for the Week
Jun 05, 2025

The $500K Deal That Almost Died Because Nobody Knew Who Answered Security Questions + Security News Round Up for the Week

Your security team just killed another deal. Not through a breach, not through poor controls, but through something far more preventable: undocumented processes that turn routine security questionnaires into weeks-long revenue delays. A recently onboarded customer discovered they were hemorrhaging deals because their security questionnaire response process resembled a game of telephone played across multiple time zones. Technical questions bounced between IT and compliance, financial security inquiries sat in email limbo, and business continuity questions disappeared into Slack black holes.The wake-up call? A $500K deal nearly walked because a simple SOC 2 verification took three weeks to answer.

Kevin Barona
Kevin Barona
The Controls You’re Still Neglecting Despite the Risk + Security News Round Up for the week
May 29, 2025

The Controls You’re Still Neglecting Despite the Risk + Security News Round Up for the week

As someone who spends my days immersed in AWS consoles and administrative panels across dozens of client environments, I continue to be astonished by what I don't see. Even in 2025, with ransomware and account takeovers at record highs, many organizations still operate without the most fundamental security controls in place.

Kevin Barona
Kevin Barona
Why Your Access Revocation Timeline Is Your Most Critical Security Metric + Security News Round Up for the Week
May 22, 2025

Why Your Access Revocation Timeline Is Your Most Critical Security Metric + Security News Round Up for the Week

Recently, Cycore met with a prospect whose situation exemplifies a dangerous but common security oversight: they had no formalized de-provisioning process. When employees departed their organization, access credentials remained active for weeks afterward. This isn't just poor practice—it's security malpractice, plain and simple.

Kevin Barona
Kevin Barona
Your Data, Your Responsibility: Why Vendor Security Breaches are Still Your Problem + Security News Roundup for the Week
May 15, 2025

Your Data, Your Responsibility: Why Vendor Security Breaches are Still Your Problem + Security News Roundup for the Week

In healthcare technology, the chain of data responsibility never breaks – it just extends further than most organizations realize. Recently, I observed a healthcare tech company implementing proper third-party breach reporting procedures, which highlighted a critical truth many organizations overlook: your vendors' security posture is ultimately YOUR responsibility.

Kevin Barona
Kevin Barona
Four Stages to Frictionless Compliance: How We've Reimagined the Consultant Relationship + Security News Roundup for the Week
May 08, 2025

Four Stages to Frictionless Compliance: How We've Reimagined the Consultant Relationship + Security News Roundup for the Week

At Cycore, we've completely redesigned the traditional security compliance consulting model. Why? Because we believe your path to compliance should accelerate your business, not become an endless drain on resources. Our client lifecycle is built around transparency, efficiency, and aligned incentives—eliminating the common frustrations that plague typical consultant-client relationships.

Kevin Barona
Kevin Barona
Security Compliance Success: It Takes Two to Tango + Security News Round Up for the Week
May 01, 2025

Security Compliance Success: It Takes Two to Tango + Security News Round Up for the Week

Security compliance projects often fail, not because of technological shortcomings, but due to misaligned expectations about who handles what. When organizations sign contracts with security providers, there's frequently a dangerous assumption that all security responsibilities have been completely outsourced. This fundamental misunderstanding undermines even the most technically sound compliance initiatives from the start.

Kevin Barona
Kevin Barona
"Move Fast and Break Things" Doesn't Work with Health Data—Here's Why + Security News Round Up for the Week
Apr 24, 2025

"Move Fast and Break Things" Doesn't Work with Health Data—Here's Why + Security News Round Up for the Week

When it comes to health tech product launches, privacy compliance isn't just a checkbox—it's a foundation for success and trust. Recently, I observed a health tech company make a critical decision that might seem counterintuitive in today's "move fast" culture: they deliberately delayed their product launch by a month to ensure proper CCPA and HIPAA compliance implementation. This wasn't just caution—it was strategic foresight.

Kevin Barona
Kevin Barona
Why Your HealthTech Security Strategy Is Backwards (And How to Fix It) + Security News Round Up for the Week
Apr 17, 2025

Why Your HealthTech Security Strategy Is Backwards (And How to Fix It) + Security News Round Up for the Week

HealthTech companies face a seemingly impossible equation: accelerate innovation to stay relevant, secure multiple compliance certifications to access markets, and protect highly sensitive patient data at all costs. This trifecta creates immense pressure, and unfortunately, many organizations are approaching it backward.

Kevin Barona
Kevin Barona
Lessons From A Lost ISO27001 Certification + Security News Round Up for the Week
Apr 10, 2025

Lessons From A Lost ISO27001 Certification + Security News Round Up for the Week

I recently spoke with a prospect who lost their ISO 27001 certification due to a missed audit – a situation that occurs far more frequently than most IT leaders realize. When certification lapses, the consequences extend beyond compliance gaps to business disruption, damaged client relationships, and unplanned recovery costs.

Kevin Barona
Kevin Barona
SOC 2 Attestation Is Not Your Security Strategy + Security News Roundup for the Week
Apr 03, 2025

SOC 2 Attestation Is Not Your Security Strategy + Security News Roundup for the Week

Many organizations celebrate passing their SOC 2 audit, but this achievement can create a false sense of security. When enterprise prospects dig deeper with security questions that extend beyond compliance frameworks, these same companies often find themselves unprepared and unable to provide satisfactory answers.

ISO 27001 Blind Spots: What Your Auditors Are Finding (And You're Missing) + Security News Roundup for the Week
Mar 28, 2025

ISO 27001 Blind Spots: What Your Auditors Are Finding (And You're Missing) + Security News Roundup for the Week

Internal ISO 27001 audits reveal common non-conformities including inadequate risk assessment methodologies, missing information security objectives, outdated policy acknowledgements, and limited change management scope, presenting valuable opportunities for improvement before certification audits.

Microsoft Warns of New StilachiRAT Malware
Mar 20, 2025

Microsoft Warns of New StilachiRAT Malware

A sophisticated malware named StilachiRAT facilitates sensitive data theft, targeting cryptocurrency wallets by extracting information from browsers, in an environment representing a digital cybersecurity landscape, reflecting urgency for enhanced protective measures against cyber threats.

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Every Thursday: Compliance Playbooks + Security News for Founders & Operators

Cycore Insights

Every Thursday: Compliance Playbooks + Security News for Founders & Operators

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