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Waymaker CohortVol. 01 · June 2026

Two Mondays to
your first AI
side hustle.

Build it Monday. Sell it Monday. Take 2 PTO Mondays. Keep your weekends. By 5 PM on Monday June 29 you have a real digital product live on the internet — with a working sales funnel pointing at it.

Monday 01
Monday June 22, 2026
9:00 AM – 5:00 PM EST
Monday 02
Monday June 29, 2026
9:00 AM – 5:00 PM EST
Apply for the Free 10

50 seats total · 10 free for builders who ship publicly · Founding cohort

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You ship this in 2 Mondays ↑
── 01

Your stack for two Mondays

No 30-tool spaghetti. Five tools, all free or near-free, plug into each other.

Tool 01
Cameron
Your AI cofounder. Idea, strategy, copy.
Tool 02
Claude Code
The build engine. Writes code, deploys, automates.
Tool 03
Claude.ai
Quick prompts, artifacts, day-to-day AI.
Tool 04
Waymaker templates
70 side hustle starting points. No blank page.
Tool 05
Stripe + Vercel
Take money. Be live on the internet.
── 02

You walk out of Monday 2 owning five real things.

  1. 01A real digital product live at your own URL
  2. 02A working sales page with a Stripe Buy button
  3. 03A 3-email welcome sequence for people who don't buy yet
  4. 04A weekly content engine that gives you ideas every Monday
  5. 05A 30-day plan from Cameron based on what you built
── 03

The schedule. Hour by hour.

No fluff. Every block ends with you having shipped something real.

Monday 01 · Jun 22Build & Deploy
Monday 1 · June 22

Build It

By 5 PM your product is live at its own URL.

  • 9:00 AM
    Setup
    Install Claude Code, sign in to Waymaker, open Cameron.
  • 9:45 AM
    Pick your side hustle
    70 templates → 3 finalists → 1 winner with Cameron.
  • 11:00 AM
    Build the product
    Claude Code scaffolds the actual product. Plain English prompts.
  • 12:30 PM
    Lunch break
    60 minutes off — eat, walk, breathe.
  • 1:30 PM
    Deploy to a live URL
    One command. Watch it happen. Get your live URL.
  • 3:00 PM
    Polish + custom domain
    Cameron rewrites copy. Claude Code makes it look real. Optional $12 domain.
  • 4:30 PM
    First customer test
    One friend, one URL, one honest question.
Monday 02 · Jun 29Sell & Launch
Monday 2 · June 29

Sell It

By 5 PM you can take money — and you have launched.

  • 9:00 AM
    How selling actually works online
    The three things you need. That's it.
  • 10:00 AM
    Build your sales page
    Mission Ship funnel pattern. Headline, promise, proof, price, button.
  • 11:30 AM
    Wire up Stripe
    Real Buy button. Test cards. Buy your own product end-to-end.
  • 12:30 PM
    Lunch break
    60 minutes off — eat, walk, breathe.
  • 1:30 PM
    Email capture + welcome sequence
    3 emails for the ones who didn't buy yet.
  • 3:00 PM
    Launch post — cohort live
    Cameron drafts 5. You pick, edit, schedule. Hit publish together.
  • 4:00 PM
    Content engine + 30-day plan
    Weekly content ideas on autopilot. A real plan based on what you built.
Tue Jun 23 → Sun Jun 28Async Week — No Live Sessions
Tue Jun 23 → Sun Jun 28

Async Week

Iterate with Cofounder + cohort. No new live sessions — you keep your week.

  • Anytime
    Cofounder homework
    3 short prompts that sharpen your offer based on Monday 1's feedback.
  • Wed eve
    Optional office hour
    Drop in if you're stuck. Skip if you're not.
  • Anytime
    Talk to 3 humans
    Show 3 people your live URL. Listen. Write down what you hear.
── 04

Who this is for.

You are not behind. You just haven't had the right two Mondays yet.

01
Parents who refuse to give up another weekend
Take 2 PTO Mondays. Keep your Saturdays for your kids.
02
Career pivoters
Stuck in a job you don't love. Want an income stream you own.
03
Idea-stage builders
You have the idea. You need a Monday to ship it.
04
AI-curious beginners
You've heard Claude is good. You don't know what to do with it.
05
Side hustlers stalled
You've started 3 things. You've finished none. This is different.
Cohort 1 · 50 seats · Founding pricing ends when full
── 05

Three ways in.

★ 10 of 50 seats
Founding Free
$0
Earned, not free. Ship in public, get the seat.
  • Full live cohort (all 4 sessions)
  • Cameron AI cofounder access
  • Lifetime recording access
  • You commit to posting build updates publicly
  • Apply with a 60-second video — no resume
Apply for the Free 10
Applications close when 10 seats fill
Founding Paid
$299$599
The other 40 seats — pay, save your seat.
  • Full live cohort (all 4 sessions)
  • Cameron AI cofounder access
  • Lifetime recording access
  • Founding member Discord + future cohorts at this price
  • No application required — instant access
One-time payment · 7-day refund if Monday 1 isn't for you
VIP Add-on
+$500
Stack it on top of paid or free. White-glove.
  • 1:1 strategy call with Ashley before Monday 1
  • Personal Cameron tuning session
  • 30-day post-launch async coaching
  • Custom domain + Stripe setup help (live)
  • Limited to 5 VIP seats per cohort

Available as an upgrade after you grab a paid founding seat. Email Ashley to add VIP — first come, first served.

Added on top of any seat type
── 06

Things people ask first.

Weekends belong to your family, your partner, your rest. Two PTO Mondays signal real intent and protect your downtime. The recovery week between also gives you space to talk to real humans before you start selling — better pedagogy than back-to-back weekend cramming.

Two Mondays · One real product

You can keep
scrolling. Or you can
ship something.

Cohort 1 starts Monday June 22, 2026. 10 free seats. 40 paid seats. Then it's over.

Apply for the Free 10

Taught live by Ashley Kays · Founder, Waymaker

No income claims. We promise a shipped product + working funnel by 5 PM Monday 2.