30 Minutes to President's Club | No-Nonsense Sales

How To Lead Sales Trainings (That Don’t Put Your Reps to Sleep)

36 snips

Oct 2, 2025

Mark Kosoglow, a seasoned sales leader who helped scale Outreach from zero to $250 million ARR, shares insights on creating engaging and effective sales training. He elaborates on the difference between training and coaching, discussing how to build a structured program that fosters mastery over time. Mark introduces the Enablement Matrix to prioritize initiatives and emphasizes using existing rhythms for reinforcement. His four-step structure makes training memorable by encouraging role play and live demonstrations, ensuring that sales teams are both competent and engaged.

Ask episode

AI Snips

Chapters

Transcript

Episode notes

INSIGHT

Training vs. Coaching: Complementary Roles

Training teaches something new while coaching models and reinforces that learning.
Without coaching, taught skills rarely become behavior or outcomes.

ADVICE

Use An Enablement Matrix To Prioritize

Use a nine-box enablement matrix to size programs by capability and cognitive load.
Limit change programs to what your team can digest each quarter and say no to overload.

ANECDOTE

CEO Overload Story

Mark tells a story about his CEO overloading enablement requests and comparing it to impossible finance changes.
The story illustrates executive misunderstanding of change management capacity.

Get the Snipd Podcast app to discover more snips from this episode

Get the app

Huge Announcement 👉 Our next course is here: The Sales Management Operating System

Free Launch Event: Mark will walk you through his entire system, for free. You’ll walk away with more tactical leadership training in that hour than most paid courses deliver.

🎟️ Reserve Your Ticket: https://hubs.li/Q03L52Mc0

Discounted Pre-Order Access: By signing up for the event, you’ll unlock early access to our upcoming Sales Leadership Course, at the lowest price it'll will ever be.

Exclusive Toolkit: Everyone who shows up live gets access to the Sales Management Advanced Implementation Playbook, the exact internal systems Mark used to scale Outreach from $0 → $250M. This playbook has never been shared publicly. Live attendees only.

What You Need To Know:

Most new managers lead off gut — finger-in-the-air forecasting, feast-or-famine teams, and hiring that’s a coin flip.

This course fixes that.

You’ll learn the exact systems Mark Kosoglow used to scale Outreach from $0 to $250M ARR and coach 8 managers into VPs:

→ The Operating System to build a bulletproof sales process

→ The Operating Rhythm to get every rep performing like your #1

→ The Talent System to hire and ramp reps who actually hit quota

If you don’t have a system, leadership feels like firefighting.

If you do, it becomes your biggest multiplier for revenue and career growth.

Sales training that doesn't suck is rare—but it doesn't have to be. In this module, you'll learn how to design a sales training program that actually drives behavior change and delivers results. We break down the difference between training and coaching, how to reinforce skills using your existing rhythms, and how to track if your sales training is actually working. You'll learn how to avoid the trap of 48-hour death-by-PowerPoint kickoffs, and instead create training that reps engage with, remember, and use. We cover the sales enablement matrix, cognitive load, and how to build mastery-level programs that fit your quarter without overwhelming your team. Whether you're a VP of Sales, frontline manager, or enablement pro—this video will give you the blueprint for training that transforms performance. → Learn the coaching rhythms that drive rep accountability → Discover how to dose enablement without overload → Build documentation that makes you a legendary leader How to Train Your Reps to President’s Club: https://www.30mpc.com/blog/how-to-train-your-reps-to-presidents-club