The Real Reason Reps Miss Quota | Bite Sized Tactics

The Real Reason Reps Miss Quota | Bite Sized Tactics

Struggling to diagnose why your sales rep isn’t converting? Jordan Chavez (Head of Enterprise GTM @ ActivelyAI) breaks down his “5 Whys” sales coaching framework—a simple, proven method to uncover the real reason behind poor performance. Instead of jumping to surface-level fixes (like “just sell the value”), we’ll show you how to ask layered “why” questions that reveal what’s actually holding your reps back—whether it’s low confidence, weak discovery, or lack of preparation. Whether you're a sales manager, team lead, or AE looking to self-diagnose, this framework will help you stop treating symptoms—and start solving the real problem. RESOURCES DISCUSSED: ⁠Join our weekly newsletter⁠ ⁠Things you can steal⁠ ⁠Save $50 on any 30MPC course⁠ with code “PODCAST” ⁠How to Run 1-on-1s⁠ ⁠Free Sales Templates, Scripts and Guides

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#8 - Getting prospects to agree to their problem with killer discovery (Kevin “KD” Dorsey, VP Sales @ PatientPop)

#8 - Getting prospects to agree to their problem with killer discovery (Kevin “KD” Dorsey, VP Sales @ PatientPop)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Kevin “KD” Dorsey teaches us to get prospects to admit to their problems without asking unnatural, off-putting question...

17 Kesä 202025min

#7 - Stop obsessing over technical problems and start gap selling (Keenan, Author of Gap Selling)

#7 - Stop obsessing over technical problems and start gap selling (Keenan, Author of Gap Selling)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Align on the problem and impact first, then start brainstorming root causes and solutions ...

10 Kesä 202025min

#6 - A cold calling clinic from 5000 dials a month (Ryan Reisert, Reisert Consulting)

#6 - A cold calling clinic from 5000 dials a month (Ryan Reisert, Reisert Consulting)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Open every conversation with “Hey it’s Ryan Reisert”, then stop. When they answer, ask if ...

3 Kesä 202025min

#5 - Break up with the prospect before they break up with you (Richard Harris, Harris Consulting)

#5 - Break up with the prospect before they break up with you (Richard Harris, Harris Consulting)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Use the respect contract as your agenda to give the prospect the right to say no throughout...

27 Touko 202020min

#4 - Everything you need to crush cold emails (Kyle Coleman, VP Revenue @ Clari)

#4 - Everything you need to crush cold emails (Kyle Coleman, VP Revenue @ Clari)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: 5x5x5: 5 minutes of research. Find 5 insights on the person/account. Write your message in ...

20 Touko 202027min

#3 - Ripping apart the phones and video (James Bawden, Host of the Lunch Break Podcast, Director @ OutboundView)

#3 - Ripping apart the phones and video (James Bawden, Host of the Lunch Break Podcast, Director @ OutboundView)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Avoid the double intro on the phone if they ask “wait, who’s this?” Just get on with it. C...

12 Touko 202029min

#2 - Negotiating against the master (Mark Raffan, Host @ Negotiations Ninja Podcast)

#2 - Negotiating against the master (Mark Raffan, Host @ Negotiations Ninja Podcast)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Before a negotiation, know YOUR needs / wants + THEIR needs / wants Set expectations upfro...

12 Touko 202028min

#1 - Discovery without the nonsense chit-chat (Joe Caprio, Cofounder @ Reprise, former VP Sales @ Chorus)

#1 - Discovery without the nonsense chit-chat (Joe Caprio, Cofounder @ Reprise, former VP Sales @ Chorus)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways: Build rapport by kicking off with PPO (purpose, plan, outcome) instead of chit chat First ...

12 Touko 202033min

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