The Problem: Everyone Says "Zero Trust," Nobody Knows What It Means
Let's play a drinking game: Take a shot every time a vendor claims their product is "zero trust enabled."
Actually, don't do that. You'll die of alcohol poisoning before lunch.
"Zero trust" has become the cybersecurity equivalent of "organic" in food marketing. It's slapped on everything from firewalls to email filters to smart toasters (probably).
The Marketing vs Reality Gap
What vendors claim:
- "Our VPN is zero trust because we added MFA!"
- "Our firewall is zero trust because we inspect traffic!"
- "Our access tool is zero trust because we have audit logs!"
What zero trust actually requires:
- Identity-based authentication for every access request
- Continuous verification, not just login-time
- Least privilege access enforced at the protocol level
- Cryptographic identity for users, devices, and workloads
- Complete elimination of network-based trust
Spoiler alert: Adding MFA to your VPN doesn't make it zero trust. It makes it a VPN with MFA.
Zero Trust 101: What It Actually Is
Zero trust was coined by John Kindervag at Forrester Research in 2010 with one simple principle: "Never trust, always verify."
Time from VPN compromise to total network breach
The Real Zero Trust Model
- Explicit verification for every access request - No ambient trust based on network location
- Least privilege access enforcement - Users get exactly what they need, nothing more
- Assume breach mentality - Design assuming attackers are already inside
- Identity as the primary security perimeter - Cryptographic identity for everything
- Encrypted everything - All traffic encrypted in transit
The Death of the VPN: Why Castle-and-Moat Security Is Dead
Traditional network security was built on the castle-and-moat model. Once you're inside the castle, everything is trusted.
This model has three fatal flaws:
Flaw 1: The Castle Doesn't Exist Anymore
Your VPN is protecting a perimeter that doesn't exist, giving access to resources that aren't there. Your employees work from home, your applications live in AWS/Azure/GCP, your data is in SaaS platforms.
Flaw 2: Once They're In, They're Everywhere
Here's how ransomware gangs exploit VPNs:
- Phish one employee, steal their credentials
- Login to VPN
- Now inside the "trusted network"
- Scan for all internal systems
- Move laterally to database servers
- Exfiltrate sensitive data
- Deploy ransomware across entire network
- Demand $5 million Bitcoin
Flaw 3: VPNs Are a Terrible User Experience
Poll any developer about their VPN: 73% say it's slow, 68% say it breaks constantly, 100% have screamed at their computer because VPN disconnected mid-download.
Teleport: Zero Trust That Actually Makes Sense
Teleport is a unified access plane that provides zero trust access to SSH servers, Kubernetes clusters, databases, web applications, Windows desktops, and cloud infrastructure.
How Teleport Implements Zero Trust
- Certificate-based authentication - No passwords, ever
- Role-based access control (RBAC) - With time constraints
- Session recording and audit - Complete visibility
- Just-in-time access - Temporary elevated permissions
- Device trust - Verify the device, not just the user
Less than CyberArk for identical PAM capabilities
Why ThinSky Managed Teleport?
You could run Teleport yourself. It's open source, after all. But then you'd need to set up high-availability architecture, manage certificate infrastructure, configure identity provider integration, and handle upgrades.
What You Get with ThinSky Managed Teleport
- Fully managed Teleport Enterprise cluster (HA, multi-region)
- Integration with your identity provider
- Unlimited SSH, database, Kubernetes, and application access
- Complete session recording and audit logs
- Just-in-time access workflows
- Device trust enforcement
- 24/7 monitoring and support
- Canadian data residency
30-Day Pilot
- Week 1: We set up your Teleport cluster
- Week 2: Deploy agents to pilot team infrastructure
- Week 3: Pilot team uses Teleport exclusively
- Week 4: Either roll out to everyone or walk away
Ready to Kill Your VPN?
Start your 30-day pilot and see what real zero trust looks like in your environment.