The Rainmaking Magazine

The Rainmaking Magazine

Why Most Sales Training Fails — and How to Make It Stick

Bob Silvy's avatar
Bob Silvy
Oct 05, 2025
∙ Paid
Share

Most sales training fails. Not because the content is bad, but because firms treat it like a box to check. They hold a workshop, feel good about the investment, and move on — only to wonder months later why nothing changed.

I learned this lesson early in my career while training with the Gallup Organization, where one phrase has guided me ever since: what gets measured, gets done. Training without structure, reinforcement, and measurement is just another meeting on the calendar.

Start With Clear Objectives

Before rolling out training, leaders need to answer a basic question: What exactly are we trying to improve?

Is it more referrals? More effective networking? A stronger pipeline? Without clear outcomes, you can’t track progress. And if you can’t measure it, training becomes little more than theory.

The Power of KPIs

The real work begins after the training session. Firms that see results set key performance indicators (KPIs) to track activity over time. The most useful metrics are activity-based, such as:

Keep reading with a 7-day free trial

Subscribe to The Rainmaking Magazine to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
Bob Silvy's avatar
A guest post by
Bob Silvy
Bob Silvy, Managing Director of Level Four Consulting, helps law and accounting firms build sales cultures with measurable ROI. He’s a frequent speaker, coach, and advisor on business development strategies.
Subscribe to Bob
© 2025 The Rainmaking Media Authority Group, LLC
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture