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- Prompt Playbook: Next Steps in AI Entrepreneurship PART 2
Prompt Playbook: Next Steps in AI Entrepreneurship PART 2
Prompt Playbook: Next Steps in AI Entrepreneurship
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Hey Prompt Entrepreneur,
Three months ago, I decided to start taking Youtube seriously. Problem was, I had absolutely no idea how to begin.
What camera should I buy? What about lighting? Should I script everything or improvise? How do you even upload a video? I spent three weeks researching equipment and watching "how to YouTube" tutorials, paralysed by all the decisions I needed to make.
That's when I brought the problem to my entrepreneurs dinner group in London. Within one conversation, I had practical answers: "Get a Sony EV10-ii," "I use three El Gato lights, these ones specifically," "Start with one video per week, figure out the rest later." etc. etc.
It helps that two of Ali Abdaal’s Youtube team happen to be in that group! 🤣
The real breakthrough came when I fed all their advice into ChatGPT and asked it to create a simple starter plan. AI took their human wisdom and turned it into a step-by-step system I could actually follow.
Including wiring diagrams! VERY detailed expert advice.
I’ve just crossed 3,000 subscribers and I'm adding 20-30 new ones daily. Rookie numbers for sure, but I'm on the way.
Here's the thing - it would have been impossible without that support. Not just the technical advice, but the encouragement to start before I felt ready.
As an entrepreneur you need to be able to deal with difficulties and problems as they turn up. And having a group of supporters, your “tribe”, is the most effective method to do so.
Let's get started:
Summary
Dealing with difficulties
You don't have to figure everything out yourself
Expert help is available when you know where to look
Being a "lantern" (first to see the future) can be isolating
Finding your tribe isn't optional, it's survival
Support systems accelerate everything
The Loneliness of Being Entrepreneurs (And Early to AI)
Being an entrepreneur is inherently lonely. You're making decisions others don't understand. Taking risks that seem mad to people with steady jobs. Working on problems that might not exist yet, for markets that might not care.
It’s hard to go to the pub at the end of week and talk about what you are up to when most people are at 9-5s. It’s just…different!
Most people can't relate to the constant uncertainty. The sleepless nights wondering if you're building something anyone wants. The pressure of having no one to blame but yourself when things go wrong. Your friends with jobs clock out at 5pm and forget about work - you're thinking about your business in the shower, during dinner, at 2am.
Then there's the judgment. "Why don't you just get a proper job?" "When are you going to stop playing around and do something serious?" Even well-meaning family members treat your business like an expensive hobby you'll eventually outgrow.
This isolation gets amplified when you're early to a technology shift like AI. Now you're not just a crazy entrepreneur - you're a crazy entrepreneur obsessed with robots taking over the world. And…helping the robots? For real?
I call this being a "lantern" - you're carrying light into uncharted territory, often walking completely alone.
You see opportunities others miss. You understand changes others deny. You're building for a future most people can't imagine yet. While others debate whether AI is just hype, you're already busy building businesses around its capabilities. You know something is coming and want to be ready rather than taken by surprise.
This double isolation of an AI entrepreneur - entrepreneur + early to AI - isn't just uncomfortable. It's dangerous. When you're alone with your thoughts too much, you start second-guessing everything. You lose perspective. You either become overconfident or paralysed by doubt.

The antidote is finding (and/or building!) your support network. Your team. Your tribe. People who see what you see. Who understand both the entrepreneurial journey and the urgency around AI. Who won't look at you like you're crazy when you talk about what's coming.
Finding Your Tribe
Personally I've built my support network across three different channels, and each serves a different purpose:
Offline Social - Entrepreneurs Dinner Group Every couple of month, I meet with a group of entrepreneurs in London for dinner. Not all AI people. In fact mainly not. Just successful people sharing what they're working on and the challenges they're facing.
The value isn't in the business advice (though that happens!). It's in the psychological support. Being around people who understand the entrepreneurial mindset. Who don't think you're crazy for taking risks others won't take.
Find a local entrepreneurs group or startup community. If one doesn't exist, start one. Even three people meeting monthly for coffee makes a difference.
The goal isn't networking in the traditional sense. It's psychological support from people who understand what you're going through.
Local AI Meetups - I regularly attend AI meetups and events, especially one called "AI for the Rest of Us." Sometimes to speak, sometimes to just chat AI.
These meetups serve two purposes: they keep me connected to what's happening at ground level, and they remind me that I'm not alone in seeing AI's potential.
Look for AI meetups, tech meetups, or industry-specific groups exploring new technologies. Meetup.com, Eventbrite, and LinkedIn events are good starting points. Also check with local coworking spaces.
Again, if nothing exists in your city guess what? There’s an opportunity here.
Ideally focus on groups that match your level - you want peers, not people so far ahead you feel stupid or so far behind you're teaching basics.
Online Community - This is one of my most valuable support channel, one that I check into daily. I’m in a WhatsApp group with the main content creators in the AI space - you name them they are in the group.
When I need a quick sanity check on an idea, or want to bounce something off people who understand the landscape - this is where I go. Both because they are content creators but also in the AI space specifically.
The quality of advice is high because these people are dealing with similar challenges. The exact challenges in some cases! And the emotional support is invaluable when you're questioning whether you're on the right track.
This is the hardest to build but most valuable once you have it. Start by engaging with entrepreneurs in your space. Most of this will be online but you can also build links with those you’ve met from the other methods.
You’ll be invited into the “inner circle” groups eventually. If they exist. OR you may find they don’t exist. Guess what? Make that Whatsapp group or Discord server and become the host of the party.
The Expert Support System: Human First, Then AI
When you're stuck on a problem, the instinct is often to immediately turn to Google or AI. That’s a good impulse! But I've learned a better approach: human expertise first, then AI to systematise it.
Here's my process:
Step 1: Take the problem to my human network first. Get their experience, shortcuts, and specific recommendations.
Step 2: Feed all that human wisdom into AI and ask it to create a systematic plan I can follow.
Step 3: Use AI to fill in the detailed gaps - like those wiring diagrams for my YouTube setup.
This approach gives you the best of both worlds: human experience and intuition, plus AI's ability to organise and systematise everything into actionable steps.
For the Youtube example I talked about before - I got the basic shape from the experts who had done it before. But I didn’t bombard them with questions about the wiring diagrams and what to connect to what.
That would have been wasting their time. And frankly I wouldn’t be surprised if they ignored me!
Instead I take the minutiae to AI to actually work out the step by step. AI is endlessly patient. I’m happy to waste ChatGPT’s time!
AI with Kyle Group
Building these networks takes time. If you want to accelerate the process, I've created something that might help.
I actually have a WhatsApp group brings together entrepreneurs who are building AI-powered businesses. These are people going through exactly what you're going through - dealing with the technical challenges, market uncertainty, and isolation that comes with being early to AI.
It's not a course or coaching program. It's less structured. More freestyle. A place to chat with peers basically. We share wins, troubleshoot problems, and remind each other that we're not crazy for believing AI changes everything. Sometimes that reminder is all you need to keep going.
If that sounds like something you need, reply to this email and we’ll send you details.
Your Day 47 Deliverable
Build your support system foundation:
Find a local group - Search for entrepreneur groups in your local area. Supper groups, breakfast clubs and the like are my favourite but they come in all shapes and sizes.
Find a meetup - Look specifically for AI, tech, or innovation meetups. If none exist, consider starting one
Ask an online connection - Reach out to someone you follow or have connected with online and ask: "Do you know of any WhatsApp groups (or similar) for people building AI businesses?"
Don't try to do everything at once. Start with one connection and build from there.
Build in Public Content
Share your support system building:
"Day 47 of AI Summer Camp: Learning I don't have to do this alone.
Been grinding solo for weeks. Finally reaching out for help and community.
Building my support system: local meetups, online communities, expert network.
Who else is building in AI and feeling like they're doing it alone? Let's connect."
What's Next?
Tomorrow we’re looping back to audience growth - the multiplier that makes everything else easier. We covered this in depth early on in the AI Summer Camp. And you’ve been working on it for 2 months - so we’ll do a check in and flesh out your future plan.
Keep Prompting,
Kyle

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