
We're all so busy "AI-ing" everything that nobody stops to ask — are we actually solving the right problems for the real humans on the other end?
Peter Swimm is a conversational AI product lead and solutions expert with nearly three decades of experience building and scaling technology that actually works for humans. Peter got his start in tech in 1996 teaching communities how to use the internet through the Chicago Public Library — and that people-first foundation has shaped everything since. He's launched and scaled conversational AI products at companies like Pando Networks and led product strategy at Howdy, where he helped build the Slack API ecosystem before Microsoft acquired the team. He has since done enterprise conversational AI work for Walmart, Loews, Rabobank, and UnitedHealth Care, and at Microsoft Copilot Studio helped spearhead enterprise-grade generative AI capabilities. His firm, Toilville, is AI-aware but technology agnostic — because Peter believes the best asset any organization has is the human minds that shape it.
Peter shares why so much technology is being deployed in ways that are shortsighted and frankly unempathetic — cutting costs without actually solving the real problem. Take a listen.
To access the episode transcript, go to www.TheEmpathyEdge.com and search by episode title.
Listen in for…
- How to embed empathy-driven requirements directly into your technology specs
- What it means to design systems to enable dignified escalation
- Why the best solutions never cross the line from helper to surveillance
- Why you need to understand how work actually happens before implementing AI in your organization
- What operational compassion at scale really looks like in practice
"(Many) clients don't know how work happens today, and so when they go to automate it, they have no A and B to compare against how it was before. Every company has soft-skilled people that are secretly holding the company together through sheer will." — Peter Swimm
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Episode References:
About Peter Swimm, Founder and CEO, Toilville:
Peter L. Swimm is a conversational AI product lead and solutions expert who started in tech in 1996, teaching the community how to use the internet through the Chicago Public Library.
Since then, Peter has built and scaled conversational products from early adoption to enterprise durability, including work at Pando Networks (Intel Capital) and launching the Slack API ecosystem at Howdy, where Peter led product strategy across Botkit and Botkit Studio before Microsoft acquired XOXCO, the team behind Botkit and the Howdy Slackbot.
Toilville has supported conversational AI work for major enterprises including Walmart, Loews, Rabobank, and UnitedHealth Care, and at Microsoft Copilot Studio helped spearhead enterprise-grade generative and conversational capabilities, spanning connector ecosystems, customization of language understanding, and architectures for LLM-powered actions.
Toilville is AI-Aware but technology-agnostic and believes that the best asset any organization has is the human minds that shape it.
Connect with Peter Swimm:
Toilville: toilville.com or peoplemakeitbetter.com
LinkedIn: linkedin.com/in/peterswimm
Connect with Maria:
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