
Building for the Five Chokepoints
Based on the technical failures identified in enterprise AI deployments, your architecture must address five critical areas that determine success or failure.
User experience supremacy beats enterprise features every time. One text box, not twelve form fields. Natural language, not dropdowns. Instant regeneration, not IT tickets. Visible processing, not black boxes. The consumer experience is the standard users expect, and enterprise features that degrade that experience will kill adoption.
Conversational flexibility is non-negotiable. Never replace chat interfaces with forms, no matter how much the enterprise IT team insists. Preserve iteration capability even if it means some responses are less predictable. Maintain sub-5 second response times even if it means caching aggressively. Use real-time streaming responses to make waits feel shorter.
Persistent memory must be built in from day one. Implement vector databases before you need them. Build retrieval-augmented generation into your core architecture, not as an afterthought. Create feedback loops that actually learn from corrections rather than just logging them. Show users that their data improves the system—this turns frustration about mistakes into investment in improvement.
Integration simplicity trumps integration completeness. Start with copy-paste integration. Yes, seriously. It’s better to work simply than not work at all. Add single sign-on only when specifically requested, not because you think enterprises want it. Use webhooks before building custom connectors. Accept that perfect integration is the enemy of adoption.
Continuous evolution separates successful deployments from abandoned pilots. Ship updates weekly, not quarterly. A/B test everything with user cohorts to prove improvements. Build rollback capabilities before you need them because you will need them. Show improvement metrics to users so they see the system getting better.









