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January 27, 2025 Technical Deep Dive

The Silent Treatment: Diagnosing VPN Interface Black Holes

How SRE teams are transforming VPN troubleshooting with AI

It’s 3 AM, and your monitoring system lights up with alerts about application connectivity issues. The initial investigation shows that traffic is flowing to your VPN interface, but seemingly vanishing into thin air before reaching its destination. Sound familiar? For network engineers and SRE teams, this “black hole” scenario is both common and frustratingly complex to diagnose.

The VPN Black Hole Challenge

Consider this recent scenario: A large e-commerce platform suddenly experienced order processing delays. Their payment service, running in AWS, couldn’t reach the payment processor’s API through a site-to-site VPN. Traffic appeared normal leaving the AWS environment, but never arrived at the destination. The monitoring dashboards showed green – the VPN tunnel was up, routes were in place, and security groups were correctly configured.

Yet the problem persisted. The traditional approach meant multiple teams manually checking:

  • VPN tunnel status and metrics
  • Route table configurations
  • Security group and NACL rules
  • BGP session states
  • MTU settings across the path
  • IPSec phase 1 and 2 configurations
  • Dead peer detection (DPD) timeouts

Each team had their own monitoring tools, none of which could correlate data across the entire path. Hours passed before someone noticed that a recent security patch had modified the IPSec transform set on one side of the tunnel, creating a mismatch that dropped packets silently.

Beyond Traditional Monitoring

The challenge isn’t lack of monitoring – it’s that traditional tools can’t connect the dots across complex network paths. Each dashboard shows its piece of the puzzle, but assembling the complete picture requires extensive manual correlation and deep networking expertise.

This is where AI-powered investigation transforms the game. When this same company encountered a similar issue two months later, Hawkeye immediately:

  • Correlated VPN metrics from both endpoints
  • Detected the asymmetric traffic pattern
  • Identified configuration drift between tunnel endpoints
  • Pinpointed the exact parameter mismatch
  • Provided a clear remediation plan

What previously took hours of manual investigation across multiple teams was resolved in minutes.

The Power of Context-Aware Analysis

Hawkeye’s approach goes beyond simple metric monitoring. By understanding the relationships between network components, it can:

  • Track configuration changes across both ends of VPN tunnels
  • Correlate routing updates with traffic patterns
  • Monitor encryption parameters for mismatches
  • Detect subtle patterns in packet loss and latency
  • Identify asymmetric routing issues

More importantly, Hawkeye learns from each investigation, building a knowledge base of VPN failure patterns specific to your environment. This means faster resolution times and often, prevention of issues before they impact services.

From Reactive to Proactive

For network teams, this transformation means:

  • Fewer middle-of-night emergencies
  • Reduced mean time to resolution (MTTR)
  • Automated correlation of networking data
  • Early warning of potential VPN issues
  • More time for strategic network planning

Getting Started

Ready to transform your VPN troubleshooting? Hawkeye integrates with your existing network monitoring tools, including CloudWatch, Azure Monitor, and traditional NMS platforms. By connecting these data sources, you create a unified view of your network infrastructure with intelligent, AI-powered analysis.

Contact us to learn how Hawkeye can become your team’s AI-powered networking expert and help prevent VPN black holes from disrupting your services

Written by

Francois Martel
Field CTO

Francois Martel

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