A single rushed request turned into a turning point. Jessica Smith—Deputy Chief of Business Development at The Connection—shares how a quick AI-assisted draft became a signed training contract and reshaped her team’s approach to creativity, analytics, and everyday operations. We walk through the human-first playbook she’s built inside a large nonprofit serving reentry, housing, behavioral health, and shelter programs—where ethics and guardrails matter as much as speed.
We dig into what “human in the loop” actually looks like: coaching AI like a new colleague, checking its work, and using it for first passes that free people for deeper thinking. Jessica explains why bans backfire, how to set practical policies for HIPAA and confidentiality, and where AI gives immediate lift—meeting agendas, minutes, brainstorming lists, catalog taxonomy across 600 courses, and automated performance summaries. The secret isn’t magic prompts; it’s a mindset of curiosity, clear examples of “good,” and small wins that stack into culture change.
You’ll hear candid stories of missteps, fast pivots, and the difference between generic content and work that reflects your voice and standards. We talk about agility in policy (because six months can make your rules obsolete), how to create safe forums for sharing use cases, and why the cost of waiting now exceeds the cost of careful experimentation. If you’ve felt overwhelmed or skeptical, consider this your practical onramp—treat AI like an assistant you’re onboarding, start with low-risk tasks, and build from there. Enjoy the conversation, then tell us: what’s the first task you’ll offload to AI today?
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