Build a Sales Organization That Produces Predictable Revenue.

The 28-Day Sales Program

Turn Your Sales Team Into a Scalable Revenue Engine.

Sales success shouldn’t depend on one superstar.

It should be built into your system.

The 28-Day Sales Program is a step-by-step implementation program that helps business owners, sales leaders, and revenue teams build a modern sales organization from the ground up. Over 28 days, you’ll develop a repeatable sales process, improve your pipeline, strengthen your team, optimize your technology, and create a culture built around predictable growth.

Whether you’re building your first sales team or improving an existing one, you’ll finish with a complete sales framework designed to generate consistent results.

By Day 28, you’ll have a sales system that’s measurable, repeatable, and ready to scale.
  • 28 Daily Challenges
  • Daily Email Coaching
  • Downloadable Resources
  • Lifetime Resource Library Access
  • Available in Paperback, Digital, Audio, or Daily Email Only
Start My Challenge How It Works

The 28-Day Sales Challenge

Starting at $14.99
Choose Your Experience

Program Snapshot

Duration

28 Days

Skill Level

Beginner to Advanced

Format

Paperback, Digital, Audio, or Daily Email

Downloads

Sales Playbooks, Pipeline Templates, Interview Guides, KPI Dashboards, CRM Worksheets & Coaching Resources

Resource Library

Lifetime access

Delivery

Start immediately after purchase

Choose Your Experience
<strong>Paperback Experience</strong>

Paperback Experience

Work through one sales improvement project every day while building your own sales organization.

$24.99 Includes:
  • Paperback book
  • Daily challenge emails
  • Resource Library
Add to Card
<strong>Digital Reader Edition</strong>

Digital Reader Edition

Perfect for sales leaders who want instant access and interactive worksheets.

$19.99 Includes:
  • ePub for eReader
  • Daily challenge emails
  • Resource Library
Add to Card
Most Popular
<strong>Challenge Experience</strong>

Challenge Experience

Receive one focused lesson every day with actionable implementation projects that steadily improve your sales organization.

$14.99 Perfect for accountability.
  • Daily email delivered to your inbox
  • Resource library
Add to Card
<strong>Audio Experience</strong>

Audio Experience

Learn during your commute, then immediately implement each day’s sales project.

$29.99 Includes:
  • Audiobook file
  • Daily Challenge Emails
  • Resource Library
Add to Card

Is This Program Right For You?

Who Should Take This Program?

  • Small business owners
  • Sales Managers
  • Revenue Leaders
  • Founders
  • Anyone responsible for revenue growth

Probably Not For You If…

  • You’re looking for a magic sales script.
  • You believe selling is about pressure instead of helping customers.
  • You aren’t willing to improve your processes.
  • You expect overnight results.
  • You want motivation instead of implementation.

Take the First Step Toward Better Sales

Try the first challenge free and start building stronger sales habits today.

Better sales results start with better habits, conversations, and follow-through. Get the first challenge free and experience how the 28-Day Sales Challenge turns sales improvement into simple actions you can actually put to work. Add the free chapter to your cart, check out, and download your sample to get started.

FREE SAMPLE - The 28 Day Sales Challenge - First Chapter

What You'll Accomplish

By Day 28 You’ll…

Week 1
Week 1
Built the foundation of a modern sales organization by defining your sales mission, identifying your ideal customer, strengthening your sales structure, hiring better people, and creating an effective onboarding system.
Week 2
Week 2
Created a repeatable sales process by building your pipeline, improving prospecting, strengthening outreach, mastering discovery calls, delivering better demos, handling objections, and closing with confidence.
Week 3
Week 3
Optimized your sales technology with a better CRM, sales playbook, enablement materials, coaching systems, and stronger alignment between sales and marketing.
Week 4
Week 4
Developed a data-driven sales organization through KPI dashboards, forecasting, competitive strategy, deal reviews, social selling, scaling plans, and a long-term revenue roadmap.
28 Days
One Team.
One Predictable Sales System.
Paperback
Digital Reader
COMING SOON! Audiobook
Daily Emails

Inside the Program

A step-by-step look at the four-week system that turns inconsistent sales activity into a clear, repeatable, and measurable process for winning more customers. Each week builds on the last, helping you move from prospecting and qualification to stronger conversations, confident follow-up, objection handling, and closing more opportunities.

Lessons

  • Sales Mission
  • Ideal Customer Profiles
  • Challenger Sales Mindset
  • Sales Team Structure
  • Hiring Great Salespeople
  • 30-60-90 Day Onboarding
  • Weekly Review

Learning outcomes

  • Build a strong sales culture
  • Clarify customer targeting
  • Create scalable team processes
  • Hire with confidence

Lessons

  • Sales Process Design
  • Prospecting Systems
  • Cold Outreach
  • Discovery Calls
  • Product Demonstrations
  • Objection Handling
  • Closing Techniques

Learning outcomes

  • Create a repeatable sales process
  • Improve conversion rates
  • Increase qualified opportunities
  • Close more business consistently

Lessons

  • Sales Technology
  • CRM Optimization
  • Sales Intelligence
  • Sales Playbooks
  • Sales Collateral
  • Sales & Marketing Alignment
  • Coaching Systems

Learning outcomes

  • Increase team productivity
  • Improve CRM adoption
  • Create consistent messaging
  • Develop stronger sales talent

Lessons

  • Sales KPIs
  • Predictive Dashboards
  • Social Selling
  • Competitive Strategy
  • Deal Reviews
  • Scaling the Team
  • 90-Day Growth Planning

Learning outcomes

  • Forecast with confidence
  • Improve decision-making
  • Scale revenue predictably
  • Lead with data instead of guesswork

Downloadable Resources

Lifetime access to practical sales leadership resources.

Sales Strategy Resources

Sales Strategy Resources

Sales Mission Worksheets, ICP Templates, Sales Process Maps, Sales Planning Guides
Team Resources

Team Resources

Interview Scorecards, Hiring Guides, 30-60-90 Day Plans, Coaching Templates
Sales Resources

Sales Resources

Discovery Call Frameworks, Objection Handling Worksheets, Sales Playbooks, Sales Collateral Templates
Operations Resources

Operations Resources

CRM Audit Worksheets, Pipeline Templates, Sales Dashboard Templates, Forecasting Worksheets
Leadership Resources

Leadership Resources

90-Day Revenue Roadmaps, Team Scorecards, Meeting Agendas, Performance Tracking Tools
Trackers & Reporting Tools

Trackers & Reporting Tools

Simple trackers for engagement, analytics, A/B testing, campaign performance, and ROI.

Meet Your Coach.

Robert M. Coles

The best sales organizations don’t rely on charisma.

They rely on systems.

Throughout my career, I’ve worked alongside sales organizations ranging from startups to global enterprises, helping build the marketing engines, CRM systems, sales enablement strategies, and Revenue Operations processes that drive sustainable growth.

This program isn’t about becoming a pushy salesperson.

It’s about building a modern sales organization where the right people, processes, technology, and data work together to create predictable revenue month after month.

 Learn More

What Makes The 28 Day Challenge Different?

Typical Sales Books Traditional Sales Training The 28 Day Challenge
❌ Generic sales advice ❌ Expensive workshops ✅ Daily implementation projects
❌ Motivation without implementation ❌ Information overload ✅ Complete sales system
❌ Individual selling techniques only ❌ Minimal follow-up ✅ Team-focused leadership
❌ Little focus on systems ❌ Difficult to implement ✅ Built for long-term growth

Frequently Asked Questions

Find answers to common questions below

Both. The 28-Day Sales Challenge is designed to be useful whether you’re building a sales function for the first time or improving an existing one. New sales leaders will get a structured framework for building the fundamentals, while experienced leaders can use the challenge to identify gaps, strengthen processes, and create greater consistency across their team.
Absolutely. You don’t need a large sales department to benefit from a structured sales process. The challenge works for entrepreneurs, owner-led sales teams, small businesses, growing companies, and established sales organizations. The principles can be scaled to fit a team of one or a team of hundreds.
Yes. You’ll explore how to think about sales roles, responsibilities, hiring needs, onboarding, and expectations so you can build the right team for your organization. The goal isn’t simply to add more salespeople—it’s to understand when you need them, what you need them to accomplish, and how to set them up for success.
Yes. That’s one of the primary goals of the challenge. You’ll work through the stages of your sales cycle, from prospecting and qualification through discovery, follow-up, objection handling, closing, and handoff. By the end, you should have a clearer, more repeatable process your team can actually follow.
Yes. You’ll learn how your CRM should support your sales process rather than become another administrative burden. We’ll cover areas such as pipeline stages, deal management, required information, follow-up activities, automation opportunities, and maintaining cleaner, more useful sales data. The principles can be applied across most major CRM platforms.
Yes. The challenge addresses how sales leaders can improve performance through consistent coaching, feedback, pipeline reviews, call analysis, goal setting, and one-on-one conversations. You’ll learn ways to coach around specific behaviors and skills instead of relying solely on whether someone hit their number.
Yes. You’ll identify the metrics that help you understand what is happening throughout your sales process—not just total revenue. That can include activity levels, conversion rates, pipeline coverage, sales velocity, average deal size, win rates, cycle length, forecasting, and other indicators that help you spot problems and opportunities earlier.
Most days are designed to take approximately 20 to 45 minutes, although some implementation exercises may take longer depending on the complexity of your sales organization. The challenge is intentionally structured around focused daily progress so you can improve your sales operation without putting everything else on hold for a month.
Yes. The challenge includes practical worksheets, checklists, frameworks, and templates designed to help you turn each lesson into something you can actually use. Depending on the topic, these may help you document processes, define pipeline stages, plan coaching conversations, track KPIs, structure sales activities, and create repeatable systems for your team.
By Day 28, you should have more than a collection of sales tips—you should have the foundation of a repeatable sales system. From there, you can continue refining your process, coaching your team, analyzing performance, improving conversion rates, and adjusting your strategy as your business grows. The goal of the challenge is to give you a sales engine you can continue improving long after the 28 days are over.

Transform Revenue Chaos Into Predictable Growth.

They’re Built One System At A Time.

Over the next 28 days, you’ll create a stronger sales process, improve your team’s performance, optimize your technology, and build a revenue engine designed to scale.

Choose your preferred format and start building a better sales organization today.

Secure Checkout
Money-Back Guarantee
Thousands of Copies Sold
KEEP EXPLORING

Browse similar challenges

Keep building your skills with another 28-Day Challenge designed to help you take the next step.
The 28-Day RevOps Challenge

The 28-Day RevOps Challenge

The 28-Day HubSpot Onboarding Challenge

The 28-Day HubSpot Onboarding Challenge

The 28-Day Customer Success Challenge

The 28-Day Customer Success Challenge

The 28-Day Marketing Challange

The 28-Day Marketing Challange

The 28-Day Marketing Operations Challenge

The 28-Day Marketing Operations Challenge

The 28-Day Artificial Intelligence Challenge

The 28-Day Artificial Intelligence Challenge

From the Blog
What is Master Data Management (MDM)? A Plain-English Guide

What is Master Data Management (MDM)? A Plain-English Guide

|Robert Coles
Open your phone's contact list for a moment. Do you have an entry for "Jen Smith" with an old phone number? Now check your email contacts. Is there a "Jenny...