PROSPECTING MASTERCLASS
The Fearless Prospector
Build your target list, sharpen your message, and establish a prospecting routine that creates more conversations.
MODERN SALES ACADEMY
Online B2B sales training and leadership development from Derek Shebby. Learn the process. Apply it in the field. Keep getting better.
Find your trainingSelf-paced courses · Live coaching · Leadership programs
THE PEOPLE. THE PROGRESS. THEIR WORDS.
Explore customer stories“ZENO Office Solutions sales team had a record year, with record growth in profit, revenue and customer retention. Our team brought a record number of new customers on board in 2023, breaking a 24-year record.”
“I attribute a good portion of our FY25 success to the skills that several of our newer reps learned from you.”
“Derek's training has been life-saving for my business.”
Individual customer experiences across Modern Sales Training programs. Live training and self-paced courses provide different levels of support; results vary.
ONE ACADEMY. YOUR NEXT STEP.
Choose the support that fits the work in front of you.
Build your B2B sales process with focused courses and practical tools.
Explore sales training 02 / ONGOING COACHINGPut the training into practice with live meetings, resources, and a sales community.
Discover Outliers 03 / SALES LEADERSHIPDevelop the leadership, management, and coaching habits your people need.
Explore Modern Sales Leader01 / SELF-PACED SALES TRAINING
Start with the complete system. Go deeper where you need it.
From your first prospecting conversation to the proposal that protects your margin. Fourteen focused courses, organized around the work of a B2B salesperson.
WHAT YOU’LL WORK ON
The habits, numbers, and mindset behind a lasting sales career.
Top Performer's Guide to Long-Term Sales SuccessBuild your daily habits, manage your time, and plan for long-term success.Explore course
Winning the Numbers GameUnderstand the activity ratios that connect your prospecting to your results.Explore course
Why Some Customers Buy & Others Don’tUnderstand buyer types, trust, and what makes a customer ready to act.Explore course
Tools for Dealing with RejectionProtect your confidence and keep prospecting through the difficult days.Explore course Find the right prospects, start conversations, and handle resistance.
Cold Calling Scripts & Value PropositionsBuild a clear message that gives prospects a reason to meet.Explore course
The Ultimate Talk Track WorkbookPut your cold-call talk tracks and value propositions into writing.Explore course
How to Create a Sales Target ListOrganize and prioritize the accounts that deserve your prospecting time.Explore course
How to Prospect on FootBuild a practical approach to opening doors and starting conversations in person.Explore course
How to Prospect over the PhoneWork through gatekeepers, voicemail, and the first conversation.Explore course
Sales Objections SimplifiedRespond to common objections in person and over the phone with a consistent framework.Explore course Run a useful first meeting and uncover what matters to the buyer.
Make the value clear and give the buyer a reason to move.
All 14 courses are included in Modern Sales Performer. Browse by the skill you need; these groups are not prerequisites.
Two advanced masterclasses. Available individually or with Outliers Elite.
PROSPECTING MASTERCLASS
Build your target list, sharpen your message, and establish a prospecting routine that creates more conversations.
VIRTUAL SELLING MASTERCLASS
Run stronger virtual discovery, deliver clearer demos, and move remote sales conversations toward a decision.
FROM LEARNERS ON UDEMY
A closer look at how learners
experience Derek’s online teaching.
“Derek’s courses provide you with an entire prospecting system and offers an outstanding blend of practical sales advise and mindset training.”
Create B2B Sales Cold Calling Scripts & Value Propositions
As a sales professional, self improvement and enhancing professional skillsets are extremely important to me and act as a catalyst to obtaining the next level in my professional sales career. With an overwhelming amount of training courses online, books, ebooks, and self-proclaimed sales “gurus” selling their secrets to success, it is hard to find good and “relevant” training that truly answers today’s sales challenges and problems.
I have spent a significant amount of money on courses and sales books, only to find no value and outdated sales techniques. Over the years, I have bought and studied various sales experts including Brian Tracy, Art Sobczak, Sales Buzz, Grant Cardone, and Jeffrey Gitomer to name a few. Some trainings are good - most were outdated and a repeat of already learned information. I finally lowered my bar of expectations and if I found 1 tip in a sales book or course, I would deem that as being successful and not a total waste of time and money.
After researching possible sales courses, I came across Derek Shebby on Udemy. I purchased all of Derrek’s course offerings and I was blown away by the level of information shared and present day (modern) approaches to sales. I “bindged” watched all three courses and discovered many tips and nuggets of wisdom that apply to today’s sales landscape and how to PROPERLY arm myself with a customized approach to prospecting, getting past gatekeepers, and how to enhance my confidence over the phone. All of Derek's courses delivered substantial quality and an easy to understand format. A sampling of the topics that I found most helpful include:
* The Invisible Competitors
* How To Create Confidence
* Creating an “unstoppable plan”
Derek’s courses provide you with an entire prospecting system and offers an outstanding blend of practical sales advise and mindset training.
After completing the “mini” courses, I purchased two of Derek’s full courses - Sales in 21 days and The Fearless Prospector. Both courses delivered significant insights and how to sell in today’s competitive landscape and exceeded my expectations.This was the training I was looking for and couldn’t find in other programs and books. I highly recommend both courses and to watch Sales in 21 days first followed by The Fearless Prospector. In today’s competitive marketplace, it is important to have a “sales coach” however that is a luxury some people can’t afford. That’s why I recommend Derek’s courses. Once you purchase them, you will have them forever - use them daily to pump yourself up before making your cold calls or review information, like Derek’s role play section (in the Fearless Prospector) everyday to sharpen your skillsets.
Derek is truly a master of sales and I highly recommend his course offerings to individuals that are sales veterans or to people starting their sales career. His courses deliver the information you need to separate yourself from the pack of other sales reps within your industry.
Brandon Melanese
Vice President of Sales
“It also forced me to inspect my current process. I was able to pick up some new techniques and make them my own.”
B2B Sales Objections Simplified
Awesome course. We all think we already know this stuff. Maybe. Maybe not. But this course was a great refresh. It also forced me to inspect my current process. I was able to pick up some new techniques and make them my own.
I really like Derek's style as well. It's real. No cheese. Great course if you want to continue to hone your craft.
“I've been in sales for decades and phone prospecting is more difficult than ever. This course gave me some new and modern direction to incorporate. Well worth the time and money spent.”
Cold Calling for B2B Sales: How to Prospect over the Phone
I've been in sales for decades and phone prospecting is more difficult than ever. This course gave me some new and modern direction to incorporate. Well worth the time and money spent.
Selected reviews of Derek’s courses on Udemy. Excerpts retain the reviewers’ words. Individual experiences; results vary. Reviews describe the named courses, not Outliers membership or live coaching.
02 / ONGOING SALES TRAINING
Your next deal will bring new questions. Outliers gives you a place to keep learning, get perspective, and put the work into practice.
The Academy is your learning home.
Outliers is your ongoing membership.
LEARN + STAY CONNECTED
Or $590/year
A complete sales curriculum, with a community and a monthly live meeting to keep you applying it.
GO DEEPER + GET COACHED
Or $1,290/year
Everything in Outliers, plus advanced training and dedicated time with Derek.
Membership access continues while your subscription is active. Cancel anytime. Modern Sales Leader is a separate program.
03 / MODERN SALES LEADER
Build the habits that help your team perform: select and onboard top performers, set clear expectations, run a consistent management process, and coach the work that matters.
Explore the leadership programAlready enrolled? Your weekly resources are inside your Academy account.
THREE PILLARS. REAL MANAGEMENT WORK.
Leadership moments, goal setting, time management, interviewing, selection, and onboarding.
Funnel activity, ride days, team meetings, reviews, and one-on-ones.
Running a profitable team, building value, improving proposals, and creating urgency.
FROM THE PEOPLE DOING THE WORK
Different roles. Different starting points. Hear what changed for customers across our courses and training programs.
A stronger process for the whole team.
“ZENO Office Solutions sales team had a record year, with record growth in profit, revenue and customer retention. Our team brought a record number of new customers on board in 2023, breaking a 24-year record.”
“I attribute a good portion of our FY25 success to the skills that several of our newer reps learned from you. That training helped them see success and motivate them for more success.”
“Derek trained and set up our B2B sales system and continues to guide our team. Results? It helped double our sales in just three months.”
More confidence in the next call, meeting, and opportunity.
“My cold calling appointments improved 300%. I now set up 3 times the number of meetings in the same amount of time.”
“This training is the reason I became the top sales rep at my company. It's the best program out there.”
“Derek's training has been life-saving for my business.”
Reviews that specifically name the course collection.
“The Modern Sales Performer course helped us with cold calling, proposal writing and overall confidence. Our team saw a 15% increase in sales.”
“Derek's program helped me build an outreach system and a talk track. After the Modern Sales Performer course I was 100% sure what I am doing and why.”
“So many nuggets that help with cold calling, prospecting and proposals — my sales team continues to go back to the Modern Sales Performer course again and again!”
IN THEIR OWN WORDS
Customer conversations about the live Sales Bootcamp experience.
Enrolled his team in Sales Bootcamp
Enrolled her team in Sales Bootcamp
Enrolled his team in Sales Bootcamp
WANT A COACH IN THE ROOM?
Give your people a scheduled program, live instruction, and practical work to apply between sessions.

Build a consistent B2B sales foundation—from prospecting and first appointments to communicating value.
A good fit for: new reps and experienced salespeople who need a stronger, repeatable process.
Explore Sales Bootcamp
Go deeper on territory strategy, advanced prospecting, deal structure, urgency, and more profitable proposals.
A good fit for: Bootcamp graduates and established producers ready for their next level.
Explore Sales SpartanTraining the managers, too? Explore Modern Sales Leader
ONE ACADEMY. WHEREVER YOU LEARN.
Access Modern Sales Academy on your computer or through the Teachable app. Your enrolled training stays together in one learning home.
Open the Academy from your computer, or sign in through Teachable on your phone.
Revisit the lessons and resources included with your enrollment when you need a refresher.
Sign in with the email address connected to your courses or membership.
The Academy is accessed through Teachable, not a separate Modern Sales Academy app.
A FEW HELPFUL ANSWERS
Courses, memberships, and leadership programs—clearly explained.
Modern Sales Academy is the online learning home of Modern Sales Training. It brings together self-paced sales courses, Outliers membership resources, and the online portal for enrolled Modern Sales Leader participants.
A standalone course purchase gives you lifetime access to that course or collection. Outliers is an ongoing membership: it includes the Modern Sales Performer collection, monthly live meetings, and member resources while your membership is active. Outliers Elite adds the two advanced masterclasses and quarterly one-on-one coaching.
Modern Sales Leader is a separate leadership program. The leadership-program page explains enrollment; its Academy resources are for enrolled participants. It is not included in the Outliers benefits listed here.
Yes. You can access the Academy on your computer or through the Teachable mobile app. Sign in using the email address associated with your enrollment.
Choose Student login at the top of the page. Your enrolled courses and program resources are in your Academy account.
Modern Sales Training also offers live Sales Bootcamp, Sales Spartan, and Sales Leaders Bootcamp programs. Request a conversation to discuss the right fit for your salespeople or management team.