The Manager’s Guide to Coaching New Reps Without Burning Out

> 5 min read

Jason Kelske

Director of Customer Success

The Hidden Strain Behind Direct Sales Leadership

TL;DR: Watch the video overview of this blog here

Great managers don’t just recruit — they coach.

They help new reps navigate their first sales, build confidence, and develop the habits that lead to success.

But in direct sales, the reality is brutal:

  • Managers are onboarding multiple new recruits at once.

  • They’re still responsible for recruiting.

  • They’re fielding a flood of repetitive questions every day.

It’s no wonder so many managers hit a wall within their first year.

The Burnout Cycle

Here’s how it usually happens:

  1. Recruitment spike — A manager brings in a big batch of new reps.

  2. Onboarding overload — Endless questions, missed milestones, and one-on-one calls dominate the calendar.

  3. Recruiting slows — There’s no time left for building the pipeline.

  4. Burnout sets in — The manager’s energy drops, and results stall.

The solution isn’t to work harder — it’s to work smarter.

3 Coaching Shifts That Protect Your Time

1. Automate the Basics

If a question has the same answer every time, it shouldn’t require you to answer it.

  • Use your platform’s AI ingestion feature to make onboarding materials searchable (TIP: ConveYour has this capability!).

  • Direct reps to use it for “how-to” and policy questions.

Result: Your coaching sessions can focus on selling skills, not where to find a PDF.


2. Structure Your Coaching Sessions

Instead of ad-hoc calls, set regular check-ins:

  • Day 1: Walk through their first goal.

  • Day 7: Review progress, address barriers.

  • Day 14: Celebrate wins, set next milestones.

Result: You’re proactive, not reactive.


3. Focus on One Skill at a Time

Don’t overwhelm new reps by teaching everything at once.

Example progression:

  1. Prospecting basics.

  2. Booking appointments.

  3. Presenting products.

  4. Handling objections.

  5. Closing sales.

Result: Each skill builds on the last, and reps see progress faster.


The Role of AI in Better Coaching

When AI handles repetitive Q&A, you can:

  • Spend more time listening to roleplays.

  • Provide targeted feedback.

  • Help reps fine-tune their messaging.

This is the coaching that turns average recruits into top performers — and keeps managers energized.

The Takeaway

Burnout isn’t inevitable.

With the right tools and structure, you can coach effectively and keep your recruiting pipeline full.

What's Next?

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Enable AI onboarding and coaching workflows in your account today — contact us at [email protected].


Next in the series:

3 Powerful Features in ConveYour That Save Managers Hours Every Week