#281 - Hall of Fame: Stephen Guerguy

#281 - Hall of Fame: Stephen Guerguy

FOUR ACTIONABLE TAKEAWAYS Challenge your prospect on fit early and often to test buy-in. Set landmines for competitors during the requirement-gathering phase. Require an exec-level bridge with your CEO instead of spending hours on an RFP. Use carrots to drive close when internal compelling events are lacking. PATH TO PRESIDENT’S CLUB Head of Strategic Accounts @ Monte Carlo Enterprise Sales Leader @ Monte Carlo Former Enterprise Sales @ Segment (acquired by Twilio) Former Commercial Sales / Founding AE @ WePay (acquired by JP Morgan Chase) RESOURCES DISCUSSED Join our weekly newsletter Things you can steal

Avsnitt(589)

How to Nail Discovery with a 1-Minute Product Tour (NOT a Demo) | Bite-sized Tactics

How to Nail Discovery with a 1-Minute Product Tour (NOT a Demo) | Bite-sized Tactics

Stop demoing on the first call. Instead, run a 60-second product tour that grabs attention, triggers discovery questions, and opens the door to multi-threading—all before you even show a single slide...

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#470 - How Top Sales Reps Handle Objections Before They Even Happen | Bryan Charlton

#470 - How Top Sales Reps Handle Objections Before They Even Happen | Bryan Charlton

Bryan Charlton joins the show to break down how great reps spot deal risks early and keep momentum all the way to close. He shares real examples, practical tactics, and the mindset his team uses to wi...

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Where Sales Reps Lose Deals Without Even Realizing It | Bite-sized Tactics

Where Sales Reps Lose Deals Without Even Realizing It | Bite-sized Tactics

Are you losing deals and not even realizing why? Bryan Charleton (Sales Manager @ Otter.ai) shares the two most critical moments in the sales process where deals are either won—or fall apart: 1️⃣ T...

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#469 - Everything You’ve Wanted to Learn From a Sales Leader in 30 Minutes | Leadership Q&A

#469 - Everything You’ve Wanted to Learn From a Sales Leader in 30 Minutes | Leadership Q&A

Three top sales leaders go deep on the tough stuff: getting promoted, standing out, coaching reps at scale, and whether commission is dead. If you're trying to grow your career or your team, this epis...

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How to Get Hired as an SDR in 2025 (Even Without Experience) | Bite Sized Tactics

How to Get Hired as an SDR in 2025 (Even Without Experience) | Bite Sized Tactics

Struggling to land your first SDR job? 3 top sales leaders break down what actually gets you hired for an entry-level sales role in 2025. From cold calling a hiring manager at 5:45am to the unconvent...

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#468 - How to Close Deals FASTER with This SAME DAY Follow-Up Pitch | Anthony Firenzi

#468 - How to Close Deals FASTER with This SAME DAY Follow-Up Pitch | Anthony Firenzi

Anthony Firenzi reveals the overlooked power of same-day follow-ups and how this one tactical shift can speed up your sales cycle, build trust, and close deals faster. 🎙 ACTIONABLE TAKEAWAYS: ...

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Drive Deal Velocity with This Stupid Simple Tactic | Bite Sized Tactics

Drive Deal Velocity with This Stupid Simple Tactic | Bite Sized Tactics

Struggling with slow deals and stalled follow-ups? Anthony Firenzi (Founding Revenue Leader @ Unify) shares a simple, proven tactic he uses to drive deal velocity: setting same-day next steps. RESO...

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#467 - The “5 Whys” That Will TRANSFORM The Way You Coach Your Sales Reps | Jordan Chavez

#467 - The “5 Whys” That Will TRANSFORM The Way You Coach Your Sales Reps | Jordan Chavez

Jordan Chavez shares a proven coaching framework to unlock what motivates your reps, build targeted skill plans, and dig deep with the ‘5 Whys’ to fix what’s really holding them back. 🎙 ACTIONABLE...

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