The Wild Edge

Live community and guided exploration for finding your way at the disorienting, overwhelming, tantalizing frontier of AI

Seth Wylie

Who's hosting?

I'm Seth. I'm creating The Wild Edge to be the place for people who feel similarly eager and captivated about AI, or who feel disoriented or unsure because of the AI moment we're in ... or, most likely, feel both at the same time.

AI creates the perfect intersection of several things I've long loved and practiced:

  1. Gadgetry and technology

    It's been said that my first sentence was, "You push the button," and it's been a long, enthusiastic slide down the rabbit hole since then. AI is the gadget that reinvents itself each week. It feels like grabbing a high-voltage wire.

  2. Collaborative, exploratory, inventive conversation

    We are our best selves when a person brings it out of us. Whether it's using post-its, paints, or breakout rooms, there's a benevolently manipulative art to helping people realize that they can trust the person sitting across from them. Workplaces don't make space for it, but I can't imagine anything more important, and it's the craft I'm most proud of.

  3. Making order of mess

    I've called it systems thinking, business operations, empathy, sense-making, metaphor, and more. I see the whole messy picture and put my finger on what's happening. I'm insatiably inquisitive about anything that's calling to be disentangled: a situation, an initiative, a team, a person's mind, or what AI can mean to us.

The AI moment calls for these three things because:

  1. We need a place to understand AI itself. The more updates you read about AI, the more you learn, but somehow you end up feeling less oriented and with more FOMO, not the opposite. It's so promising, but so overwhelming.
  2. We need a place to design our own relationship with AI. The invention of a cognitive tool creates something that feels like a cognitive identity crisis: "Where do my skills fit, now? Do I fit anywhere? AI lets me do more than I could before, but now I'm not even sure what I want to want." And yet, it also feels like an opportunity to imagine bigger than we've ever been able to before.

AI can amplify our most human pursuits (instead of paving over them). It gives us the chance to reimagine and rebuild who we get to be, and how life and work get to feel.

...hallelujah

But your perspective is all knotted up inside of you, and you can't untangle a rope under tension. So, I want to give you the space to wonder hard enough and explore with enough adventure to find and put words to what you can do with AI that matters to you, and then set off to go do it.

That's just impossibly difficult to do alone.

At The Wild Edge, you get to do it with people who are doing the same, myself included. If we have to go through an identity crisis, and we get to discover where it takes us, let's do it together. People need each other, these days.

Virtual Meetup Communities:

Conversations That Matter

AI Club

For people eagerly tinkering with and reading about AI, but who still feel like they're missing out on what to best do with it. Bring your experiments and questions, and see what other people have been doing and thinking about. Leave feeling better oriented, more capable, and focused on a few great ideas to try.

Format & Vibe

Virtual meetup, 1 hour. Facilitated but unstructured — no agenda, no presentations. Conversation goes where the energy and interest are. Casual demos encouraged.

Noon Eastern · Twice a month (1st & 3rd Friday)
$24/mo First month free · Cancel anytime
Try it free

Career Reinventors

For people who left a career, lost a career, or are rethinking theirs. Facilitated peer coaching, like a 'Brain Trust', for folks going through the same thing, working through the stages of discovering and developing a new professional identity that suits who you are.

Format & Vibe

Virtual meetup, 1 hour. No interview prep, no resume strategies, no presentations. Conversation to help each other find our way.

Noon Eastern · Twice a month (2nd & 4th Friday)
$24/mo First month free · Cancel anytime
Try it free

Virtual Meetup Communities for Builders:

AI that Amplifies the Best of You

Teach AI How to Think Like You

Let's build our methods for using Claude Code — but for information work, not coding. You can build a personal AI environment set up to think the way you think, about the things you're working on, connected to the systems you use, so it can think with you and for you. We'll talk about Skills, sub-agents, knowledge structure, context management, and much more. Learn to set up Claude Code so it knows what it needs to, and makes you feel like you have a partner in crime and ten sets of hands.

Format & Vibe

Virtual meetup, 1 hour. Each session has a topic, but no curriculum, since everyone is building their own thing. Get tactical help and see what others are doing.

Noon Eastern · Weekly (alternating Tuesdays & Thursdays)
$49/mo First two-week period free · Cancel anytime
Try it free

Teach AI What Matters to You

Self-knowledge now has a tactical benefit. AI can intuit what you want, if it knows you well, but you've never had a reason to describe yourself before. It includes practical details like your job description, but also dimensions like your values, the way you think, your cognitive and emotional strengths, and your hangups. Seth has been building his own self-documentation for years, and this is where you'll use AI to build your own, to better empower your AI to work for you.

Format & Vibe

Virtual meetup, 1 hour. Focused and facilitated, but not a structured workshop, so that we can spend time where it's needed.

Noon Eastern · Weekly (alternating Tuesdays & Thursdays)
$49/mo First two-week period free · Cancel anytime
Try it free

Hands-On Coaching and Guidance for Individuals and Teams

1-on-1 AI Coaching

Let's get you caught up. We can work on general AI know-how, and even build your personal AI thinking partner and assistant — your "external mind" that knows how you think and what you care about — in Claude Code. (It's more do-able than you think!) Our time will build your AI capabilities, but also your self-knowledge as we determine what you most want to do with a tool that can do anything.

Exec AI Advisory & Coaching

Strategic and hands-on AI coaching for executives. The whole range in one relationship: organizational AI strategy, your own leadership through the transition, and building your personal AI infrastructure — the tools, the workflows, the thinking systems. I'll help you work through both the decisions you need to make and the capabilities you're striving to develop.

AI Advisory for Your Team

AI strategy and capability development for a team. This may look like advisory conversations with leaders, or facilitated group conversations where individuals inspire, learn from, and motivate each other.

AI Product Strategy Advisory

Ongoing strategic thought partnership for founders building AI products. Product direction, integration architecture, and identifying what the technology uniquely enables for your users. Retainer format — regular deep sessions driven by your own work between them.