Curiosity Eats Hustle for Breakfast ft Dave Rubinstein | Hard Corps Marketing Show | Ep 444
How can founders avoid sabotaging their own sales pipeline?
In this episode of The Hard Corps Marketing Show, I sat down with Dave Rubinstein, Fractional Sales Leader to funded tech companies who need to scale. Dave brings deep expertise from years of building and leading sales teams, and he shares a practical, no-fluff perspective on what growing startups get wrong about sales, and how to fix it.
Dave breaks down why asking a technical founder to lead sales is like handing the keys to someone who’s never driven, and what it really takes to build a sales engine that drives predictable revenue. From hiring the right reps to understanding the importance of urgency in buyer conversations, Dave outlines a roadmap for smarter, more scalable sales growth.
In this episode, we cover:
- Why founder-led sales often fail and what to do about it
- How understanding buyer urgency can improve win rates
- What traits to prioritize when hiring modern sales talent
- How fractional leadership helps de-risk and accelerate sales success
If you're ready to build a smarter, more effective sales strategy, this episode is full of actionable insights to help you scale with confidence.
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Hard Corps Marketing is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/
Creators and Guests
Host
Casey Cheshire
CEO & Founder of Ringmaster Conversational Marketing. Casey Cheshire is a marketer, serial entrepreneur, and adventurer. He has been in EO for close to 10 years and counts his relationships as a key reason for his continued success. Casey’s passion for podcasting led to him founding Ringmaster Conversational Marketing. Ringmaster helps B2B businesses launch podcasts that drive growth and revenue. Previously, Casey founded and ran Cheshire Impact for 10 years. It became the top Salesforce Pardot marketing automation solutions partner in the world before a successful exit in 2021. He is also a US Marine Corps Veteran where he served in the Infantry and deployed to some very hot climates. In his free time, Casey likes to skydive, climb mountains, and pretend to be a hungry bear for his two kids.