Beyond the Guess: Why AI in the Enterprise Needs Grounded Intelligence

Les Yetton

Software SaaS CEO | Incubating Prompt360
October 25, 2025

Large language models have given us a glimpse of what’s possible. Fluent text generation, powerful summarization, and reasoning at scale. But as enterprises are quickly discovering, brilliance in guessing isn’t the same as delivering reliable business outcomes.

At Prompt360, we see this gap every day. The models are getting bigger, but the trust gap between AI potential and production reality is widening. For regulated enterprises, “close enough” doesn’t cut it. They need systems that are traceable, auditable, and grounded in context vs probabilistic outputs that can’t be explained or verified.

The Era of “Smarter, Not Bigger”

The GPT-5 release was a milestone, but also a wake-up call: scale alone is no longer the differentiator. The next wave of AI innovation will come not from brute force, but from feedback mastery, the ability to measure, tune, and continuously align models with real-world business performance.

Just as DevOps transformed software into a continuous feedback discipline, AI now needs its own equivalent: EvalOps. It’s not about testing once and trusting forever, it’s about continuously evaluating how reasoning systems perform against the outcomes that actually matter to your business: accuracy, compliance, latency, and cost efficiency.

From Evals to Enterprise Context

For most AI platforms, evaluation ends with a report card. At Prompt360, it’s where the work begins.

Our platform federates data across the IT, risk, and compliance stack, connecting the systems that define enterprise reality. This allows AI outputs to be measured against live operational context, not static benchmarks. When a model flags a third-party contract risk, for example, Prompt360 can trace that finding through related systems: impacted applications, ownership, downstream risk, and cost exposure. That’s evaluation as a control loop, not a checkbox.

Reinforcement Learning for the Real World

Reinforcement Learning (RL) is emerging as the bridge between probabilistic AI and deterministic enterprise outcomes. By closing the loop with human and system feedback, organizations can train AI agents to act within guardrails, reflect policy intent, and improve over time, all without compromising auditability or compliance.

In regulated industries, that means moving from “AI as a helper” to “AI as a governed participant in decision-making.” The reward isn’t just better performance, it’s explainability and ROI you can prove.

The New Moat: Measurable Trust

As the AI market matures, the strongest defensibility won’t come from who has the biggest model, but from who has the most measurable, adaptive, and governed feedback loop.
That’s what makes AI trustworthy, and that’s where Prompt360 is focused, helping enterprises operationalize intelligence without surrendering control.

Because in the enterprise, the goal isn’t to just guess better.