Datadog and Cloudaware Target Critical Security Blind Spots in New Partnership

NEW YORK, NY – July 29, 2026 – In a move aimed at closing a critical and often-overlooked visibility gap in enterprise cloud security, observability giant Datadog and cloud asset management provider Cloudaware have announced a new partnership. The collaboration brings Cloudaware’s LogSight solution to the Datadog Marketplace, offering joint customers an automated way to answer a question that plagues most security and operations teams: is every critical service across their multi-cloud estate actually sending logs to their monitoring platform?

The integration directly confronts the fragmented nature of cloud logging, a problem that creates dangerous blind spots for security teams and auditors. As organizations accelerate their use of AWS, Azure, and GCP, the sheer volume and variety of services make manual tracking of log configurations an impossible task. This new solution promises to replace painstaking manual audits with continuous, automated verification.

“Security and compliance teams don't lack log data – they lack visibility into where it's missing,” said Jordan Spiers, VP Strategic Partnerships at Cloudaware. “LogSight gives Datadog customers a continuous, automated answer to a question that used to take days of manual auditing.”

The Pervasive Threat of Log Fragmentation

In modern cloud environments, log data is the lifeblood of security, compliance, and incident response. Yet, this critical data is inherently scattered. A single application might rely on services where Elastic Load Balancer logs are routed to an S3 bucket, VPC Flow Logs go to CloudWatch, and CloudTrail events land in yet another destination. Worse, two seemingly identical load balancers deployed in different regions or accounts might have entirely different logging configurations, or none at all.

This fragmentation creates a patchwork of visibility riddled with holes. As engineering teams spin up new infrastructure daily, the manual task of ensuring every new service is configured to forward logs to a central platform like Datadog often falls through the cracks. These gaps are rarely discovered until a security incident occurs or an audit is already underway, by which time it is too late. Without a complete log history, forensic analysis becomes nearly impossible, and proving compliance becomes a matter of assurance rather than evidence.

“The assumption that everything is being logged is one of the most dangerous assumptions in cloud security today,” noted a senior cloud security architect at a global financial services firm. “We run scripts and perform quarterly spot-checks, but it’s a constant battle against configuration drift. A solution that can continuously reconcile our entire asset inventory against what’s actually being ingested would move us from a reactive to a proactive posture.”

Automating Visibility with a CMDB-First Approach

Cloudaware LogSight is engineered to solve this problem by leveraging the company’s core strength: a comprehensive, multi-cloud Configuration Management Database (CMDB). The process is executed in three automated steps that provide a definitive picture of an organization's log coverage.

First, LogSight performs a complete discovery of every log-emitting configuration item across a customer’s AWS, Azure, and GCP accounts. This is powered by Cloudaware’s CMDB, which tracks over 3,000 distinct cloud service types, providing a granular and continuously updated inventory that serves as the single source of truth for all cloud assets.

Next, the solution reconciles this exhaustive inventory against Datadog’s own data via its API. By comparing the complete list of what should be generating logs with what Datadog is actually ingesting, LogSight can pinpoint discrepancies with precision. This side-by-side reconciliation provides an unambiguous view of any and all coverage gaps.

Finally, LogSight produces an actionable gap report that details exactly which services, accounts, and regions are missing log coverage. The report doesn’t just identify problems; it provides clear remediation paths, enabling operations and security teams to quickly close the identified gaps. This transforms log verification from a periodic, error-prone manual audit into a continuous, automated process that catches gaps the moment new infrastructure is provisioned.

A Strategic Win for Datadog's Ecosystem

The partnership represents a significant strategic play for Datadog, aligning perfectly with its mission to break down data silos and expand its platform's value. For Datadog, every log coverage gap that LogSight surfaces represents a direct expansion opportunity. As customers use the tool to identify unmonitored resources, they are naturally guided to onboard those new log sources, directly increasing their consumption of Datadog's log management services.

“Datadog is in the business of breaking down customer silos. LogSight advances that mission by automating steps on the customer side to ensure their critical infrastructure is fully logged & monitored,” said Ty Connor, Sr. Director of Datadog Channel & Alliances. This sentiment underscores the partnership’s symbiotic nature: Cloudaware provides a tool that drives deeper platform adoption for Datadog, while Datadog provides the marketplace and customer base for a high-value, specialized solution.

By integrating LogSight into its Marketplace, Datadog enriches its ecosystem and enhances customer stickiness. It demonstrates a commitment to helping users solve complex, real-world operational challenges that extend beyond core observability. Furthermore, in what Datadog calls the "AI era," ensuring a complete and high-fidelity data set is paramount. The effectiveness of its AI-driven anomaly detection and security tools is directly proportional to the quality and completeness of the data they analyze. By helping customers ensure no log data is left behind, this partnership effectively provides better fuel for Datadog's advanced analytical engines.

Fortifying Compliance and Streamlining Audits

Beyond the technical and strategic benefits, the most immediate impact for many organizations will be on governance, risk, and compliance. Regulatory frameworks such as SOC 2, ISO 27001, and HIPAA don't just recommend logging; they demand auditable proof that security and event monitoring are comprehensively implemented. LogSight is positioned as a critical tool for meeting these stringent requirements.

The solution provides what the company calls “compliance-ready evidence of complete log coverage for auditors.” For a CISO or compliance officer, this is a game-changer. Instead of spending weeks preparing for an audit by manually gathering evidence and hoping nothing was missed, they can now generate an automated, up-to-date report that demonstrates complete coverage. This capability directly supports key controls within major frameworks, such as ISO 27001’s A.12.4 for Logging and Monitoring and HIPAA’s requirement for audit controls on systems handling protected health information.

This level of automation transforms audit preparation from a high-stress, resource-intensive event into a routine, evidence-based process. It gives organizations the confidence that their logging posture is sound and that they can prove it on demand, significantly strengthening their overall security and governance posture.

While many Cloud Security Posture Management (CSPM) tools can identify logging misconfigurations, LogSight’s unique approach of using a deep CMDB to reconcile a full asset inventory against the actual data ingested by a leading observability platform offers a new level of assurance. The solution is available now on the Datadog Marketplace, with a 30-day free trial offered to allow customers to evaluate its impact on their own environments. This partnership highlights a growing industry trend: leveraging specialized integrations to tackle the immense complexity of securing and managing modern multi-cloud infrastructure.