⭐ Featured · AI Strategy
Why CPQ is the biggest AI opportunity no one is talking about
The $25B configure-price-quote market is ripe for LLM disruption — and most SaaS incumbents are building AI features, not AI products. Here's the product strategy, the GTM motion, and why the window is closing faster than people think.
AI
CPQ
Product Strategy
May 2026
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8 min read
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🏪 AI · IoT · Vertical SaaS
Self-storage is a $50B industry still running on spreadsheets
How computer vision and ML can unlock dynamic pricing, predictive churn, and operational automation for 60,000+ facilities in the US.
Computer Vision
IoT
🤖 AI · Agentic · B2B SaaS
The product playbook for building agentic B2B workflows
Lessons from building production LLM systems — what works, what breaks, and how to structure the product roadmap around agentic capabilities.
Agentic AI
B2B SaaS
🧠 AI · Product
RAG vs Fine-tuning: The product decision framework nobody talks about
Which AI architecture you choose is a product decision, not an engineering one. Here's the framework I use to make the call — and the tradeoffs that come with each.
RAG
LLMs
👥 Leadership
The fractional CPO: what it is, when it works, and when to hire full-time
Three acquisitions later, I've seen the inside of a lot of product orgs. Here's what the fractional model actually looks like in practice — and the 3 signals that tell you it's time to go full-time.
Leadership
Fractional
📡 IoT · Platform
Why most IoT platforms fail at product-market fit (and what to do instead)
After 15 years in IoT, the pattern is painfully clear: most IoT platform companies die in the valley between "connected device" and "business value."
IoT
Platform