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Aug 7, 2025 21 min

Kyle Richards, Selling to Execs

from The Journey Podcast Hosted by Kyle Richards, CloneOps

SUMMARY: In this episode of Sales Bites, host Will Jenkins sits down with Kyle Richards, VP of Sales at CloneOps, to talk about what it really takes to sell to executives. From understanding the buying committee to mastering relationship building, Kyle shares how patience, transparency, and the right sales strategies can set reps apart. Whether you’re managing long sales cycles or trying to build trust with C-suite buyers, this conversation is packed with real-world insight on how to improve your sales process and win deals at the highest level. TAKEAWAYS: Executive selling techniques that work Building real, long-term relationships Navigating buying committees and internal politics The power of transparency in the sales process Why under-promising and over-delivering matters Multi-channel follow-ups and in-person value Kyle’s personal sales lessons from CloneOps and beyond CHAPTERS: 00:00 Introduction to Sales Bytes and Guest Background 02:53 Kyle Richards' Sales Journey and CloneOps Overview 05:36 The Importance of Building Relationships in Sales 08:37 Navigating the Sales Process with Executives 11:08 Understanding the Buying Committee 14:17 Transparency and Patience in Sales 16:59 Final Thoughts on Effective Selling Strategies EPISODE CREDITS: Host, Will Jenkins Creative Director, Erin Sweeney Edited and mixed by Keenan McCarthy Music licensed through Envato LINKS: Be sure to follow and tag @JourneyDelivers on LinkedIn Instagram Twitter Facebook TikTok YouTube ABOUT THE JOURNEY PODCAST: Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.

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In this episode of Sales Bites, host Will Jenkins sits down with Kyle Richards, VP of Sales at CloneOps, to talk about what it really takes to sell to executives. From understanding the buying committee to mastering relationship building, Kyle shares how patience, transparency, and the right sales strategies can set reps apart. Whether you’re managing long sales cycles or trying to build trust with C-suite buyers, this conversation is packed with real-world insight on how to improve your sales process and win deals at the highest level.

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Kyle Richards, Selling to Execs

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This episode is 21 minutes long.

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This episode was published on August 7, 2025.

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