#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 

Jaksot(607)

#568 (Trailer) - Elite Sales Trainer Critiques BRUTAL Cold Call Objection Gauntlets

#568 (Trailer) - Elite Sales Trainer Critiques BRUTAL Cold Call Objection Gauntlets

Full Video Here Jason Bay breaks down 3 real cold calls and shows exactly where reps lose the meeting and how to fix it Stop pitching your product. Start in the buyer’s world with problems they ar...

28 Huhti 1min

#567 - How to Turn Cold Outreach Into Real Conversations | Adia Toll

#567 - How to Turn Cold Outreach Into Real Conversations | Adia Toll

In this episode we take how Adia Toll engineered a 72% reply rate by shifting from pitch-first selling to conversation-first prospecting and the exact systems behind it. ACTIONABLE TAKEAWAYS: Gri...

23 Huhti 36min

#566 - 3 Brutal Sales Leadership Lessons (Avoid These Mistakes)

#566 - 3 Brutal Sales Leadership Lessons (Avoid These Mistakes)

The sales leadership lessons that changed how Mark Kosoglow leads and scales teams. Mark Kosoglow shares 3 moments that reshaped how he coaches, manages, and hires. Stop creating busywork. Protect r...

21 Huhti 12min

#565 - How to Master Social Selling on LinkedIn to Book Meetings | Kade Hinkle

#565 - How to Master Social Selling on LinkedIn to Book Meetings | Kade Hinkle

Kade Hinkle breaks down a repeatable LinkedIn outbound system that turns cold prospects into warm conversations before you ever send the pitch. 🎙️ ACTIONABLE TAKEAWAYS: Use video follow-ups i...

16 Huhti 35min

#564 (Trailer) - I Cold Called For 60 Minutes (And Went Slightly Unhinged)

#564 (Trailer) - I Cold Called For 60 Minutes (And Went Slightly Unhinged)

Full video here Alex Murphy cold calls for 60 straight minutes to see how many meetings he can book in real time. No script no safety net just raw dials real objections and live pipeline building....

14 Huhti 24s

#563 - How to Build Reps Who Don’t Need You on Every Deal | Jason Miller ft. Unify

#563 - How to Build Reps Who Don’t Need You on Every Deal | Jason Miller ft. Unify

Great sales leaders don’t solve problems, they build reps who can. Jason Miller breaks down how to drive focus, coach real skill gaps, and force critical thinking so your team performs without you in ...

9 Huhti 36min

#562 - Sales Leadership Masterclass: Win Every Deal In Your Pipeline

#562 - Sales Leadership Masterclass: Win Every Deal In Your Pipeline

Turn your most dreaded meeting into your biggest revenue weapon, this deal review framework drives cleaner data, sharper reps, and near-perfect forecast accuracy. In this 30MPC Masterclass, Mark Koso...

7 Huhti 27min

#561 - How to Coach Sales Reps Using “Based On What” Thinking | Cameron Shahabedin

#561 - How to Coach Sales Reps Using “Based On What” Thinking | Cameron Shahabedin

Turn reps into self-sufficient closers with structured call coaching, “based on what” thinking, and problem-solving leadership systems 🎙️ ACTIONABLE TAKEAWAYS: Reinforce pillars everywhere, n...

2 Huhti 37min

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