9.09 – Gabe Lullo – Alleyoop Rising Tide Startups podcast

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9.09 – Gabe Lullo – Alleyoop

3d ago 33:45

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Most people avoid cold calls. Gabe Lullo built a multi-million dollar company on them. Gabe Lullo didn’t take a traditional route to the top. He started in the trenches, working the phones as an SDR, and built his way up to CEO of Alleyoop, a global sales development firm making over 11 million cold calls a year. Along the way, he juggled rejection, resilience, and yes—actual juggling. In this episode of Rising Tide Startups, host Kevin Prewett sits down with Gabe to unpack the real story behind scaling a sales-driven company from scratch. With a degree from the Barney School of Business and more than a decade running his own sales, marketing, and training firm, Gabe brought deep experience in recruiting and leadership before ever stepping into the CEO seat. He shares how those early roles, from executive search to culture-building, shaped how he leads today. Gabe also unpacks why sales development should be treated as its function, why cold calling still works, and how product-market fit makes or breaks a sales strategy. Beyond tactics, the conversation explores leadership, culture, and building teams that scale. Gabe shares why every hire interviews with him personally, how he empowers leaders to own decisions, and the mindset that’s carried him from startup days to leading a 100+ person team. His story is grounded in grit, but it’s also filled with systems and structure that anyone can learn from. Key Takeaways: Cold Calling Isn’t Dead—It Just Needs a Human Touch. Despite spam filters and caller ID, phone calls are still the fastest way to book meetings when done correctly. Leadership can be earned from the ground up. Experience at every level of a company builds the kind of perspective and empathy that drives strong, effective leadership. Sales Is About Grit, Not Just Technique. Red Apples, Green Apples, Rotten Apples. This is a powerful metaphor for: 10% are “red apples”—ready to buy. 10% are “rotten apples”—never going to convert. 80% are “green apples”—undecided, and this is where great salespeople shine. Success in sales comes from nurturing the green apples through timing, perspective-shifting, and persistence. Rejection builds resilience. Facing consistent “no’s” in business teaches adaptability, sharpens communication, and strengthens long-term confidence. Don’t scale without product-market fit. No amount of leads or marketing can fix a poor offering. Sustainable growth starts with a clear value proposition and a validated market need. If you’re not excited to sell it, neither will your team be. Listen to the full conversation here: YouTube: https://www.youtube.com/@risingtidestartups Apple Podcast: https://podcasts.apple.com/us/podcast/rising-tide-startups/id1330525474 Spotify: https://open.spotify.com/show/2eq7unl70TRPsBhjLEsNZR Connect with Gabe: LinkedIn: https://www.linkedin.com/in/lullo/ Alleyoop’s: https://alleyoop.io/ Closing thought: “You can start at the bottom, take every hit, and still build something extraordinary—if you stay hungry and never stop showing up.” Please leave us an honest rating on Spotify, YouTube, or Apple Podcasts. Shoutout to our Great Sponsors: Naviqus Virtual Services - Hassle-free administrative support services that are efficient, affordable, and tailored to your needs. Check out https://naviqus.com now to jumpstart your business for 2024! Podbrand Media - Have you ever considered starting your own podcast for your company or brand? Podbrandmedia.com can help. We create podcasts that actually make you money!

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