If you think choosing an enterprise AI coding tool is about features and pricing, you've never been through a security audit. Your CISO will ask exactly one question: "Where the fuck is our code going?" and you better have a damn good answer or you'll be updating your LinkedIn profile.
The Data Privacy Nightmare
GitHub Copilot Enterprise promises zero data retention but your code still hits Microsoft's servers. They swear they don't store it, which works great until your CISO asks if you really trust Microsoft with your IP after GitHub had that nasty security breach in April 2024.
The audit logs are pretty comprehensive, I'll give them that. You can see exactly when your developer accidentally fed your API keys to the AI and suggested them to the entire team. Fun times explaining that incident report.
Tabnine Enterprise is for the paranoid (and DoD contractors) - completely offline deployment means your code never touches the internet. Great if you're working defense contracts where "air gapped" isn't just paranoia. Their setup docs assume you have a team of Kubernetes masochists and infinite patience. Took us 8 months to get working - three failed attempts, weird GPU quota bullshit with NVIDIA drivers, and one memorable 4am session debugging why the inference server kept OOMing on model load. Still have PTSD from that.
Windsurf's hybrid model sounds great in theory - configure which code stays local versus cloud-processed. In practice, you'll spend months arguing with developers about which projects are "sensitive enough" for local processing. Spoiler alert: they'll classify everything as non-sensitive to get better AI suggestions.
Compliance Theater That Actually Works
SOC 2 Type II compliance is the minimum bar for enterprise tools. If your vendor doesn't have it, your auditors will laugh you out of the room. But here's what they don't tell you: SOC 2 doesn't mean their security doesn't suck, it just means they document their sucky security consistently.
Financial services need SOX compliance with change tracking. GitHub Copilot Enterprise integrates with your existing audit trails, but tracking AI-generated code changes is like trying to audit your developers' thought process. Good luck with that.
Healthcare companies dealing with HIPAA requirements should probably avoid cloud-based AI tools altogether. Your medical device code suggestion getting cached on Microsoft's servers is exactly the kind of violation that costs $50M in fines.
Government contractors need FedRAMP authorization or air-gapped deployment. Tabnine Enterprise and Continue are your only real options here. Amazon Q Developer is "working on" FedRAMP but "working on it" doesn't pass security clearance reviews.
SSO Integration Hell
SSO integration is where every vendor's perfect demo goes to die. GitHub Copilot Enterprise inherits GitHub's auth system, which sounds great until Microsoft pushes a "security improvement" and suddenly nobody can authenticate. We got completely fucked by their SAML changes in March 2024 - took three days of our entire dev team being locked out while Microsoft Level 1 support kept insisting we check our Okta configuration that hadn't changed in two fucking years. Escalated to Level 2, who blamed our SAML assertions. Level 3 finally admitted they changed their attribute mapping without documenting it.
Windsurf and Amazon Q Developer support standard SAML/OAuth but expect 2-4 weeks of back-and-forth with your identity team to get it working. Their "seamless integration" means you'll discover their non-standard attribute mapping requirements after you've already signed the contract.
The real nightmare is role-based access control. You want senior architects to get advanced refactoring suggestions while junior developers get basic completions? Prepare for months of policy configuration and developers complaining that the AI "dumbed down" their suggestions.
Pro tip: Every vendor demos perfect SSO integration. Ask them about their support ticket queue for SSO issues. Most won't show you the real numbers, which should tell you everything you need to know. When they dodge that question, run.