Caliber Security Partners

Caliber Security Partners Caliber is a full-service information security company, with a wide range of security services for c

The Hidden Risks of Unknown Vulnerabilities Some of the most dangerous threats to any organization aren’t the ones alrea...
04/14/2025

The Hidden Risks of Unknown Vulnerabilities

Some of the most dangerous threats to any organization aren’t the ones already identified, but the ones no one sees coming. In 2023, security researchers reported a 50% increase in zero-day vulnerabilities being exploited. These hidden weaknesses can slip through traditional defenses, leaving businesses unknowingly exposed.

The average breach now takes 277 days to identify and contain, with the global cost reaching $4.45 million per incident (IBM 2023). Many of these breaches are linked to overlooked issues, such as unpatched systems, outdated libraries, or unnoticed flaws in mobile, web, or enterprise applications.

That’s why proactive security testing is essential. By simulating real-world attacks, ethical hacking gives organizations the insight needed to detect vulnerabilities that automated tools often miss. It’s not just about stopping threats; it’s about gaining visibility, making informed decisions, and strengthening long-term resilience.

How is your organization uncovering the unknown?

We value each and every one of our customers and cannot express our gratitude enough for allowing us to support your bus...
12/14/2021

We value each and every one of our customers and cannot express our gratitude enough for allowing us to support your business each day. From the entire team at Caliber Security Partners, we wish you a wonderful Christmas and prosperous New Year for 2022.

At Caliber Security, we’re thankful for the opportunity to serve our clients, as they are all at the top of our list, no...
11/16/2021

At Caliber Security, we’re thankful for the opportunity to serve our clients, as they are all at the top of our list, not just on Thanksgiving but every day! We appreciate you and thank you for your patronage. Happy Thanksgiving to All!

Was That Key Copied? By Jonathan LandisPractice Director and CISO Certificate management takes work. It takes less work ...
11/05/2021

Was That Key Copied?
By Jonathan Landis
Practice Director and CISO

Certificate management takes work. It takes less work if you are using the ACME protocol with something like Certbot from the Let's Encrypt project. But not everybody does automated certificate issuance/renewal, and when something takes manual work, some people will use shortcuts. In the case of certificate management, the shortest possible shortcut would be to create a single wildcard certificate for the whole domain and then copy the certificate and private key to every server that needs one. This could be done through homegrown automation for example.

This shortcut has disadvantages. Copying a private key exposes it to risk of disclosure. The risk increases the more times it is copied and the more places it is stored. It is considered best practice to avoid copying private keys whenever possible. And now 2 paragraphs in we get to the point: during a security assessment we would like a way to detect whether a key has been copied between systems, because operations teams may take shortcuts that expose the organization to risk.

An obvious solution is to fetch certificates and check fingerprints. They are also sometimes called thumbprints. These fingerprints are hashes of the entire certificate and are meant as a short string to uniquely identify the certificate. The fingerprint isn't part of the certificate itself. It isn't a signature and the value depends on what hashing algorithm was used. The TLS auditing tool sslabs.com uses sha256 to compute fingerprints for example, even though sha1 and md5 are more common.

If all we wanted to do was detect copying of certificates, we could fetch certificates and compute hashes. We don't even have to hash them in the same way as ssllabs.com or anyone else assuming all we want to do is compare them with other certificates we find. But that isn't quite the heart of the matter. It would be possible to use the same private key with 2 different certificates and the fingerprint method would not detect reuse of the private key. We really want to know whether the actual key has been copied.

To do that we have to dig into the certificate and get the public key, because the public key is uniquely associated with the private key. If we find a public key used in different places, we know the private key has been copied. Unfortunately, existing tools for scanning TLS-enabled services such as the nmap ssl-certs script do not directly provide information about the public key. We couldn't find a solution, so we created one.

The Python script we created connects to a TLS service and computes a hash of just the DER-encoded public key in the server's certificate. The hash computation algorithm is the same one used to compute key pins in the now-deprecated HTTP Public Key Pinning protocol, so we can use it to compute pins as well if needed. We hope you find it useful!

Security for Enterprise Transitions Mergers, acquisitions, material incidents, and exitsJon Espenschied, CISOJuly 2021Af...
09/16/2021

Security for Enterprise Transitions
Mergers, acquisitions, material incidents, and exits
Jon Espenschied, CISO
July 2021

After going through several corporate mergers as a passenger or minor contributor, it was a privilege to be “on the inside of the room” for the first time, managing the process. Being one of the directors of a merger or acquisition can be like snow control at a ski resort; once started the process can go in unpredictable directions without continuous monitoring, and the consequences can be orders of magnitude larger or smaller than initially anticipated. Still, a little bit of prior diligence can give a large amount of control, or at least perspective and transparency to show what’s coming.

The life cycle leading to mergers and acquisitions is fairly predictable and well understood. Many companies are formed with the idea of going big or becoming part of something bigger either by acquiring competitors and partners or by being acquired itself. For any organization with this vision there is a well-worn path from startup to full operations, from operations to maturity, and from a mature value to some kind of exit either by merger or acquisition.

At its core, any kind of merger or acquisition is simple: each party should understand what they are selling or buying, and there should be a diligence process by which they assess the other’s assertions. Financial diligence in a sale is obvious, but the process doesn’t stop there. Assessments to support the deal should provide a functional review for any kind of service rendered, an infrastructure assessment for assets and technology, and an appropriate assessment of security and privacy for information assets and processes.

“Due diligence” prior to an acquisition is the ideal, meaning that the thoroughness (“diligence”) of the review is appropriate (“due”) in line with value and risks. However, reality often differs; direct experience with a recent tech company acquisition revealed that only 45 days had elapsed between two CEOs meeting on a plane to the close of the deal. The acquiring company had a process for evaluating and understanding what kind of risks and exposure they were buying, but accelerating the whole vetting process meant some issues -- such as not understanding what it meant to buy a FedRAMP-certified service, and not having full controls in place to handle HIPAA requirements -- were residual risks left to be handled later.

Still, these are better situations than discovery and risk management after the close of an acquisition. Years ago, several of our staff experienced an acquisition where the acquiring company thought they were buying a consultancy with one software product when in fact there were two major product lines. Only after the acquisition did the parent company fully understand they now owned a well-known password cracking tool they perceived to be a liability nightmare. The ensuing legal firestorm within the company was not pleasant to say the least, and could have been avoided by a reasonable assessment of infrastructure and security.

A rushed situation can occur even without people being sloppy in their business. A struggling organization might not have planned for acquisition, but find an offer as its last viable resort. Or one might find a competitor has quietly folded its operations, and have only days or a weekend for an opportunity to acquire its people and infrastructure before liquidation processes would take over. Continuity takes precedence, and a thorough vetting gets postponed until later if the executive team judges that the risk is worthwhile. In this case, consultants might be called in for a quick sanity check over the course of a few days, with a fuller assessment on the books post-close.

Other conditions arise, to be sure. In a large mutual merger, cross-organization assessment may be an involved process. In some cases, a well-planned long and slow merger may mean years of interim operations, for which an independent set of rules, policies, staff, and even leadership may be instituted. These are often given the mission of continuity over the transition, handling incidents that might not fit either organization’s capabilities, and dealing with unforeseen conditions and events.

In each of these cases, a structured assessment is key to due diligence, and should answer relevant questions:

- Beyond the finances and function of the business, do their processes and technology reflect their information security policy directives?
- If they have certifications such as SOC-2 or FedRAMP, do they do what they say?
- Is there personal data from individuals in jurisdictions evoking GDPR and CCPA?
- Is there an actual person assigned to direct an ISMS based on ISO27000 standards, or to assume the role of DPO to meet privacy regulations?

Knowing enough to close the deal is critical, even if knowing every detail would be out-of-scope. Often it is enough to review standing certifications and validate the top-line portions of a program, or perform a baseline assessment drawn from a neutral recognized security standard. Other situations may call for in-depth risk review and thorough technical testing. Most are somewhere between. Large or small, quick or thorough, an experienced consultancy can help choose the appropriate standards and metrics, and gather the information to make that call.

CCPA - California Consumer Privacy Act
DPO - Data Privacy Officer (GDPR)
FedRAMP - Federal Risk & Authorization Mgmt. Program (US)
GDPR - General Data Protection Regulation (EU) HIPAA - Health Insurance Portability & Accountability Act
ISMS - Information security management system (ISO)
ISO 27000 - ISO/IEC standards for information security
SOC-2 - System and Organization Controls 2 (AICPA)

“Audits without Surprises”A formal security or privacy audit may be motivated by a business requirement, state or federa...
08/24/2021

“Audits without Surprises”

A formal security or privacy audit may be motivated by a business requirement, state or federal regulation, or a proactive initiative to manage risk for your company. Regardless of the motivation or deadlines, any formal audit process usually can be made into a predictable and consistent process.

What is a formal audit?

Your organization may be subject to FedRAMP, CMMC, or other derivatives of NIST 800-53 if you are delivering services to federal agencies. You may be contractually required to undergo SOC2 or HITRUST by business partners, to show that you can handle their data or services safely and consistently. Doing business in the EU may mean using the ISO 27000 security standards and definitely means addressing privacy requirements spelled out in the GDPR…and many states in the US are following this model for assurance of proper handling of sensitive personal data.

FedRAMP - Federal Risk and Authorization Management Program (services for US fed agencies)
CMMC - Cybersecurity Maturity Model Certification (FedRAMP for the US defense)
NIST-800-53 - Security and Privacy Controls for Information Systems and Organizations (common US standard)
AICPA SOC2 - Service Organization Control-2 (an audit framework from the American Institute of CPAs)
HITRUST CSF - Health Information Trust Alliance Common Security Framework (certification for healthcare)
ISO/IEC 27000 - Information Security Management Systems (extensive series of standards from the International Organization for Standardization)
GDPR - General Data Protection Regulation (EU law on data protection and privacy in the European Union)
CCPA - California Consumer Privacy Act (a state law on data privacy, adapted from GDPR)

Coupled with a little forethought and planning, even a matrix of 3, 4, or more of these regulatory or standards frameworks become approachable without massive impact on a business. Key to this is focusing on the bigger picture without rat-holing on a single standard, and managing the process holistically. For example, if your company provides services to a healthcare network, your business may be subject to SOC2 and HIPAA… but throwing yourself 100% into one of these standards may still leave you poorly prepared for the other.

Approach and scoping

Adopting a big-picture view means taking a step back, determining what part of your business is in-scope, then creating a matrix of both standards’ requirements for the in-scope network and services. Once you have a set of shared requirements, the first step is to determine what controls you already have that satisfy both. Only then can you have a clear understanding of the different kinds of gaps; first the requirement-gaps (what you need to do for the set of common requirements, versus just one of the regulations/standards), and then control-gaps (needed controls that aren’t yet in place).

It’s this combined view we’re talking about when we refer to a company’s “security framework” or “control matrix.” Often the security leadership or consulting staff will create a big spreadsheet of the requirements and controls, or use commercial compliance software with pre-built tables and views to simplify the work. Adding a third, fourth, or additional standard then becomes just another column on the spreadsheet… but the scope->requirements->controls->sort sequence stays the same.

Likewise, knowing what to expect in the audit process can make it approachable and non-disruptive. No organization “passes an audit” on the first run-through (they aren’t structured that way; it would be like a final exam in the first week of a class), and handing off the process to a single person to “just make it happen” isn’t a viable plan. It can be made into a smooth process that appears simple, though, with a good plan and reasonable expectations. Key to this is an in-context understanding of scoping and assessment.

While conceptually simple, scoping the review process down to a reasonable level means including the systems, networks, and data that are involved in the audited service, and excluding the things that are not specific to that service. It may seem obvious, but forgetting to scope-out irrelevant portions of a business - such as test networks, lobby WiFi, or salespeople’s laptops, when the audit should be scoped to a specific cloud service - is one of the most common errors made by bigger organizations.

Assessment or “Pre-Audit”

Then we arrive at the audit, and there can be confusion over “audit” versus “assessment” versus “pre-audit” and similar terms. The process becomes clear when you have the big-picture understanding that no auditor wants to issue a failure letter in the end. No matter what standard you’re being audited against, there will be an initial informal review (usually called an “assessment” or “pre-audit”) to determine if there are any major gaps (sometimes referred to as “material” or “substantive” gaps or omissions depending on industry and context) that would cause the organization not to pass.

Work on remediation or omissions

One can think of an audit as a class where the whole grade is determined by the final exam; As noted before, it’s not expected that an organization “pass” the initial review, and auditors don’t want to “fail” a company if it’s avoidable. Consider the assessment or “pre-audit” activities as preparatory material, practice and quizzes, or a mid-term exam designed to prepare you for the final. Accordingly, this is the proper time to dig into problems and address missing controls, exposing problems while they are still informal and can be addressed before a final pass for the formal audit.

It's also critical to understand that in most cases the auditor cannot recommend specific solutions to gaps or fixing technical issues as that would lead to a conflict of interest. A separate team or consultancy is usually engaged to handle technical remediation or missing policies and documentation, so that the formal audit team is never in the position of auditing their own work. With practical planning and awareness of the higher-level issues, your organization can arrive at the last steps of a formal audit with relative comfort, and an expectation of few surprises.

Formal audits made predictable

Even better, if a second, third, or subsequent auditor team arrives in the weeks after the previous audit, you can be confident because they’ll be reviewing and testing mostly the same controls… just arranged (through your matrix or framework) with headings and labels that make sense to them. It’s a good feeling knowing that your house is in order, when you can leverage each audit to better prepare for the next.

Caliber Security Partners provides services at all phases of the audit lifecycle:
● Basic and targeted policy development for new security programs, and audit-specific requirements for business growth and development
● Audit planning and scoping guidance, separately or within full Security lifecycle planning services with annual roadmaps for security management
● Pre-audit assessments against multiple standards, with expertise in ISO 27000, NIST 800, SOC2, HIPAA, GDPR, FedRAMP/CMMC, PCI,
● Technical and administrative security control development and remediation, working with internal or separately-contracted audit teams, or in preparation for expected audits
● Technical testing of network and web/client/mobile application security, including cloud components (with expertise in SaaS, PaaS, IaaS contexts)
● Supply-chain security reviews, planning and delivery of Vendor Security Assessment programs, and event-specific third-party reviews
● Post-incident remediation and risk assessment, to maintain compliance within formal requirements and response timeframes; Custom services within the governance/risk/compliance space for security and privacy

“June 2021 - Colorado Protects Consumer Privacy Data”  Is your Data Architecture and Network Secure? The State of Colora...
07/21/2021

“June 2021 - Colorado Protects Consumer Privacy Data”
Is your Data Architecture and Network Secure?

The State of Colorado has placed their community of citizens and consumers first, as a core priority, as they have listened to their concerns and fears regarding their data privacy and took action, legally.

According to newly approved state bill SB21-190, Colorado consumers received the privilege to opt-out of data collection by companies and websites. The Colorado top 3 state bill inclusions address which data is collected, what purpose will the data be used for and the timeline for which the data is held. Many industries such as healthcare and technology firms are included, however exceptions to regulation may differ for financial institutions, dependent upon the size of the company.

Other states who have been trailblazers in legally supporting their citizens data privacy is Virginia and California. All state compliance laws differ for example, Virginia (VCDPA) applies to any business that handles records of at least 100,000 Virginia consumers.

Now that the bill has passed, the question is, will consumers have to hunt to find the “opt out” online link? Or contact the company directly to “opt-out”? The cost to maintain and provide these measures could be absorbed by the company or passed on to consumers.

It is likely, that the data protection, compliance pattern will continue and your state may very well be next in line toward legal compliance to advance your data network privacy to the next level.

As well as, additional layers of privacy security controls and levels of mapping due to future legal protection amendments.
Colorado advocates argue that this new state bill doesn’t extend far enough to thoroughly protect the data privacy demands.
Your state may be next! Oklahoma and Minnesota appear to be in pre-planning stages.

For additional information regarding the newly approved, “Colorado Privacy Protection” state bill, access this link https://leg.colorado.gov/bills/sb21-190

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