Building AI Fluency, One Uncomfortable Step at a Time with Nikki Jackson
Published
August 18, 2026
AI fluency doesn’t come from waiting until you feel ready. It comes from building, failing in public, and getting comfortable being uncomfortable.
In this episode of Growth Talks, Nikki Jackson, Head of Demand Generation at Gusto, joins host Krystina Rubino to share how she spent the past year making AI fluency a team-wide reality, not just a buzzword. Nikki breaks down the deliberate system behind it: IT and security onboarding, dedicated AI Learning Days, and concrete goals for every team member to leverage AI. She gets candid about the discomfort of learning in public, how she measures the ROI of AI adoption, why she treats AI as a “second brain” for moving faster with data, and what staying authentic looks like in a world flooded with AI-generated noise.
🔑 Key Takeaways
- Lean into the uncomfortable. Real AI fluency comes from hands-on building and failing in public, not waiting until you feel ready.
- Structure accelerates adoption. Dedicated AI Learning Days, IT/security onboarding, and concrete AI goals to turn curiosity into consistent, team-wide progress.
- ROI isn’t as fuzzy as it feels. Time savings and efficiency gains from AI agents can be tracked concretely; don’t let “it’s hard to measure” become the blocker.
- AI is a second brain, not a replacement. Conversational access to data frees up strategic time and elevates the conversation with analysts instead of eliminating it.
- Authenticity is the differentiator. As AI content scales, a distinct voice and point of view—especially for women in marketing—become the real competitive edge.
⏰ Timestamps
00:00 Meet Nikki Jackson: Building AI Fluency at Gusto
01:02 How Nikki’s AI Journey Started
03:34 Structuring a Team-Wide AI Rollout
07:24 Clearing IT and Security Hurdles
08:46 AI Learning Days in Action
09:56 Agent-Building OKRs
12:07 Measuring the ROI of AI Fluency
16:10 Building a Prioritization Rubric with AI
19:04 AI as a Second Brain for Data
23:27 The A/B Test: Nikki’s Quick-Fire Round
29:42 Women, AI, and Marketing Leadership
34:57 Staying Authentic Amid AI Slop
39:40 Marketing to Busy SMB Owners
44:44 Brand Storytelling at Gusto
46:16 Creating Demand Before the Search Begins
50:48 Nikki’s Favorite Growth Non-Hack
🔗 Mentioned in this episode
Gusto: https://gusto.com/
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