Thursday, July 30, 2026

Cloudaware and Datadog Strategic Alliance Eliminates Cloud Logging Blind Spots with LogSight Integration

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Cloudaware, Inc., a leading innovator in cloud asset management and observability governance, has announced a strategic partnership with cloud application observability and security platform Datadog. The collaboration debuts Cloudaware LogSight on the Datadog Marketplace, giving enterprise security, compliance, and platform engineering teams automated verification of their log coverage across complex multi-cloud ecosystems.

Overcoming Multi-Cloud Log Fragmentation

In fast-growing enterprise setups, multi-cloud log collection systems usually end up being decentralized. Cloud providers keep producing log streams to various destinations like sending AWS ELB logs to Amazon S3, VPC Flow Logs to CloudWatch, and CloudTrail events to different storage buckets. The reason why log delivery configurations do not always auto-synchronize themselves with new infrastructure is the existence of hidden gaps, which only reveal themselves in security breaches or audits.

It becomes impossible for any person to manually correlate log streams between hundreds of cloud accounts and thousands of running instances. Compliance standards of today require constant monitoring of log ingestion verification.

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Cloudaware LogSight directly solves this governance bottleneck through a streamlined three-phase workflow:

  1. Comprehensive Discovery: Leverages Cloudaware’s cloud configuration management database (CMDB) to dynamically discover every log-producing asset across AWS, Microsoft Azure, and Google Cloud Platform (GCP).
  2. Automated Reconciliation: Cross-references the active asset inventory against Datadog’s ingestion API to verify active log transmission.
  3. Actionable Remediation: Delivers targeted gap reports identifying specific unmonitored services, accounts, and regions, along with direct pathways to fix missing configurations.

By shifting log audit processes from periodic, manual reviews to real-time automated monitoring, the solution provides continuous proof of complete log ingestion. Furthermore, by exposing unmonitored log streams, LogSight assists organizations in onboarding missing data sources into Datadog, streamlining overall security operations.

Executive Insights

“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. We’re excited to bring this directly to Datadog customers through the Marketplace.”

“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 Datadog Channel & Alliances.

Core Capabilities at a Glance

  • Unified Asset Inventory: Automatic discovery of all log-producing configuration items on multi-cloud infrastructure (AWS, Azure, GCP).
  • Ingestion Matching: One-to-one mapping of deployed infrastructure to active Datadog logs.
  • Micro-Gap Reporting: At the service level, shows current logging status and destinations as well as visibility metrics in Datadog.
  • Proactive Detection: Real-time insight into newly deployed infrastructure that prevents logging gaps from affecting security postures.
  • Audit-Ready Proof: Compliance monitoring provides verifiable proof for the auditors of log coverage.

Availability

Cloudaware LogSight is immediately accessible via the Datadog Marketplace. Enterprise teams can initiate a 30-day trial with no credit card required.

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