On AIBiz, host Sayan sits down with Don Stoddard—Founder of Blueprint Product, former product leader at Monster.com, and a certified AI Product Manager—to cut through the hype and get practical about conversational AI. We unpack how teams can use AI to widen product discovery, where hallucinations and “agreeable AI” can distort decisions, and what it really takes to embed AI into workflows without slowing delivery. Don shares field-tested lessons from building a voice-first golf assistant, why context windows still bottleneck real-time experiences, and a no-nonsense adoption playbook that blends bottom-up experiments with top-down bets. If you build products, this episode shows how to move fast, stay responsible, and keep human judgment in the loop.
About the guest  :
Don Stoddard is the Founder of Blueprint Product, a certified AI Product Manager, and a seasoned leader who has guided B2B and B2C teams—previously at Monster.com—to ship user-centered, measurable outcomes with AI.
Key takeaways:


Use AI to expand discovery, not replace judgment. Prompt for pros and cons, counterarguments, and alternatives to avoid one-track thinking.


Know model limits. Internet-trained models can surface incorrect or outdated data and tend to always answer and agree, which can mislead roadmaps.


Design for conversation friction. Voice UIs still struggle with turn-taking cues (“uh-huh,” pauses) and real-time context; engineer explicit signals and fallback paths.


Engineer context intentionally. Keep the right facts “in window” (user state, environment, recent actions). Treat context management as core product work, not an afterthought.


Adopt with two gears. Empower bottom-up trials (team budgets, rapid prototypes, internal demos) while running top-down initiatives tied to competitive strategy.


Ship, learn, iterate. Don’t stall on model debates; get a working slice to users, measure utility, and iterate quickly.


Start where your data lives. Map available org data first; design use cases that create value with what you actually have, not hypothetical datasets.


Hands-on matters. Build a small custom GPT or assistant yourself to grok prompting, instructions, and tool use—then translate that understanding into team practices.


How to connect with the guest:  


LinkedIn: Connect directly.


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