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. AI creates the perfect intersection of several things I've long loved and practiced. I'm creating The Wild Edge to be the place where it all distills into service for people who feel disoriented or aimless because of the AI moment we're in.

What I love:

  1. Gadgetry and technology

    My parents have said my first sentence was, "You push the button." 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 analogical thinking, and more. I see the fuzzy whole and find the dynamic underneath. It could be a situation, an initiative, a team, or a person. Nothing has received more of my analysis than my own mind, but I'm insatiably inquisitive about anything that's calling to be disentangled.

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.
  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. What do I want to use AI for?"

AI can multiply your humanity instead of stealing it, if you can tell it your most human motivations and perspective: what to think about, why, and how.

AI gives us the chance to reimagine and rebuild who we get to be, and how life and work get to feel. hallelujah.

But that's impossibly difficult to reckon with alone.

Your sense of perspective is all knotted up inside of you, and you can't untangle a rope under tension. I've made The Wild Edge as a place where you can take a break from "doing human" so that you can just "be human," just for a spell. It gives you the space to wonder hard enough and explore with enough adventure to put words to what you find, and determine how to bring those words to AI.

You get to do it with people who are doing the same, myself included. Life is hard to understand even without AI, but, thankfully, everyone else needs just as much help to understand it as you do.

If we have to go through an identity crisis, let's do it together. People need each other, these days.

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. Each session stands on its own.

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

Career Reinventors

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

Format & Vibe

Virtual meetup, 1 hour. Not interview prep, not resume strategies, not presentations. Each session stands on its own.

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

Build AI that Amplifies the Best of You

Teach AI How to Think Like You

You want to use Claude Code — but for information work, not coding. Build a personal AI environment set up to think the way you think, about the things you're working on, so it can think with you and for you. We'll cover Skills, sub-agents, knowledge structure, context management, and much more.

Format & Vibe

Virtual meetup, 1 hour. Structured but not a course, since each person's setup will differ. Get tactical help and see what others are doing.

Noon Eastern · Weekly (alternating Tuesdays & Thursdays)
$49/mo First two-week period free · Cancel anytime
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Teach AI What Matters to You

Your AI doesn't know you yet. When it does, it can help you so much better, but you've never had a reason to describe yourself before. Seth has been building his own self-knowledge documentation for years, and this is where you'll build yours. We'll work through dimensions like what matters to you, your cognitive style, your strengths, and your hangups. The material will help AI, but it'll probably help you personally, too.

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 out

Hands-On with Leaders, Teams, and You

1-on-1 AI Coaching

Let's build your personal AI thinking partner — your "external mind" — likely in Claude Code. (It's more do-able for non-technical folks than you think!) For AI to suit your way of working, you need to tell it how you think and what you most care about. So, you'll find that our time will cover both technical learning and self-discovery. You'll develop both strong AI capabilities and deeper self-knowledge.

Let's talk

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.

Let's talk

AI Advisory for Your Team

AI strategy and capability development for a team, in whatever ongoing format best fits. Facilitated group sense-making where collective intelligence surfaces what individuals working alone would miss, and where individuals inspire and motivate each others' progress.

Let's talk

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.

Let's talk

Write when you're ready — seth@thewildedge.ai