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February 24, 2025 28 mins

In this episode of Scaling the Gap, host Madeleine MacRae welcomes Gabe Lullo, CEO of Alleyoop, a leading sales development agency. Gabe shares insights into his company's approach to sales, which focuses on prospecting and appointment setting for various businesses. 

The conversation explores the importance of mastering language and communication in sales, the integration of AI and technology, and the value of maintaining human interaction in sales processes. Gabe also discusses his personal journey, including early influences and the concept of 'leadership duplication'—the practice of magnifying specific talents within a team. 


This episode is filled with practical advice and inspirational stories for leaders and entrepreneurs aiming to scale their organizations and build lasting legacies.


Key Takeaways


  • Recognizing the magic of words and their potential to earn financial success
  • Drawing inspiration and elaborating a packaging sales strategy akin to a sports team’s dynamics through using competitive, gamified environments to cultivate high-performing sales teams
  • The role of AI and technology in sales and how sales professionals should embrace it as a tool to enhance their capabilities
  • Why building a sales team should naturally follow business growth rather than precede it
  • The concept of leadership duplication, focusing on elevating different slices of excellence in team members rather than creating carbon copies of oneself
  • The importance of using language as a tool to create reality, whether it’s shaping one’s identity or building a thriving business


In This Episode:

  • 00:00 - Introduction to Gabe Lullo
  • 01:35 - The Concept of Sales Development and Its Importance
  • 04:04 - The Art of Prospecting and Overcoming Rejection
  • 09:27 - Gabe's Journey: From Fundraising to Sales Leadership
  • 12:46 - Leadership Duplication and Personality Types
  • 17:53 - Challenges and Technological Advancements in Sales
  • 22:39 - Defining Success and Personal Reflections
  • 26:28 - Closing Thoughts and How to Connect


Notable Quotes


  • [00:08:01] " You have to really be in the habit of collecting the no's because the no is the doorway to the yes." — Madeleine MacRae


  • [00:11:08] " Communication is a way of generating wealth. And that is just such a beautiful way to look at it." — Madeleine MacRae
  • [00:12:37] “If I can start teaching people what I was doing, then [I] could build an army.” — Gabe Lullo


  • [00:14:41] “Your job is really to be the octopus or the chameleon. It's to change colors, not as a manipulation or as a way of hiding anything, but as a way to relate to the person you're talking to.” — Gabe Lullo


  • [00:24:16] " Success is just a decision that I've chosen. I just decided that I was going to be, and as soon as I made that decision to do it, everything else started just happening." — Gabe Lullo


  • [00:27:14] “Language is a really powerful vehicle that you can master to speak into reality things that don't exist yet, whether it's who you decide you're becoming or what you decide you're building, or even the team that you're curating, creating.” — Madeleine MacRae



Our Guest


Gabe Lullo is the CEO of Alleyoop, a premier firm dedicated to transforming the Sales Development Representative (SDR) function for top-tier clients. As Chief Business Officer, Gabe leverages AI and cutting-edge technologies to revolutionize sales processes, enhancing efficiency and delivering outsourced SDR solutions that have fueled the pipelines of industry leaders like...

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