This post is inspired by a great comment from @Edward Elliott in our community who shared: “Getting people on board is interesting in our small team agency of just 7. I thought it would be easier... I’ve been showing each of them how it can be a win in their area of focus. A few have jumped right in… others still stay on the outside.” If you’re in a small team, you’ve probably felt this too. You show someone an amazing AI shortcut and expect them to be all in, but instead, they hesitate, nod politely, and move on. Totally normal. Here are a few things I’ve seen work to move the needle, without forcing it. Start with Personal Pain Points: It’s easy to default to a general “AI is the future!” pitch—but people don’t adopt because of trends. They adopt when something helps them solve a daily frustration. Ask, “What’s one part of your job you’d love to spend less time on?”If someone dreads writing reports, show them a template that drafts it in minutes. If they’re stuck in repetitive brainstorming, introduce an AI tool that gets the creative juices flowing. When AI solves something that matters to them, they lean in. Pair Up Your Champions: Instead of trying to win over skeptics yourself, let your early adopters do the talking. Pair a curious-but-hesitant teammate with someone who’s already made a win using AI. A short screen share, a quick demo, a simple “Hey, look how I used this” moment goes a long way. It feels way more relatable than a formal training session. Celebrate Micro-Wins: Create a simple #ai-wins channel to share quick success stories. Even a one-line win like, “Used ChatGPT to draft our first blog outline in 10 mins 🙌” can spark ideas. Visibility is key—when people see their peers making progress, the barrier to trying it themselves drops. Make Space for Exploration: Host 30-minute “AI office hours” each week. No agenda—just a space to share questions, wins, or even flops. It lowers the pressure and turns learning into a conversation. Some of the best ideas we’ve tried started in these casual sessions.

Hey guys - we have curated a pretty amazing group of entrepreneurs and AI enthusiasts here. Please introduce yourselves by telling us: Who you are Where you are from Where you are currently at with AI Any recent AI wins Any AI questions? What is your AI vision for your company? Most of the AI learning I've experienced recently has been from shared experiences with others, so I encourage you all to help kick-off this community by sharing a bit about yourselves :)