The OUTLIERS Membership · Modern Sales Academy

Stay the outlier in your market.

“Talent gets you started. Process makes you an Outlier.”

The course ends. The coaching doesn’t. Outliers is the monthly membership where Derek keeps working your real deals — live — alongside the full Modern Sales Academy library. Watch the coaching, or get coached yourself.

30,000+Reps trained
150+Coached live / week
14Courses included
★★★★★on G2

However you got here

You’re in the right place.

🎓 You finished a cohort. Bootcamp, Spartan, or Leaders — you learned the process. Outliers is how you keep it sharp and keep Derek in your corner after graduation.
🎧 You listen to the podcast. 120 episodes of In Between Sales Calls got you thinking differently. This is where those ideas turn into live coaching on your actual deals.
📚 You found the courses. You’ve worked through the Academy on your own. Now get the same playbook coached live — with your deals in the room.

What it is

What is the Outliers Membership?

Outliers is the ongoing coaching membership from Modern Sales Training. Every month, Derek coaches real reps through real deals — live — and you keep every recording. You get the full Modern Sales Academy library included, and you bring your own pipeline for review. There are two plans: watch the coaching every month, or take your own turn in the hot seat.

The full Modern Sales Academy course library — included
A live monthly hot-seat coaching call with Derek
Every session recorded and added to your library
Submit the deals and questions you want covered, ahead of each call
Deal reviews on your real pipeline — not generic advice
Month-to-month. Cancel anytime.
Talent gets you started. Process makes you an Outlier. The reps making more money than anyone else in their industry aren’t luckier — they’re more consistent. — Derek Shebby, Founder, Modern Sales Training

The difference

Watch me coach — or get coached.

Both plans put you in the room every month. The difference is whether the deal on the table is someone else’s — or yours.

Outliers · $59/mo · Watch me coach Learn from every deal in the room. You’re in the room every month. Submit your questions and deals ahead of time, watch Derek coach live reps through real prospecting, meetings, and pricing situations, and keep every recording. You learn from every deal that gets coached — not just your own.
Outliers Elite · $129/mo · Get coached Take your turn in the hot seat. Everything in Outliers — plus it’s your turn. Bring your deal, get coached live in a small group, and get priority deal reviews between calls. This is the closest thing to having Derek on your team, working your pipeline with you.

What’s included

Everything you need to keep producing.

📚
The Full Academy Library
Modern Sales Performer (14 courses), The Fearless Prospector, Virtual Selling Machine, and more — 140+ lectures, worksheets, and scripts.
🎙️
Monthly Hot-Seat Coaching
A live call every month where Derek coaches a real rep through a real deal or objection while you learn alongside them.
🎬
Every Session Recorded
Miss a call or want to revisit it? Every coaching session is added to your library and searchable by topic.
📋
Deal Reviews
Put your real pipeline in front of Derek — strategy, pricing, and the right next move on the deals you’re working now.
📥
Submit Ahead
Queue the deals and questions you want covered before each call so the coaching hits what you actually need.
🔓
Cancel Anytime
Month-to-month. No lock-in. Stay as long as it’s making you money — that’s the only reason to.

Included in every plan

The entire Modern Sales Academy, on tap.

Your membership includes full access to the same self-paced courses reps pay thousands for — and everything Derek adds over time.

01
Modern Sales Performer
The complete B2B sales cycle — 14 courses, 18+ hours, 140+ lectures, from territory list to close
FLAGSHIP
02
The Fearless Prospector
Mindset, list building, cold calling, and getting past gatekeepers — in person and over the phone
MASTERCLASS
03
Virtual Selling Machine
The complete remote playbook — virtual discovery, demos, and closing over video
MASTERCLASS
+
Every other course in the Academy
Objection handling, proposals, creating urgency, dealing with rejection, and each new course Derek releases
ONGOING

Who’s coaching you

Derek Shebby.

Derek Shebby

Derek Shebby

Founder · Modern Sales Training

Derek is the founder of Modern Sales Training and a nationally recognized B2B sales authority. He spent 17 years as a top sales executive at Xerox Corporation, was a 13-time Sales President’s Club Award winner, and helped grow his division from $40 million to over $100 million in revenue. He has since trained 30,000+ B2B salespeople and currently coaches 150+ reps live every week. Outliers is how he keeps coaching you — on your real deals — long after the course ends.

In Between Sales Calls · 120 episodes Xerox President’s Club · 13× $40M → $100M+ division 150+ coached live / week

Real results

What reps say after working with Derek.

★★★★★

“Most important sales course I ever took. It helped double our sales in just three months.”

Michael G. · Founder / CEO G2
★★★★★

“My team’s ability to get that first meeting has increased by 300% using tactics learnt from Derek.”

Colin D. · Small-Business G2
★★★★★

“I crushed my sales quota, won rookie of the year, and now I run a large sales team.”

Greg Shin · Sales Director DIRECT
★★★★★

“I’ve made a lot more money now because I have a proven strategy to build value on all of my deals.”

Justin Mottola · Account Manager DIRECT
★★★★★

“My sales team continues to go back to the Modern Sales Performer course again and again.”

Zane C. · Sr. Property Manager G2
★★★★★

“The tools I learned have helped me earn crazy money during my sales career. They are timeless.”

Casey Connolly · Sr. National Director DIRECT

Choose your plan

Two ways to stay an Outlier.

Both include the full Academy library and the monthly coaching call. Elite puts you in the hot seat.

 
Outliers Watch me coach
$59/mo
 
The full Modern Sales Academy library
Seat in the monthly hot-seat coaching call
Submit your deals & questions ahead of every call
Every session recorded to your library
Join Outliers

7-day free trial · cancel anytime

Most coaching Outliers Elite Get coached
$129/mo
 
Everything in Outliers, plus:
Your own turn in the hot seat
Small-group coaching with Derek
Priority deal reviews between calls
A direct line to Derek
Join Outliers Elite

7-day free trial · cancel anytime

Prefer annual billing? Pay for 10 months, get 12 — Outliers $590/yr · Outliers Elite $1,290/yr

Outliers vs. Outliers Elite

The clear difference.

What you get Outliers Outliers Elite
Full Modern Sales Academy library
Seat in the monthly hot-seat call
Every session recorded to your library
Submit deals & questions ahead of calls
Your own turn in the hot seat
Small-group coaching with Derek
Priority deal reviews between calls
Direct line to Derek
Monthly price$59/mo$129/mo

Straight answers

Questions before you join.

What’s the difference between Outliers and Outliers Elite?

Both plans include the full Academy library and a seat in the monthly hot-seat coaching call, with every session recorded. Outliers is “watch me coach” — you learn from every deal in the room. Elite is “get coached” — you take your own turn in the hot seat, get small-group coaching, and get priority deal reviews between calls.

Do I need to have taken a cohort to join?

No. Outliers is open to any B2B rep who wants ongoing coaching and the full course library. Cohort graduates roll straight in to keep their skills sharp, but plenty of members find Outliers through the podcast or the courses.

What actually happens on the monthly coaching call?

A real rep brings a real deal, objection, or prospecting challenge. Derek coaches it live while everyone learns. You submit the situations you want covered ahead of time, and the recording is added to your library afterward.

Is the whole course library really included?

Yes. Your membership includes full access to Modern Sales Performer, The Fearless Prospector, Virtual Selling Machine, and every other course in the Academy — plus new courses as Derek releases them.

Can I cancel anytime?

Yes. Every plan is month-to-month and starts with a 7-day free trial. Stay as long as it’s helping you produce.

What’s the annual option?

You can pay annually instead of monthly — pay for 10 months and get 12. That’s $590/year for Outliers and $1,290/year for Outliers Elite.

What industries is this built for?

B2B reps who prospect a territory and close deals — office technology, managed IT services, manufacturing, and other B2B services. Real deal cycles, real buyers, real objections.

Stop guessing. Keep producing.

Join the membership, bring your pipeline, and stay the outlier in your market. Start with a 7-day free trial — cancel anytime.

Questions? derek@modernsalestraining.com