In this episode of Just Curious, Stu Willson sits down with Evan Glaser, Founder & CEO of Alongside AI, to unpack why AI governance is the missing accelerator for mid-sized companies. Drawing on a decade of experience helping Fortune 100 firms deploy compliant, high-impact AI, Evan shares how smart guardrails unlock faster execution, reduce risk, and turn scattered experimentation into real business results.
Chapters:
00:00 – Intro & Evan Glaser’s background
01:24 – Why mid-market leaders struggle to know where to start with AI
02:59 – Governance as an accelerator, not a brake
04:41 – How early guardrails help teams move faster
06:35 – Common governance gaps and blind spots in growing companies
09:03 – What “good” AI guardrails actually look like
10:46 – Who owns AI governance inside an organization
14:02 – The hidden cost of siloed institutional knowledge
16:35 – Build vs. buy: choosing AI vendors without falling for demos
19:59 – Case study: using RAG to cut onboarding time and unlock revenue
25:52 – Before vs. after AI-enabled onboarding
30:23 – Turning AI questions into a new advisory revenue stream
33:54 – Shadow AI and the first cracks in weak governance
36:13 – Lessons from regulated industries that apply to every business
37:45 – Final takeaways on scaling AI safely and confidently
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Founder & CEO of Alongside AI, helping mid-market and regulated organizations adopt AI with clear governance, risk controls, and practical implementations that deliver measurable business impact.