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The Sales Management. Simplified. Podcast with Mike Weinberg

Prospecting and Pipeline Generation Is Hard: Why Your Sellers Need to Be Too Good to Ignore

April 22, 2026·54 min
Episode Description from the Publisher

In episode 108, Mike hosts outbound sales guru, Jason Bay, founder and leader of Outbound Squad. Jason and Mike get in the "Way Back Machine" looking at the evolution of SDRs, what went wrong with that model, and why prospecting is so damn hard today. If your team is struggling to book meetings and create new opportunities, this episode is for you as Jason shares strategies that are working right now and what the very best reps are doing to self-generate pipeline! Learn how to become "too good to ignore" by focusing on the right targets, crafting compelling offers, and creating emotional connections with prospects. Tune in and you'll immediately hear why Mike regularly points new business development sellers and sales teams to follow Jason Bay! RESOURCES MENTIONED IN THIS EPISODE: Jason Bay's Free Outbound Masterclass The October 7 Supercharge Your Sales Leadership Event _________________________ This episode is sponsored by Pursuit Sales Solutions. If you are looking for help adding A-player talent to your team, contact Mike's friends at pursuitsalessolutions.com/weinberg

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