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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#74 - Maximizing your pipeline by going wide AND deep on your prospecting (Tonima Khan, Senior AE @ Slack)

#74 - Maximizing your pipeline by going wide AND deep on your prospecting (Tonima Khan, Senior AE @ Slack)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Segment your cadences based on industry / persona to further personalize. * Target multip...

22 Syys 202128min

#73 - Becoming the CEO of your territory in your path to President’s Club (Anthony Cessario, VP of Industries & GTM Solutions @ Clari)

#73 - Becoming the CEO of your territory in your path to President’s Club (Anthony Cessario, VP of Industries & GTM Solutions @ Clari)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Ask your customer how they build business cases instead of just sending over your ROI she...

15 Syys 202129min

#72 - Getting to power with the right deals, at the right time (Ian Koniak, Founder of Ian Koniak Sales Training)

#72 - Getting to power with the right deals, at the right time (Ian Koniak, Founder of Ian Koniak Sales Training)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Explain why any step would be better than the status-quo. Next, explain why your solution...

8 Syys 202130min

#71 - Speed up your deal cycle with Second Voice and hitting the phones (Lydia Rahill, Director of Strategic Expansion @ CB Insights)

#71 - Speed up your deal cycle with Second Voice and hitting the phones (Lydia Rahill, Director of Strategic Expansion @ CB Insights)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * De-prioritize prospects that aren’t willing to commit to a re-connect call. * Always have...

1 Syys 202122min

#70 - Guiding your customers through the buying process by refining their problem set (Andy Paul, Host of Sales Enablement Podcast)

#70 - Guiding your customers through the buying process by refining their problem set (Andy Paul, Host of Sales Enablement Podcast)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Avoid no-decisions by focusing on the impact of inaction to drive a business case. * Alwa...

25 Elo 202125min

#69 - Poking the Bear to create more conversations (Josh Braun, Founder @ Josh Braun Sales Training)

#69 - Poking the Bear to create more conversations (Josh Braun, Founder @ Josh Braun Sales Training)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Figure out the cost of inaction when a prospect says “this isn’t a priority right now”. *...

18 Elo 202130min

#68 - Driving deal velocity with a Transformation Plan (Chris Von Huene, Sales Director @ Prodigal)

#68 - Driving deal velocity with a Transformation Plan (Chris Von Huene, Sales Director @ Prodigal)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Ask each person for their personal top 3 goals to get out of the demo. * Always flow from...

11 Elo 202129min

#67 - Building a network of referrals and references to close more deals (Scott Ingram, Founder of Sales Success Media)

#67 - Building a network of referrals and references to close more deals (Scott Ingram, Founder of Sales Success Media)

Join the most tactical sales newsletter in the world: https://hubs.ly/Q01-R33G0 Four Actionable Takeaways:  * Make your ask as specific as possible (person, company, etc.) when asking for referrals. ...

4 Elo 202130min

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