
Create more opportunities.
Start better prospecting conversations, handle resistance, and turn interest into qualified appointments.
More conversations worth having.LIVE VIRTUAL + ONLINE B2B SALES TRAINING
Build the foundation. Advance your best sellers. Give your leaders the tools to coach them. Practical sales training with Derek Shebby, built for the work ahead.
Live cohorts · Self-paced courses · Ongoing coaching

Live training.
Lasting development.
Practical B2B sales development for reps, experienced sellers, and the leaders who coach them.
A CUSTOMER’S STORY
“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.”
ONE APPROACH. THE SUPPORT YOU NEED.
Choose how you learn.
We’ll help you find the right starting point.
Live programs for new reps, experienced sellers, and sales leaders.
Explore the three tiers 02 / ONLINE COURSESPractical courses, scripts, and tools in Modern Sales Academy.
Explore the Academy 03 / ONGOING COACHINGCourses, coaching, and a community through Outliers membership.
Meet OutliersWHAT THE WORK IS DESIGNED TO CHANGE
For territorial B2B sales teams in office technology, manufacturing, distribution, managed IT, and professional services.

Start better prospecting conversations, handle resistance, and turn interest into qualified appointments.
More conversations worth having.
Ask stronger questions, uncover the business impact, involve decision-makers, and agree on a clear next step.
A reason for the deal to move.
Connect your solution to the customer’s priorities, distinguish it from cheaper alternatives, and protect margin.
Better business. Not just more business.LIVE VIRTUAL TRAINING · TAUGHT BY DEREK
Build the foundation, advance your producers, and equip the people who coach them.

Newer reps. A stronger foundation.
Build a repeatable process for prospecting, first appointments, and communicating value.

Experienced sellers. A new level.
Move beyond a plateau with sharper territory strategy, advanced prospecting, and more profitable proposals.

Sales leaders. A coaching system.
Develop your leadership, management process, and ability to coach people to success.
| The decision | Sales Bootcamp | Sales Spartan | Sales Leaders Bootcamp |
|---|---|---|---|
| Best starting point | Newer reps and sellers who need a stronger foundation | Bootcamp graduates and experienced producers ready to advance | Managers, directors, VPs, and owners leading sales |
| Program length | 12 weeks | 12 weeks | 10 weeks |
| Live instruction | Derek-led Zoom classes | Derek-led Zoom classes | Derek-led Zoom classes |
| Applied work | Prospecting, first appointments, and value building | Territory strategy, advanced selling, and proposal profitability | Leadership, management process, and coaching |
| Reinforcement | Weekly assignments and Academy resources | Weekly assignments and Academy resources | Weekly action items and leader resources |
A MORE FOCUSED NEED?
Targeted development for managed print selling and building business value.
Explore each program to find the right training for your team.
MODERN SALES ACADEMY · SELF-PACED TRAINING
Give reps practical training they can use before a call, meeting, or proposal—and revisit when the work changes.


THE COMPLETE SALES SYSTEM
14 courses and resources, from foundational habits and prospecting to discovery, proposals, and urgency.
Explore the course
GO DEEPER ON PROSPECTING
Build a repeatable approach to finding prospects, starting conversations, and creating new-business opportunities.
Explore the course
SELL MORE EFFECTIVELY ONLINE
Improve digital outreach, virtual meetings, demonstrations, and the conversations that move remote deals forward.
Explore the course“The Modern Sales Performer course exceeded our expectations. Our reps with 15+ years of experience said it got them back to the basics in the best way.”
Brad N.President · Modern Sales Performer
Individual customer experience.
Choose a one-time course purchase or membership access. Prices, included training, and terms are shown on the course pages.
OUTLIERS · ONGOING DEVELOPMENT
A Sales Outlier looks beyond the company leaderboard—to stand among the best in their market.
Keep developing your skills with training you can revisit, a community that shares the work, and coaching to help you apply it.
CURRICULUM + COMMUNITY
A consistent place to keep learning and turn the training into daily habits.
ADVANCED TRAINING + INDIVIDUAL COACHING
More training, plus dedicated time to work through your next sales challenge with Derek.
Membership course access continues while subscribed. Live Bootcamp cohorts and Modern Sales Leader are separate programs. Review current terms before joining.
THE PEOPLE. THE PROGRESS. THEIR WORDS.
From company leaders to the reps making the calls—customer experiences across Modern Sales Training programs.
Modern Sales Training · sales-team training
“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.”
Sales-system training & ongoing guidance
“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.”
Modern Sales Training customer
“My cold calling appointments improved 300%. I now set up 3 times the number of meetings in the same amount of time.”
growth in
net-new business.
CUSTOMER-REPORTED · YEAR OVER YEAR
A business result worth exploring—not just another star rating.
Customer-reported year-over-year result, shared by Derek. Individual outcomes vary.Modern Sales Training customer
“This training is the reason I became the top sales rep at my company. It's the best program out there.”
Modern Sales Training customer
“Derek's training has been life-saving for my business.”
Modern Sales Training · team training
“The team's ability to get that first meeting has increased by 300% when using tactics learnt from Derek.”
Modern Sales Performer
“The Modern Sales Performer course helped us with cold calling, proposal writing and overall confidence. Our team saw a 15% increase in sales.”
Modern Sales Training · course review
“He knows what it's like to have feet on the street and deal with rejection. This course helped me achieve more in a short period of time than I have in years.”
Modern Sales Training customer
“I crushed my sales quota, won sales rookie of the year, been promoted 3 times and now I run a large sales team.”
Modern Sales Performer
“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.”
Modern Sales Performer
“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!”
Modern Sales Training customer
“I've made a lot more money now because I have a proven strategy to build value on all of my deals.”
Sales Bootcamp · live classes
“The best part is that it makes you actually apply it weekly to ensure we’re getting the most of each class and lesson.”
Sales training & coaching
“His ability to identify opportunities in sales collateral and recommend minor changes that make an impact when presenting to prospective clients is incredible.”
Modern Sales Training customer
“The level of support you get is insane! They make sure you're a successful salesperson.”
Modern Sales Training customer
“My sales team's effectiveness has never been better.”
Modern Sales Training customer
“The tools I learned have helped me earn crazy money during my sales career. They are timeless.”
Modern Sales Training · course review
“I am a living testament to his skill and expertise. The best part is not the technical training — it's the mental training. Sales is 100% mental.”
Modern Sales Training · course review
“Derek is truly a master of sales. His courses deliver the information you need to separate yourself from the pack of other sales reps within your industry.”
Modern Sales Training · course review
“Derek doesn't use 'fluff' to make a course feel complete. This is perfect for anyone looking for real, pragmatic strategies to improve as a salesperson.”
Modern Sales Training · course review
“The course was engaging and everything I could apply immediately. The instructor has a lot of industry experience that I could relate to.”
Modern Sales Performer
“The Modern Sales Performer course is a great program to align sales training within your team and get everyone ready for modern selling. Very highly recommended.”
Modern Sales Training customer
“I've been off to a fast start in my sales career and I haven't looked back.”
Modern Sales Training customer
“Derek's training gave me new techniques to improve my cold calling skills and results.”
MESSAGES FROM THE FIELD
Original, anonymized messages from the current website.

HE’S DONE THE WORK. NOW HE TEACHES IT.
Derek started where salespeople start: making calls, handling rejection, and learning how to earn the next conversation.
Over 17 years in the Xerox sales organization, he grew from salesperson into sales leadership and earned 13 Sales President’s Club awards. That experience shapes how he teaches today.
In live cohorts, you learn directly from Derek. In the Academy, his recorded training is there when you need to revisit a skill.
Get to know Derek“The training offers clear takeaways for prospecting in today's sales environment. Derek did a great job leading the class and keeping everyone engaged, excited to learn and implement in the field. I highly recommend his sales training program.”
INDUSTRY PUBLICATIONS & CONVERSATIONS
Explore publications & interviewsBEFORE YOU CHOOSE
Still deciding where to start?
Let’s talk through your team.
Start with Sales Bootcamp when reps need a strong B2B foundation—even if they have been selling for years. Sales Spartan is for established producers ready to advance. Sales Leaders Bootcamp develops the managers, directors, VPs, and owners coaching the team.
Yes. Derek personally teaches the live Zoom cohorts. Sales Bootcamp and Sales Spartan run for 12 weeks; Sales Leaders Bootcamp runs for 10 weeks. Confirm available dates and cohort details on the program pages.
Yes. Modern Sales Performer, The Fearless Prospector, and Virtual Selling Machine have one-time purchase options. The fourteen courses within Modern Sales Performer are included together in the collection, not sold separately.
Modern Sales Academy is where you access the self-paced courses. Outliers is a membership that includes the Modern Sales Performer collection, a monthly live meeting, resources, and community. Outliers Elite adds advanced masterclasses and quarterly individual coaching.
Live participants apply the work through assignments between classes. Academy learners use recorded lessons and resources before calls, meetings, and proposals. Managers reinforce the process through coaching and inspection. The level of live support depends on the program.
Individuals can purchase Academy courses or join Outliers. If you want a live program for yourself or a company cohort, speak with Derek about the right fit and current availability.
The training is built for B2B selling, including office technology, manufacturing, distribution, managed IT services, and professional services. Ask Derek about your team’s market and sales model.
Use Student login to open the live Modern Sales Academy. Sign in with the email connected to your enrollment. Your courses are also accessible through Teachable’s app.
Student loginTHE RIGHT STARTING POINT CHANGES THINGS
A conversation about your people, your sales process, and where training can help.