In this episode of Just Curious, Stu Willson interviews Jack Weissenberger, CTO and Co-founder of Ciridae, an AI transformation firm that builds production-grade automations and full-stack systems in days. Jack explains why most AI pilots fail, how Ciridae bridges the gap between consulting and engineering, and how his team uncovered a hidden bottleneck in a home restoration company—automating a 3-hour insurance negotiation workflow down to 10 minutes, unlocking growth and substantial enterprise value.

Chapters:

00:00 – Intro
01:00 – Who is Jack Weissenberger and what is Ciridae?
02:00 – Why private equity & mid-market companies are ideal for AI
02:48 – Why Ciridae sits between a dev shop and a consultancy
04:00 – The Ciridae platform: Building production AI in days
05:04 – Do clients know their AI opportunities?
05:55 – What an AI audit looks like
07:25 – Business problems that are perfect for AI
08:44 – Why most AI rollouts fail
10:53 – Rebuilding ERPs as AI-native source-of-truth systems
12:39 – How long does it take to rebuild an ERP?
14:13 – The future of custom software for SMBs
15:26 – AI in finance, AP, and AR workflows
16:43 – Why home services companies are a great fit for AI
18:40 – Case study: The real bottleneck wasn’t AR
20:21 – Automating insurance negotiation end-to-end
22:32 – From 3 hours to 10 minutes: What Ciridae built
24:18 – How the automation could double enterprise value
25:32 – Key lesson: Staying flexible in discovery
26:33 – The underrated challenge of data readiness
27:59 – Who should work with Ciridae?
29:01 – Jack’s #1 piece of advice for starting an AI journey
29:55 – Closing

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