#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

Episoder(590)

How Great Sales Leaders Drive Deals (Without Micromanaging) | Bite-sized Tactics

How Great Sales Leaders Drive Deals (Without Micromanaging) | Bite-sized Tactics

Let’s be honest, sales is hard and leadership makes or breaks the culture on your team. Maryana Kessel (VP of Sales @ Latent) shares how she leads with transparency, energy, and impact—without turn...

16 Jul 20254min

#479 - 8 Brutal Cold Email Truths That Guarantee Higher Open Rates

#479 - 8 Brutal Cold Email Truths That Guarantee Higher Open Rates

Cold Email Course Waitlist Grab the Cold Email Template Pack Cold email isn’t dead—but your current strategy might be. In this episode, Nick and Jason trade brutal truths from the front lines of o...

15 Jul 202530min

#478 - How to Get Replies from Cold Prospects? Stop Pitching. Use These 3 Offers Instead.

#478 - How to Get Replies from Cold Prospects? Stop Pitching. Use These 3 Offers Instead.

Reply rates drop by 44% if you ask for this in cold emails…You want your buyers time, but its the worst thing to ask for if you want to get the meeting… The key to getting replies and winning deals—e...

14 Jul 20255min

#477 - How He Gets His Reps on The Sales Floor 2x Faster Than You | Kyle Asay

#477 - How He Gets His Reps on The Sales Floor 2x Faster Than You | Kyle Asay

Forget endless product certifications. Kyle Asay shows you how to get reps talking to buyers (and generating pipeline) in two weeks — so you can crush quota with a team that stands on its own. 🎙 A...

10 Jul 202536min

Sales Onboarding Strategy That Cut Time To First Sale by 49% | Bite-sized Tactics

Sales Onboarding Strategy That Cut Time To First Sale by 49% | Bite-sized Tactics

Most orgs spend weeks training reps on the product… but months later, you’re still stuck with an empty pipeline. What if the key to ramping AEs faster was skipping product training (at first)? Kyle A...

9 Jul 20256min

#476 - The Secret to Writing Better Cold Emails in Half the Time with AI | Sean O’Brien

#476 - The Secret to Writing Better Cold Emails in Half the Time with AI | Sean O’Brien

Steal Sean’s Secret to Using AI For Your Cold Emails Sean O’Brien breaks down how to leverage AI to rapidly research prospects and write personalized cold emails that cut your outreach time drastic...

8 Jul 202537min

How I Use AI to Write Better Cold Emails (Without Losing Personalization) | Bite-sized Tactics

How I Use AI to Write Better Cold Emails (Without Losing Personalization) | Bite-sized Tactics

Tired of AI-generated cold emails that sound robotic? Here’s how Sean O’Brien (Enterprise AE @ Harvey) actually uses AI tools like Perplexity and ChatGPT to make outbound emails more personal and more...

7 Jul 20256min

#475 - Why Sales Leaders Get Fired: A Sales Metrics Masterclass | Lead Playbook

#475 - Why Sales Leaders Get Fired: A Sales Metrics Masterclass | Lead Playbook

Most sales leaders don’t get fired for missing the number, they get fired for not knowing why. In this episode, Armand and Mark walk through the exact metrics framework you need to diagnose problems, ...

3 Jul 202544min

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