Just Curious: Applied AI for Value Creation

How Smart AI Guardrails Unlock Faster Growth (Without Killing Innovation)

Stuart Willson

Evan Glaser, Founder & CEO of Alongside AI, joins Just Curious to break down how middle-market companies can actually deploy AI, without blowing up risk, compliance, or trust. Drawing on a decade of Fortune 100 experience, Evan explains why governance isn’t a blocker to AI value creation, but the accelerator most operators are missing.

You’ll Learn

Why AI governance is the fastest way to unlock real productivity—not slow it down

How to design practical AI guardrails that let teams innovate safely and move faster

Where middle-market companies typically underestimate their AI risk exposure

How to turn siloed institutional knowledge into a scalable, AI-powered asset

A real-world case study showing how AI reduced onboarding time and unlocked new revenue

Chapters

00:00 Intro
01:24 Why middle-market leaders struggle to start with AI
02:59 Governance as an accelerator, not a brake
04:41 Defining AI guardrails that actually work
06:47 Common governance gaps and blind spots
09:03 What “good” AI governance looks like in practice
14:02 Unlocking trapped institutional knowledge with AI
19:59 Case study: AI-powered onboarding and faster ramp times
30:23 Turning AI questions into a new advisory revenue stream
33:54 The risks of shadow AI
36:13 Lessons from regulated industries that apply everywhere

Links

Just Curious helps the world’s leading operators and investors cut through a noisy AI market and find the right partners — from strategy and assessments to full-stack AI development. Our network of applied AI experts spans generative and agentic AI, workflow automation, and custom software powered by AI, helping teams turn curiosity into measurable value.

Explore more interviews and connect with experts at https://www.justcurious.io

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