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What if your top closers never had to cold call again? In this episode, Dan Pascone sits down with Gabe Lullo, CEO of AlleyOop, to unpack how founders and revenue leaders can build a real outbound engine using SDRs — and stop depending on heroic quarters. Learn how Gabe scaled outbound campaigns for over 1,600 B2B brands, how to align sales and marketing with precision, and why founder-led sales doesn’t scale without structure. If you’ve ever said “We just need more at-bats,” this episode is your playbook. ⏱️ Timestamps: 00:00 – Intro: Why outbound breaks and how to fix it 01:11 – Meet Gabe Lullo & the AlleyOop origin story 03:14 – How AlleyOop got its first client (ZoomInfo!) 04:13 – The math of opportunity cost in sales 07:01 – Campaign structure: How they get ROI in 90 days 08:24 – Powering 200+ dials a day with tech 10:07 – How the handoff works between SDR and AE 11:26 – Why founders shouldn’t be doing sales 12:35 – Sales ≠ service: Separating functions 14:01 – Gabe’s path from recruiting to SDR leader 16:33 – Turning down law school to chase sales 17:05 – Managing money with variable income 18:27 – The mindset to survive “lobster or ramen” swings 19:53 – Sales is entrepreneurship: Thinking like an owner 21:38 – Lightning Round: wings, cameras, books & bucket lists 26:27 – Best habit? Still prospecting daily as CEO 28:44 – Advice to younger self: Start creating content earlier 30:21 – Where to follow and learn more from Gabe 🔗 Links: 👉 AlleyOop: https://alleyoop.io 👉 Connect with Gabe on LinkedIn: / gabelullo 👉 Watch all episodes: https://makingsenseofyourmoney.com 👉 Get free resources + book a Wealth Clarity Consultation: https://yourtailoredwealth.com Enjoying the episode? Take the next step. Explore full-length video strategies, expert insights, and subscribe to the Making Sense of Your Money newsletter all at: https://makingsenseofyourmoney.com Looking for expert guidance tailored to your unique financial situation? Get free resources and book a complimentary Wealth Clarity Consultation at: https://yourtailoredwealth.com Your life. Your money. Your future. All tailored to you.