#433 - Challenger Sales Mistakes | Dan Flood | 30MPC Hall of Fame

#433 - Challenger Sales Mistakes | Dan Flood | 30MPC Hall of Fame

ACTIONABLE TAKEAWAYS: Provide Hypotheses, Not Generic Questions: Instead of broad questions, offer informed hypotheses to invite deeper discussion. Ask Questions to Guide Next Steps: Use questions to guide the process without being pushy, keeping the prospect engaged. Teach Process Over Just Problems: Beyond identifying issues, recommend processes (like a custom demo over a POC) to build trust. Uncover Intent Behind Extra Steps: When extra steps are requested, ask what they aim to learn to suggest simpler options. DAN'S PATH TO PRESIDENTS CLUB: Senior Vice President of Global Sales @ Challenger VP of Sales, Account Management @ Challenger VP of Sales, Major Accounts @ Challenger Managing Vice President, Sales & Community @ Evanta RESOURCES DISCUSSED: Join our weekly newsletter Things you can steal 30MPC Training: 30mpc.com/training

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Episoder(649)

#607 - How to Turn Every Sales Pilot Into a Closed Deal | Shaun Crimmins

#607 - How to Turn Every Sales Pilot Into a Closed Deal | Shaun Crimmins

Shaun Crimmins breaks down how to run pilots and POCs that prove measurable value and actually convert into paid contracts. Learn how to define success upfront, build the right champions, and engineer...

10 Sep 35min

#606 - How To Build An Elite Outbound Sales Team (Get Reps Dialing Fast)

#606 - How To Build An Elite Outbound Sales Team (Get Reps Dialing Fast)

Armand Farrokh breaks down the system he used to build a high-performing SDR organization, fixing culture, installing operating rhythms, sharpening targeting, and creating repeatable hiring and messag...

8 Sep 46min

#605 - How to Build a Cleaner Sales Pipeline in the Age of AI | Stevie Case

#605 - How to Build a Cleaner Sales Pipeline in the Age of AI | Stevie Case

Stevie Case breaks down how modern sales leaders can use AI, clean CRM data, and human judgment to inspect pipeline, improve sales forecasting, and rethink outbound strategy. Learn how to separate ...

3 Sep 34min

#604 - Upsell & Expansion Masterclass: 7 Lever to Grow Any Account

#604 - Upsell & Expansion Masterclass: 7 Lever to Grow Any Account

Most account managers wait for upsell opportunities. Mark Kosoglow and Armand Farrokh break down how great AMs create expansion pipeline by proving value, owning executive relationships, and systemati...

1 Sep 30min

#603 - How to Partner with Exec Assistants to Tilt Enterprise Deals in Your Favor | Laura McDonald

#603 - How to Partner with Exec Assistants to Tilt Enterprise Deals in Your Favor | Laura McDonald

Laura McDonald breaks down how to multithread enterprise deals, reach the C-suite, and build buying committee consensus without getting trapped with one champion. Learn how to leverage executive assis...

27 Aug 41min

#602 - My Exact Prospecting Process That Got Me To President's Club 3X (Live Screenshare)

#602 - My Exact Prospecting Process That Got Me To President's Club 3X (Live Screenshare)

Three-time President’s Club winner Charlotte Johnson breaks down the exact prospecting process she uses to work her territory, prioritize the right accounts, and consistently build pipeline. She share...

25 Aug 38min

#601 - How to Build a Sales Team That Manages Itself | Tara DiCristo-Schmitt

#601 - How to Build a Sales Team That Manages Itself | Tara DiCristo-Schmitt

Tara DiCristo-Schmitt breaks down the tactical sales leadership systems she uses to build predictable pipeline, coach reps, and create a culture of accountability. Learn how to inspect rep calendars, ...

20 Aug 34min

#600 - Prospect Says “We’re Doing This In-House” You’ll Say…

#600 - Prospect Says “We’re Doing This In-House” You’ll Say…

Jen Allen-Knuth and Nick Cegelski break down exactly what to do when a prospect tells you, “We’re going to build this in-house.” Instead of immediately defending your solution, you’ll learn how to bui...

18 Aug 36min

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