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20th Jan, 2026

Why One-Off Training is Killing Your ROI

Written By:

Alastair Doig

The Death of the Sales Workshop: Why One-Off Training is Killing Your ROI

Executive Summary

Traditional sales workshops fail not because the content is poor, but because they ignore the "Forgetting Curve" where reps lose up to 70% of new skills within 24 hours.

While external sales coaching is invaluable for perspective, it requires a Coaching Operating System (Coaching OS) to act as the "permanent memory," reinforcing those £10,000+ investments during every live call.


The £70 Billion Hallucination

Every year, B2B organisations spend thousands of pounds on external sales trainers and weekend boot camps. The energy is high, the slide decks are polished, and the team feels "pumped".

Then Monday morning arrives.

By Tuesday, the new discovery framework has been discarded. By Friday, the team has reverted to their old, comfortable, and often ineffective habits. This isn't a failure of the reps, nor is it the fault of the coach. It is a failure of reinforcement.


External Coaching Isn’t the Problem - Retention Is

Let’s be clear: External sales coaching is not the enemy. Bringing in a fresh perspective to challenge your team's assumptions is one of the best investments a CRO can make. Many external coaches provide brilliant frameworks for negotiation, empathy, and closing.

The problem is that even the most inspiring coach cannot sit on the shoulder of every rep, every day.

  • The Forgetting Curve: Human biology is wired to discard information that isn't immediately applied. Without a system to enforce new behaviours in the moment, a workshop becomes "expensive entertainment".

  • The £10k Leak: If you spend £10,000 on a training programme and only 10% of the techniques are used on live calls, you haven't just lost money - you’ve lost the competitive edge that training was supposed to provide.


Why "Episodic" Training Fails Without a System

1. The "Shadowing" Bottle-neck

Sales managers are often expected to be the "guardians" of the new training. But with calendars buried in forecasts and admin, they are lucky if they hear one out of every twenty calls. They cannot be the "memory" for the whole team.

2. The Pressure of the Live Pitch

When a prospect throws a curveball objection regarding price or a competitor, the rep doesn't have time to leaf through a manual or recall a slide from three weeks ago. They need the coach's wisdom on the screen, right now.


Tiller: The Permanent Memory for Your External Coaching

This is where a Coaching Operating System (Coaching OS) changes the game. We don't replace the expert coach; we operationalise them.

Imagine your external trainer identifies a new way to handle "too expensive" objections.

The result? Your investment in external coaching suddenly has a 100% application rate.


From "Training Events" to "Coaching Infrastructure"

Feature

The Traditional Workshop

The Coaching OS + External Expert

Frequency

Once or twice a year

Reinforced on every single call

Application

Theoretical / Roleplay

Live / Real-world revenue

Reinforcement

Manual (High manager load)

Automated (Zero manager load)

ROI

Vanishing within weeks

Compounding over quarters


Frequently Asked Questions (FAQ)

Q: Should we stop hiring external sales trainers?

A: We believe AI is about enhancing humans not replacing them. External trainers can bring fresh ideas and a whole new approach. External experts provide the "strategy." Tiller provides the "execution." Use trainers to build your playbooks, and use Tiller to ensure those playbooks are actually used.

Q: How do we get our external coach's material into Tiller?

A: It’s simple. Any framework, script, or objection-handler provided by your coach can be turned into a "Live Trigger" in the Coaching OS in minutes. We can also provide you with our own.

Q: What is the ROI of combining coaching with an OS?

A: You stop "leaking" your training budget. Organisations using a Coaching OS see significantly higher retention of new sales methodologies, leading to a much faster return on the cost of the training itself.

Close your next deal with Tiller.

Start your 14 day pro trial today. No credit card required

Close your next deal with Tiller.

Start your 14 day pro trial today. No credit card required

Close your next deal with Tiller.

Start your 14 day pro trial today. No credit card required

Close your next deal with Tiller.

Start your 14 day pro trial today. No credit card required