#344 - Hall of Fame: Chase Macaione

#344 - Hall of Fame: Chase Macaione

FOUR ACTIONABLE LEADERSHIP TAKEAWAYS How engaged someone is on LinkedIn is a proxy of how good of a champion they'll be for you as a buyer. What you do in a call differs from what you want to get out of a call. The agenda is what you want to do, but make sure to explicitly say what you want to have coming out of the call. Have reps come in with a hypothesis or a POV based on what they see about the company. If the company is shrinking, the way you do discovery will be different from if it is growing. List out discovery questions to get people from high-level pain to deeper pain. PATH TO PRESIDENT’S CLUB Director of Commercial Sales @ Zip Sales Director @ Celonis Strategic Account Executive @ Celonis Regional Sales Manager @ Oracle RESOURCES DISCUSSED Join our weekly newsletter Things you can steal Chase Macaione's Discovery Call Prep Sheet & Guide

Episoder(598)

#536 - Cold Email Showdown: Rookie Sales Rep vs 10-Year Director

#536 - Cold Email Showdown: Rookie Sales Rep vs 10-Year Director

We put Evan Greek (Commercial AE at Gong) and Florin Tatulea (Head of Sales Development at Common Room) in a cold email cage match: 10 minutes per round, weird prompts, and you have to write something...

6 Jan 2min

#535 - He Sold A $30M Deal With One Page

#535 - He Sold A $30M Deal With One Page

In this episode, Nate Nasralla breaks down the one-page business case framework he used to help close a $30M enterprise deal and multiple seven-figure contracts. He walks through how to structure a on...

30 Des 202514min

#534 - #1 Sales Rep Runs The Exact Demo That Got Him Promoted 8x

#534 - #1 Sales Rep Runs The Exact Demo That Got Him Promoted 8x

In this episode, Adam Ochart, #1 sales rep from Gong breaks down the exact demo framework that helped him earn 8 promotions, consistently win enterprise deals, and maintain a 30%+ win rate. He walks t...

23 Des 20251min

#533 - How to Build a Team That Thrives on 700 Cold Calls a Week | Melanie Smith

#533 - How to Build a Team That Thrives on 700 Cold Calls a Week | Melanie Smith

Melanie Smith, Head of Sales Development at Nooks, breaks down the exact systems, metrics, and coaching frameworks she uses to run one of the highest-performing SDR teams in outbound. In this episode,...

18 Des 202534min

#532 - Santa Unwraps 12 Sales Tactics You NEED to Master in 2026

#532 - Santa Unwraps 12 Sales Tactics You NEED to Master in 2026

In this special holiday episode, Santa and his elf break down the 12 most impactful sales tactics of 2025, covering negotiation, discovery, cold calling, prospecting, leadership, demo strategy, hiring...

16 Des 202536min

#531 - How to Scale Personalized Prospecting with Video (Even in SMB)

#531 - How to Scale Personalized Prospecting with Video (Even in SMB)

Discover how Vidyard’s #1 AE, Mike D'Aloisio, uses video to humanize every stage of the sales cycle — from first touch to pricing delivery to re-engagement when prospects ghost. In this 30MPC sell int...

11 Des 202525min

#530 - Negotiation Masterclass: Your Sales Commission Savior

#530 - Negotiation Masterclass: Your Sales Commission Savior

December deals are different. Negotiations drag. Legal stalls. Procurement kicks it to January. And your EOQ slips away. In this Masterclass, Todd Caponi joins Nick and Armand to share strategies fr...

9 Des 202540min

#529 - How to Win Enterprise Deals with Compelling Events (Not Volume) | Luke Floyd

#529 - How to Win Enterprise Deals with Compelling Events (Not Volume) | Luke Floyd

Luke’s CE Hypothesis Template Luke Floyd breaks down how he stopped “spraying and praying” and started winning large enterprise deals by tracking where urgency already exists. Instead of chasing logo...

4 Des 202537min

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