#425 - The AI Playbook for Sales: How to Book More Meetings & Close More Deals With AI | Jake Dunlap

#425 - The AI Playbook for Sales: How to Book More Meetings & Close More Deals With AI | Jake Dunlap

FOUR ACTIONABLE TAKEAWAYS ChatGPT Research Triangle: Before outreach, prompt ChatGPT with the industry (including sub-industry), job title, and your product’s value. This ensures messaging aligns with trends relevant to the prospect. Use Industry Jargon: Ask ChatGPT for insider terminology that VPs in specific industries use. This makes your messaging sound more credible and tailored to their world. Refine Email Sequences: Provide ChatGPT with your email templates and ask it to integrate industry-specific revenue drivers. This keeps messaging structured while adding personalization. Smarter Discovery Questions: Use ChatGPT insights to refine questions that demonstrate expertise. Instead of generic asks, tailor them to industry trends and job-specific challenges. PATH TO PRESIDENT’S CLUB CEO @ Skaled Consulting VP Sales @ Nowait, Inc. (acquired by Yelp) Head of Sales & Customer Success @ Chartbeat Vice President of Sales, Success, and Sales Operations @ Glassdoor RESOURCES DISCUSSED Join our weekly newsletter Things you can steal

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#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 Dec 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 Dec 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 Dec 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 Dec 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 Dec 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 Dec 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 Dec 202537min

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