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Live virtual + self-paced online sales training

Build top B2B sales performers at every level.

Give newer reps the fundamentals, help experienced salespeople break through plateaus, and turn sales leaders into stronger coaches. Derek-led live virtual cohorts, self-paced Academy courses, and ongoing Outliers coaching give every level a clear path to stronger performance.

Live virtual training, online courses, and ongoing sales coaching for new reps, advanced sellers, and sales leaders.

Introducing Outliers BasicAll 14 Modern Sales Performer courses + monthly live Outliers meeting from $59/month

Built for complex B2B sales teams in office technology, manufacturing, distribution, managed IT services, and professional services.

Derek Shebby delivering B2B sales training
Newer reps. Advanced sellers. Sales leaders.Live virtual training built for what each level needs next.
30,000+Salespeople trained
150+Reps coached live each week
2–3×Income growth reported
10Seats per live cohort
We develop top performers. This is how.

Fill the pipeline. Control the conversation. Protect the profit.

Modern tactics that help reps create more interest, book more qualified appointments, advance better opportunities, and earn more from the business they close.

B2B salesperson creating new opportunities through active prospecting01
Fill the pipeline

Set more qualified appointments than ever before.

Learn modern prospecting tactics that create more interest in your solutions, overcome resistance, and turn that interest into qualified conversations.

More appointments. More pipeline. More income.
Salesperson leading an effective major-account discovery meeting02
Control the conversation

Run major-account meetings that move deals forward.

Prepare five to six high-impact questions, lead sharper discovery, uncover the business impact, involve the right decision-makers, and close every meeting on a clear next step.

Better discovery. Clearer next steps. More income-producing opportunities.
Salesperson building value and defending margin during a proposal conversation03
Protect the profit

Build more value. Protect the margin. Increase your commissions.

Connect your solution to measurable business outcomes, separate it from lower-cost alternatives, handle price pressure, and close more profitable business.

More profitable revenue for the company—and more income for the rep.
Choose the training experience

Build the right development path for every level of your sales team.

Put new reps, tenured producers, managers, and high-potential individuals into the live or self-paced training experience that matches what they need next.

Self-paced online
Sales professional taking Modern Sales Academy courses on a laptop and tablet

Modern Sales Academy

For self-directed salespeople who want flexible, on-demand training they can apply immediately.

Independent learningOn demand
A complete sales systemProspecting, discovery, value, proposals, objections, negotiation, and more.
Learn on your scheduleStart with the skill you need now and revisit any lesson when the moment demands it.
Built for the next callUse scripts, workbooks, and practical tools immediately—not someday.
Explore self-paced courses →
Ongoing coaching
Individual sales professional participating in ongoing coaching

Outliers Membership Programs

For driven salespeople who want additional coaching, resources, and a community that helps them keep leveling up.

Coaching + communityBasic or Elite
Live coaching and feedbackBring real calls, active deals, and challenges to a coach who will push you.
A community that raises the barLearn alongside committed sellers who share ideas, wins, and accountability.
Keep progressing between sessionsUse Academy courses and member resources to turn feedback into better execution.
Compare Basic & Elite →
Live virtual B2B sales training

One path. Three tiers. Built for the whole sales organization.

New and untrained reps build the foundation. Tenured producers advance. Managers learn to coach the same playbook.

Tier 1 · Foundation

Sales Bootcamp

12 live Zoom classes12 weeksCohort of 10

Prospecting, running effective first appointments, and building value—the foundation reps need to become confident producers.

Best for: Reps 0–3 years in, or tenured reps who never received formal B2B training.
View Sales Bootcamp →
Tier 2 · Advancement

Sales Spartan

12 live Zoom classes12 weeksAdvanced

Territory strategy, advanced prospecting, urgency, deal structure, closing, and increasing the profit generated from proposals.

Best for: Bootcamp graduates and tenured reps who have plateaued.
View Sales Spartan →
Tier 3 · Leadership

Sales Leaders Bootcamp

10 live Zoom classes10 weeksFinal assessment

Leadership, management process, coaching, inspection, accountability, and building a team that can execute without being micromanaged.

Best for: Managers, directors, VPs, and owners responsible for sales performance.
View Leaders Bootcamp →
Compare the three live programs

Bootcamp vs. Spartan vs. Leaders—which fits your team?

The complete program details, side by side.

Swipe to compare all three programs →

Sales Bootcamp, Sales Spartan, and Sales Leaders Bootcamp comparison
Feature Sales BootcampTier 1 · Foundation Sales SpartanTier 2 · Advanced Sales Leaders BootcampTier 3 · Managers
Who it’s forSales reps at any tenure level—new hires or veterans who need to rebuild the foundationBootcamp graduates ready for the next level, plus tenured reps who already have the basics downSales managers, directors, and VPs who need to learn how to coach reps—not just manage them
Length12 weeks12 weeks10 weeks (~3 months)
Session format2 hrs/week live via Zoom2 hrs/week live via Zoom90 min–2 hrs/week live via Zoom
Cohort sizeMax 10 repsMax 10 repsMax 5 leaders
Academy access Full access included Full access included× No Academy access
Weekly assignments Yes—applied in the field Yes—applied in the field Yes—applied in the field
Leader updateWeekly Friday meetingProgram progress, priorities, and next steps are communicated so everyone stays on the same pageWeekly Friday meetingProgram progress, priorities, and next steps are communicated so everyone stays on the same pageWeekly Friday meetingProgram progress, priorities, and next steps are communicated so everyone stays on the same page
Core focusBuild the foundationProspecting, cold calling, first appointments, discovery, value building, proposals, and closingAdvance the producerAI territory planning, major-account strategy, current-account growth, urgency, deal structure, and profit improvementBuild the coaching systemLeadership, management process, coaching cadence, inspection, accountability, and performance conversations
PrerequisiteNone—best starting point for anyone looking to build the right foundation for long-term successCompletion of Sales Bootcamp, top-performer status, or high-performer status within the organizationMust be a sales leader with responsibility for a sales team
View SpartanView Leaders
Modern Sales Academy course access across devices
Practical training for the next real conversation.Courses, scripts, and tools—available on demand.
Self-paced online sales training

Give reps the sales training they need, when they need it.

Modern Sales Academy gives your team on-demand lessons they can use before the next call, meeting, proposal, or negotiation.

Build stronger skills from onboarding onward.
Let reps learn on demand without leaving the field.
Reinforce live training between cohort sessions.
Keep top performers growing through Outliers coaching.
Choose your access

Buy one course à la carte—or unlock the Academy through Outliers.

Start with one focused program or choose ongoing access, live coaching, resources, and community.

Outliers Modern Sales Membership
Ongoing Academy membership

Get all 14 Modern Sales Performer courses, resources, community, and a monthly live meeting—starting at $59/month.

Explore Outliers from $59 →
Business outcomes

What sales leaders see whenbetter training reaches the field.

More meetings, stronger value, protected margin, and sellers who know what to do next.

Record yearProfit, revenue, retention, and new customers.
“Our sales team had a record year—record growth in profit, revenue, and customer retention. We brought a record number of new customers on board, breaking a 24-year record.”
Brantly FowlerPresident & CEO, ZENO Office Solutions
FY25 successNewer reps built skills—and momentum.
“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.”
Mike GravesPresident, Kyocera Document Solutions West
Practical executionClear takeaways sellers can use immediately.
“Outstanding and practical content applicable to B2B sales. The training offers clear takeaways for prospecting in today’s sales environment.”
Stewart ManningVice President of Sales
Results in action

Real messages from reps using the process.

These are the outcomes your team can work toward on the next call, proposal, and quarter.

Text message reporting five appointments set in one day
Prospecting5 appointments in one day.A new personal record.
Text message reporting a proposal won at a higher price
Value building40% higher—and won.More value without giving away margin.
Text message reporting a quarter of new business results
New businessOne quarter beat nine months.A stronger, repeatable pace.
Industry recognition

A trusted voice in B2B sales development.

Business Technology AssociationENX MagazineOutreachCloseSales Leadership PodcastThe Imaging Channel
Sales training questions, answered

What should you know before choosing a program?

Direct answers for business leaders, sales managers, and individual sellers comparing live virtual training, online courses, and Outliers coaching.

Are Sales Bootcamp, Sales Spartan, and Sales Leaders Bootcamp live?

Yes. All three are live virtual programs taught by Derek Shebby over Zoom. Sales Bootcamp and Sales Spartan run for 12 weeks, Sales Leaders Bootcamp runs for 10 weeks, and every cohort is capped at 10 participants.

Can I buy a self-paced sales course à la carte?

Yes. Individuals can purchase Modern Sales Performer, The Fearless Prospector MasterClass, or Virtual Selling Machine as standalone online programs.

How can I get the complete Modern Sales Performer collection for $59 a month?

Outliers Basic starts at $59 per month and includes all 14 Modern Sales Performer courses, a monthly live meeting, sales resources, and the Outliers community. Outliers Elite adds Fearless Prospector, Virtual Selling Machine, new Elite content, and quarterly one-on-one coaching.

What is the difference between Modern Sales Academy and Outliers?

Modern Sales Academy is the self-paced course platform. Outliers adds Academy access, ongoing live coaching, resources, and a community, with Basic and Elite membership options.

Does Derek teach every live cohort?

Yes. Derek personally leads each live virtual cohort so reps learn the process from the trainer who built it and receive direct feedback.

Why are live cohorts capped at 10 participants?

The 10-person cap gives every participant time to practice, ask questions, receive feedback, and be held accountable.

Which live sales training tier is right for my team?

Tier 1 Sales Bootcamp builds B2B fundamentals, Tier 2 Sales Spartan develops advanced and tenured producers, and Tier 3 Sales Leaders Bootcamp is for managers, directors, VPs, and owners.

How do reps reinforce training between live sessions?

Reps use Modern Sales Academy lessons, scripts, workbooks, and tools between sessions, while managers reinforce the same process through coaching and inspection.

What industries is the training designed for?

The programs are designed for B2B sales teams, including manufacturers, distributors, office technology companies, managed IT providers, and B2B service organizations.

Can an individual join without a company cohort?

Yes. Individuals can take à la carte Academy courses or join Outliers Basic or Elite for ongoing development, coaching, and community.

Map your team to the right live and online training path.

Use a 30-minute conversation to place new reps, tenured producers, managers, and individual learners in the right program.

Request a Conversation →