#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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#549 - The World's Weirdest Sales Trainer Does Cold Call Objection Roleplay | Giulio Segantini

#549 - The World's Weirdest Sales Trainer Does Cold Call Objection Roleplay | Giulio Segantini

Giulio Segantini is back and this time it’s pure objection-handling firepower. If you sell anything over the phone, this is a tactical breakdown of how to handle “send me an email,” “we’re already wo...

19 Helmi 41min

#548 - Executive Sales Masterclass: Close Big Deals At Power (Step-by-Step)

#548 - Executive Sales Masterclass: Close Big Deals At Power (Step-by-Step)

Close Complex Enterprise Deals by Selling the Problem, Not the Product Jen Allen-Knuth breaks down how to win executive deals by anchoring every conversation to a strategic objective and building urg...

17 Helmi 32min

#547 - Running The Big Team Meeting: 7 Steps to Group Problem Consensus  | Jen Allen-Knuth

#547 - Running The Big Team Meeting: 7 Steps to Group Problem Consensus | Jen Allen-Knuth

Over the last 12 to 16 weeks, we’ve been sitting down with the one and only Jen Allen-Knuth (2–3 hours per week, plus an entire week of shooting) to build her course: Selling to the C-Suite. This is e...

12 Helmi 34min

#546 - Fixing the WORST Cold Call Pitches Known to Man

#546 - Fixing the WORST Cold Call Pitches Known to Man

Nick Cegelski breaks down why most cold call pitches fail—and how to fix them. Nick explains why generic value propositions packed with buzzwords like optimize, streamline, and AI-powered sound nice b...

10 Helmi 19min

#545 - How to Build 11 High-Reply Prospecting Plays You Can Run Today | Prabhav Jain ft. 11x

#545 - How to Build 11 High-Reply Prospecting Plays You Can Run Today | Prabhav Jain ft. 11x

AI isn’t replacing sales reps—it’s turning them into force multipliers. Prabhav Jain, CEO of 11x, breaks down how modern sales teams use AI-driven personalization, signal-based outreach, and smarter s...

5 Helmi 37min

#544 - Sales Roleplay: How To Earn an Executive’s Respect in 30 Minutes

#544 - Sales Roleplay: How To Earn an Executive’s Respect in 30 Minutes

Armand Farrokh and Jen Allen‑Knuth walk through a realistic, unscripted discovery conversation with a senior university security leader. Jen demonstrates a 7-step executive discovery framework, from e...

3 Helmi 30min

#543 - How to Build a Deal Closing Machine With Screenshot References | Krysten Conner

#543 - How to Build a Deal Closing Machine With Screenshot References | Krysten Conner

How top sellers use customer proof to reduce risk, accelerate deals, and close with confidence featuring Krysten Conner’s real world framework for social proof, references, and late stage deal momentu...

29 Tammi 32min

#542 - Sales Email Elimination: 5 Cold Emails. 1 Winner.

#542 - Sales Email Elimination: 5 Cold Emails. 1 Winner.

Full YouTube Episode Here Jen Allen-Knuth puts five real cold emails head-to-head to see which ones actually earn executive attention and which get instantly deleted. Watch as she breaks down subje...

27 Tammi 2min

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