LIVE
WORKSHOP STARTS ON MONDAY, JUNE 1ST @ 3:00 PM EDT STARTS MONDAY, JUNE 1ST @ 3:00 PM EDT
00 D : 00 H : 00 M : 00 S
100 SPOTS

THE "LAUNCH YOUR CHALLENGE" WORKSHOP

Replace Your Sales Calls, Random

Launches, & Complex Funnels With

One Repeatable 5-Day Challenge

Close more clients in 5 days than most do in 90.

No sales team. No exhausting launch cycles.

FOR ESTABLISHED COACHES & CREATORS

  • Perfect for you if you're done trading time for revenue and ready to sell one-to-many.

  • You'll leave with your Challenge built & AI trained on 7 years of data to do it for you.

JUNE 1 - 5, 2026 | 1 HOUR PER DAY

53 LIVE 5-DAY CHALLENEGES
Since 2019

$5M+ GENERATED
With 5-Day Challenges

BUILT FOR ESTABLISHED
Coaches & Course Creators

THE "LAUNCH YOUR CHALLENGE" WORKSHOP

Replace your Sales Calls, random launches, & complex funnels with one repeatable 5-Day challenge

Close more clients in 5 days than most do in 90.

No sales team. No exhausting launch cycles.

JUNE 1 - 5, 2026 | 1 HOUR PER DAY

  • 53 LIVE 5-DAY CHALLENGES

Since 2019

  • $5M+ GENERATED ONLINE

With 5-Day Challenges

  • BUILT FOR ESTABLISHED BUSINESSES

Coaches & Course Creators

  • Perfect for you if you're done trading time for revenue and ready to sell one-to-many.

  • You'll leave with your Challenge built & AI trained on 7 years of data to do it for you.

THE "LAUNCH YOUR CHALLENGE" WORKSHOP

IN JUST 5 HOURS, YOU'LL BUILD A CHALLENGE READY TO ATTRACT & ENROLL PREMIUM CLIENTS

Your offer is selling. You're making good money. But it's taking everything you've got to keep up. Somewhere in the back of your mind a thought keeps showing up that says..."I can't keep doing this"... THIS WORKSHOP CHANGES THAT!

BY THE END OF THIS WORKSHOP, YOU'LL HAVE:

  • A Ready To Sell Low-Fulfillment Challenge That Sells Out

  • Your Complete Challenge Built & Ready To Launch

  • Your Offer Repositioned To Attract & Convert Better Clients

  • A Pitch Architecture That Converts At 15 To 20 Percent

  • Your Validation Post Live & Already Generating Leads

  • The Identity Shift That Separates 5% From 20% Converters

  • A Repeatable System That Fills Your Challenge Every Month

JUNE 1ST - 5TH

1 HOUR PER DAY

100 SPOTS

THE "LAUNCH YOUR CHALLENGE" EVENT

IN 5 HOURS, YOU'LL BUILD A CHALLENGE READY TO ATTRACT & ENROLL PREMIUM CLIENTS

Your offer is selling. You're making good money. But it's taking everything you've got to keep up. Somewhere in the back of your mind a thought keeps showing up that says..."I can't keep doing this"...

THIS WORKSHOP CHANGES THAT!

BY THE END OF THIS WORKSHOP, YOU'LL HAVE:

  • A Ready To Sell Low-Fulfillment Challenge That Sells Out

  • Your Complete Challenge Built & Ready To Launch

  • Your Offer Repositioned To Attract & Convert Better Clients

  • A Pitch Architecture That Converts At 15 To 20 Percent

  • Your Validation Post Live & Already Generating Leads

  • The Identity Shift That Separates 5% From 20% Converters

JUNE 1ST - 5TH

1 HOUR PER DAY

100 SPOTS

HOW THE SESSIONS WORK

show up for 1 hour per day.

leave with your challenge done.

Use copy & paste AI prompts to build your challenge. By the end of the week, you'll have your outline, offer repositioned, pitch mapped, and your promotion ready to go.

TRAIN AI TO BUILD YOUR 5 DAY CHALLENGE:

  • Frameworks: New strategies taught each session.

  • Prompts: Work with AI to build your playbooks.

  • Training Your AI: Upload the playbooks to your AI.

  • Pitch Positioning: Focus on one layer each day.

  • Identity Shift: Remove the beliefs holding you back.

  • Action Task: Complete one simple task each day.

  • Result: A high converting challenge that repeats.

Replace your sales process. Run it on repeat.

HOW THE

SESSIONs WORK:

show up for 1 hour per day. leave with your challenge done.

Use copy & paste AI prompts to build your challenge. By the end of the week, you'll have your outline, offer repositioned, pitch mapped, & your promotion ready to go.

TRAIN AI TO BUILD YOUR CHALLENGE:

  • Frameworks: You will get a full breakdown per session.

  • Prompts: Work with AI to build your playbooks.

  • Training Your AI: Upload the playbooks to your AI.

  • Pitch Positioning: Focus on one layer each day.

  • Identity Shift: Remove the beliefs holding you back.

  • Action Task: Complete one simple task each day.

  • Result: A high converting challenge that repeats.

Replace your sales process.

Run it on repeat.

What If In ONE Single Workshop

You Finally Had The System To Replace

Your Sales Process With A Model That Frees You?

That's exactly what Launch Your Challenge is designed to help you do. Replace your sales calls with a repeatable challenge that closes more clients in 5 days than most do in 90.

What If In ONE Single Workshop

You Finally Had The Blueprint To Build A Business That Gives You Your Life Back?

That’s exactly what this workshop is designed to help you do. Simplify your business, clarify your path, and build a model that gives you more peace & freedom.

What If In ONE Single Workshop

You Finally Had The Blueprint To Build

A Business That Gives You Your Life Back?

That’s exactly what this workshop is designed to help you do. Simplify your business, clarify your path, and build a model that gives you more peace & freedom.

session 1: June 1st

SESSION 1 RESULT

You'll walk away with the math applied to your business, your validation post live and already generating leads, and how the challenge model fits into what you're doing right now.

THEME:
Go From Sales Trap To Freedom Map

THE SHIFT:
You don't need more offers, more funnels, or a bigger audience. You need one repeatable challenge & how it converts at 9x the rate of everything you're doing right now.

PROBLEM ADDRESSED:
"I'm making money but I'm exhausted. I'm on sales calls constantly, paying commissions, and my process only works when I'm pushing."

DOUG'S SOLUTION:
The One-To-Many Conversion Model.

session 2: June 2nd

SESSION 2 RESULT

You'll have your offer repositioned to attract premium buyers, a perceived value strategy that justifies higher prices, and the exact language that makes your offer irresistible.

THEME:
Fix Your Pitch. Not Your Offer.

THE SHIFT:
It's not your audience. It's not your offer. It's your positioning and how you build up anticipation for them to WANT to see your offer.

PROBLEM ADDRESSED:
"I know my offer gets results but I struggle to communicate the value. I feel like I'm undercharging & I don't know how to fix it."

DOUG'S SOLUTION:
The Offer Positioning Power Shift.

session 3: june 3rd

SESSION 3 RESULT

You'll watch EventStack AI build a complete challenge outline, funnel pages, email sequences, slide structure live during this session.

THEME:
Build Your Challenge In One Day

THE SHIFT:
You don't need weeks of build time, a tech team, or a complicated funnel. You need one AI system trained on $5M in challenge revenue that builds everything for you.

PROBLEM ADDRESSED:
"Every time I try to build a challenge I get stuck on the tech, the copy, and the setup and I never actually launch. I need a faster way."

DOUG'S SOLUTION:
The One Day Challenge Build & EventStack AI.

session 4: june 4th

SESSION 4 RESULT

Have a complete promotional system built, your ideal buyer defined with precision, and a 14 day pre-challenge runway that fills your room with the right people every single time.

THEME:
Show Up Sold Secrets

THE SHIFT:
Your ideal buyers are already watching and waiting for you to speak directly to them. One promotional system aimed at the right person replaces a hundred posts aimed at everyone.

PROBLEM ADDRESSED:
"I can get people to register but I struggle to get the right people in the room. The ones who show up aren't always the ones who buy and I don't know how to fix that."

DOUG'S SOLUTION:
The Full Room Formula: Organic & Paid Strategy.

session 5: june 5th

SESSION 5 RESULT

You'll leave with your complete pitch architecture built, your close sequence mapped from Day 3 through midnight on Day 5, and a repeatable conversion system that gets more profitable every single time you run your challenge.

THEME:
Your Challenge Is Ready. Now Convert.

THE SHIFT:
Today you'll learn the exact pitch architecture that turns five days of trust into a room full of buyers & the close sequence that separates coaches who convert at 20 percent from coaches who wonder what went wrong.

PROBLEM ADDRESSED:
"I've had great challenges before where people loved the content but didn't buy. I feel like I delivered but the revenue doesn't reflect it. I don't know what I'm missing in the close."

DOUG'S SOLUTION:
The Midnight Close & 5 Day Pitch Architecture.

You didn't start your business to be in sales.

You didn't start your business to be in sales.

You started it to have more freedom.

You started it to have

more freedom.

Somewhere along the way the sales calls, the complicated launches, and the constant pushing turned the business that was supposed to give you freedom into the thing consuming it. You'll fix that in under 5 hours with me.

It's time to build the business that gives you your life back...

It's time to build the business that gives you your life back!

you want it? but your Mind is creating roadblocks...

Frequently Asked Questions

It's pretty normal... maybe you have some of these qustions lingering, let's clear them outa the way:

Q: What if I can't make it all 5 days? Are there replays?

Replays are available for every session. But I'm going to be honest, the people who show up live and do the exercises in real time get 10x more out of this than people who watch the replay later. This is a participation workshop, not a content binge. Show up if you can. To encourage our attendees to actually implement, we offer replays for 1 week after the workshop starts. VIP gets lifetime access to replays.

Q: How is this different from just watching challenge training on YouTube or buying a course?

Most challenge training gives you information. This gives you implementation. Every session includes live coaching, daily AI prompts that build your actual challenge plan in real time, and a community of established coaches doing the same thing alongside you. You do not leave with notes. You leave with a complete challenge built, your offer repositioned, your pitch architected, and a promotional system ready to run. The difference between knowing how challenges work and having one built and ready to launch is exactly what this week is designed to close.

Q: How much time do I need outside of the 90 minute sessions each day?

Each session includes the implementation so there is very little work required outside the room. The daily action task takes 15 minutes or less and is designed to be completed immediately after each session while the momentum is still fresh. If you can give 90 minutes a day for 5 days you have everything you need to walk away with a complete challenge system built and ready to launch.

Q: What happens after the challenge ends? Is there ongoing support?

The Launch Your Challenge community stays active and the replays remain available so you can revisit any session as you build and launch your challenge. For coaches who want to continue building with Doug directly there is an opportunity during the week to join the implementation cohort where Doug works with a small group of established coaches over 5 weeks to build, launch, and run their first or next challenge together. Details on that are shared during the challenge week for anyone who wants to go deeper.

Q: What is this live workshop about?

This is a 5 day live challenge where I walk you through the exact system I have used across 53 challenges and $5M in revenue to replace sales calls with one repeatable challenge that closes more clients in 5 days than most do in 90. Each session builds one complete layer of your challenge system. By the end of the week you will have your offer repositioned, your challenge built, your promotional system mapped, your pitch architected, and a repeatable freedom model ready to launch. Five sessions. Five days. One complete challenge system built and ready to run.

Q: How is this different from other workshops?

Most challenge training starts with tactics. This one starts with the internal belief that has been quietly limiting your conversion rate since the first time you tried to sell one to many. We fix the identity first. Then we build the system. That sequence is why the results from this week actually stick. You are not just learning how challenges work. You are becoming the kind of coach who runs them at 15 to 20 percent conversion consistently.

Q: How is AI used in this workshop?

Each day I give you specific prompts that you run inside ChatGPT or Claude to help you build your challenge plan faster. These prompts do the heavy lifting so you can focus on the decisions that matter instead of staring at a blank page. I will also be doing a live demo of a new AI software I built that takes everything even further and shows you how fast this entire process can be. I will show you how to get access to it during the demo. This is not an AI course. It is your complete challenge system built faster because AI handles the busywork.

Q: Do I need a paid ChatGPT or Claude account?

The free versions of both work fine for this workshop. If you already have a paid account, great. You'll get higher reasoning responses. If not, don't let that stop you. I'll show you exactly which tool to use and how to set it up on Day 1. If you can copy and paste, you can do this.

Q: Is this only for experienced business owners?

This challenge is specifically designed for established coaches, course creators, and online business owners who are already making $10k to $30k per month and are ready to replace their current sales process with a freedom model. If you are exhausted by sales calls, complicated launches, or starting from zero every month and you are ready to sell one to many instead of one to one this week was built for you.

Q: Will this work for my business?

The challenge model works because it is built on human psychology not niche mechanics. People in every niche want transformation. Challenges deliver micro transformations before the sale. That sequence works everywhere. Doug has coached established coaches across health, wealth, relationships, B2B, high ticket, service based, and non traditional niches through this exact system. If you have an offer that creates a real result for a real person the challenge model works for your niche.

Q: Are the challenge classes live and what time are the sessions?

Yes. This is a live challenge starting Monday June 1st and running through Friday June 5th. Each session runs for 60 minutes per day at 3 pm ET. If you cannot make a session live the replays are posted in the course area within 2 hours of each session ending. There are live only bonuses on specific days that are only available to people who attend live so showing up live is strongly recommended.

Q: How fast will I experience Results?

You will feel the shift on Day 1. By the end of the week you will have your complete challenge built, your offer repositioned, your pitch architected, your promotional system mapped, and a repeatable freedom model ready to launch. That is not a promise of overnight revenue. That is a promise of overnight clarity and a complete system ready to run within 30 days. The coaches who move fastest are the ones who stop waiting to be ready and start executing. This week is designed to get you there in 5 days not 5 months.

Q: How long is each day of the workshop?

Each session goes for 1 hour. Depending on Q&A, it may go a little over 1 hour.

Q: What do I get when I join the workshop?

When you register for the "Freedom Business Blueprint" workshop, you'll get access to:

✅ 5 days of LIVE, step-by-step training with me (Doug Boughton).

✅ A personalized digital copy of the workbook so you can implement the training in real time.

✅ Every session includes a teaching, a live exercise, and copy-and-paste AI prompt to build your Challenge.

✅ Access to my Fulltime Freedom frameworks that have only been available to my personal coaching clients (until now).

✅ Access to the easy-to-use, essential AI tools you’ll be using to build your Challenge AI Assistant.

✅ Ongoing access to the community so you can connect & collaborate with other workshop attendees.

By the end of the week you will walk away with your challenge built, your offer repositioned, your pitch architected, your promotional system ready, and a repeatable freedom model that gets more profitable every single time you run it.

Q: What if I've already run a challenge before?

Good. This challenge is especially for you. The coaches who get the most from this week are the ones who ran a challenge, got underwhelming results, and want to know exactly why. On Day 2 we cover the five architecture mistakes responsible for the vast majority of challenge underperformance. If your last challenge had great engagement but low conversions this week will show you exactly what to fix and how to make sure it never happens again.

Q: Where can I register to join the "Launch Your Challenge" Workshop?

Scroll up to enter your name and email to hold your spot. On the next page you will complete your registration and receive your bonuses so you can get started and come prepared to the live sessions ready to implement.

Ready To Replace Your Sales Process With A Freedom Model?

Ditch The Sales Calls & Build A Repeatable System That Closes More Clients In 5 Days Than Most Do In 90

IMPORTANT DISCLAIMERS: 
All Earnings and income representations are aspirational statements only of your earnings potential. The success of Digital StrADegy LLC, testimonials and other examples used are exceptional, non-typical results and are not intended to be and are not a guarantee that you or others will achieve the same results. Individual results will always vary and yours will depend entirely on your individual capacity, work ethic, business skills and experience, level of motivation, diligence in applying the Digital StrADegy LLC Programs, the economy, the normal and unforeseen risks of doing business, and other factors. 
The Digital StrADegy LLC Programs, are not responsible for your actions. You are solely responsible for your own moves and decisions and the evaluation and use of our products and services should be based on your own due diligence. You agree that the Digital StrADegy LLC Programs are not liable to you in any way for your results in using our products and services. See our Terms of Service for our full disclaimer of liability and other restrictions. 

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