#392 - How To Run a "Land & Expand" The Right Way (Eleanor Dorfman, ReTool)

#392 - How To Run a "Land & Expand" The Right Way (Eleanor Dorfman, ReTool)

ACTIONABLE TAKEAWAYS: Segmented Team Structure: Down-market teams focus on landing new logos, passing them to expand teams, while up-market AEs handle both acquisition and expansion with retention-based comp. Enterprise Sales Strategies: Use top-down (sell wall-to-wall) or land-and-expand approaches, with the latter yielding higher LTV by scaling through business units first. Deal Inspection Triggers: Monitor $50K deals at stage 3 for POCs and access to power, and stage 5 for mutual action plans and the paper process. Consistent Review Rhythm: Reps update pipelines Monday, managers review Tuesday, deal reviews happen Wednesday, and Eleanor finalizes calls Thursday. ELEANOR'S PATH TO PRESIDENTS CLUB: - Head of Sales @ Retool - Global Head of Commercial Retention & Regional Director of Commercial Sales @ Segment - Global Head of Commercial Renewals and Retention @ Segment - Head of Customer Success and Solutions engineering @ Clever Inc RESOURCES DISCUSSED: Join our weekly newsletter Things you can steal 

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#540 - Cold Call Masterclass: The Perfect Script (With LIVE Calls to Prove It)

#540 - Cold Call Masterclass: The Perfect Script (With LIVE Calls to Prove It)

We break down the exact cold call script that’s helped book meetings on 1 out of every 3 connects then prove it by making live cold calls on camera. Armand Farrokh and Nick Cegelski walk through th...

20 Tammi 56min

#539 - How to Run Demos That Actually Convert | Alex Kane

#539 - How to Run Demos That Actually Convert | Alex Kane

Alex Kane brings elite demo mastery to this episode, teaching sellers how to turn every walkthrough into a high-impact, story-driven buying experience that stands out from every other vendor in the cy...

15 Tammi 32min

#538 - Cold Call 3v3: Six Sales Reps Dial in a 92 Degree Room

#538 - Cold Call 3v3: Six Sales Reps Dial in a 92 Degree Room

Welcome to the most chaotic cold call competition you’ve ever seen. Two elite sales teams go head-to-head in a live 3v3 battle to see who can book the most meetings. Watch as the top sales minds from...

13 Tammi 1min

#537 - How to Get Executive Intros Through Your Champion | Christine Nolan

#537 - How to Get Executive Intros Through Your Champion | Christine Nolan

Christine Nolan, four-time President’s Club enterprise sales leader at Asana, shares tactical frameworks for multithreading complex enterprise deals by mapping real power, navigating internal politics...

8 Tammi 36min

#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 Tammi 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 Joulu 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 Joulu 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 Joulu 202534min

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