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Ep. 11: Guest Sara Levinson - Navigating Sales Success

This Week's Guest - Sara Levinson

In this episode of Software Sales Simplified: MOVE to Success, hosts Matt Long and Kevin Donville sit down with their guest, Sara Levinson, who shares her journey from sales reluctance to sales mastery; highlighting how her structured, authentic, value-based, approach drives winning outcomes. They explore Sara's unexpected journey into sales, her early challenges, and the evolution of her confidence as a seller. Over the course of the episode, Sara emphasizes the importance of authenticity, emotional connections, and continuous learning in sales.

About Sara Levinson:
Sara has sold and launched transformational technology initiatives with the world’s largest & most influential brands, including Gap Inc, Disney, Farmers Insurance, Petco, Symantec, Tiffany and Co., Ashley Furniture, O’Reilly Auto Parts and many more. 

Sara has been named a Linkedin Top 100 Sales Star, a top female sales practitioner by Sales Hacker, and is a frequent presenter, moderator, and podcast guest in the tech sales community. On the OMG Sales Assessment taken by over 2 million sellers globally, she scored in the top 6%. 

As Head of Strategic Accounts at Claravine, The Data Standards Company, she helps Fortune 500 brands make sense of their marketing data, leading to faster insights and smarter business decisions. Sara held previous roles at Prometric, LivePerson, Clicktale (acquired by ContentSquare) and IBM.

Sara holds an M.A. in Professional Writing from Carnegie Mellon University and a B.A. in English from Gettysburg College, where she serves on the Alumni Board of Directors. Her writing has appeared in Thrive Global, the Pittsburgh Post-Gazette, The Gettysburg Times, and the American Scholar.
www.linkedin.com/in/levinsonsara/⁠

About Software Sales Simplified:
Visit us at:⁠⁠⁠⁠⁠⁠⁠ ⁠www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠
Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠ ⁠tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠
Send us your questions at ⁠- ⁠⁠Sales@stratsalesllc.com⁠⁠⁠

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Order a digital/PDF copy of the #1 Best Selling book on Amazon, "Winning Faster: The MOVE Framework for Enterprise Software Sales" on our website and get 25% off until February 28th.
Book Available Here:
⁠⁠⁠⁠⁠⁠⁠www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠

Come visit us:
www.strategicsalesoptimization.com/

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Software Sales Simplified: MOVE to Success
Welcome to Software Sales Simplified: MOVE to Success, the go-to podcast for Sales Leaders, Revenue Officers, Services Leaders, and Software Sales Engineers looking to master enterprise software sales and accelerate revenue growth.

Hosted by industry experts, we break down the strategies, processes, and real-world tactics behind high-performance B2B sales, covering everything from SaaS sales and enterprise account management to sales enablement, customer success, and revenue operations.

Join us as we simplify complex sales cycles, uncover AI-driven sales strategies, and explore how trust-based, consultative selling leads to bigger deals and stronger customer relationships. Whether you're a CRO, VP of Sales, or a sales engineer, this podcast will help you close bigger deals, improve sales forecasting, and optimize your sales process.

Tune in weekly to learn from top sales professionals, revenue strategists, and industry leaders who have mastered the art of selling enterprise software and scaling revenue teams.


Copyrighted Broadcast:
Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

Chapters:
00:00 Introduction to Sales Simplified
02:06 Sarah Levinson's Sales Journey
07:29 Overcoming Early Challenges in Sales
10:24 Navigating Failure and Emotional Investment
13:14 The Tipping Point in Sales Confidence
16:15 Adapting to Changes in the Sales Landscape
20:06 Leveraging AI in Sales Strategies
22:16 Creating a Unique Buying Experience
23:46 Navigating New Sales Environments
28:34 Common Mistakes in Sales
32:27 The Experience of Women in Sales
45:35 Outro

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