Skip Balch

The SalesHandicapper: Your Winning Edge

Business EN ↓ 10 episodes

Welcome to SalesHandicapper: Your Winning Edge, where we help B2B tech founders and sales leaders build sales engines that actually work. I'm Skip Balch, with over 45 years in B2B sales and product development. When revenue stalls or close rates drop, most leaders start guessing. They blame the people, tweak the process, or chase a new ICP—without diagnosing what's actually broken. SalesHandicapper diagnoses first, then prescribes. Each episode features founders and sales leaders who've built sales engines in tech companies. We explore scaling sales—when early tactics stop working, lessons fro...

Author

Skip Balch

Category

Business

Latest episode

May 26, 2026

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Episodes

S01 E10 Building a Zero-Waste Brand with Naturepedic | Arin Schultz 26.05.2026

Discover how Naturepedic is reshaping the organic mattress industry through sustainability, AI-driven marketing, omnichannel sales strategies, and exceptional customer experience. In this episode of Your Winning Edge, Skip Balch sits down with Arin Schultz, Chief Growth Officer at Naturepedic, to discuss how the company achieved double-digit growth despite downturns in the mattress industry. Arin...

S01 E09 How AI Is Reshaping Sales at Datature | Brandon Neustadter 19.05.2026

In this episode, Skip Balch sits down with Brandon Neustadter, Chief Revenue Officer at Datature, to explore how AI is transforming modern sales processes. Datature is at the forefront of computer vision AI, delivering end-to-end solutions that help businesses unlock powerful insights and drive efficiency. Brandon shares how AI is not just an add-on, but the core of their strategy reshaping how sa...

S01 E08 The Role of AI in Modern Sales Strategies | Richard Malloy 12.05.2026

In this episode of Your Winning Edge, host Skip Balch sits down with Rich Malloy, Chief Revenue Officer at Nutrient, to explore how AI is transforming modern sales, leadership, and business growth strategies. Rich shares his 12-year journey scaling Nutrient from a bootstrapped startup to a profitable company, along with insights into navigating today’s rapidly evolving sales landscape. From levera...

S01 E07 How AI Is Changing IT Services Sales | Bobby Jacobs 05.05.2026

In this episode of Your Winning Edge, host Skip Balch speaks with Bobby Jacobs, Head of Growth at Thread, an AI-powered service desk built for IT service providers (MSPs). Bobby shares how Thread is redefining IT support with AI and what it takes to build a scalable, repeatable sales motion in a fast-evolving market. The conversation dives into the role of SDRs, the growing impact of AI on sales a...

S01 E06 The Truth About AI ROI That No One Tells You | Sean Patrick Fleming 28.04.2026

In this episode of Your Winning Edge, host Skip Balch sits down with Sean Patrick Fleming, Head of Growth and Revenue at Aztra, to explore how businesses can successfully adopt AI and drive real ROI through decision intelligence. Sean shares how Aztra is bridging the gap between AI applications and implementation, helping companies move from experimentation to measurable outcomes. The conversation...

S01 E05 The future of sales roles in an AI-driven world | Michael Byrd 21.04.2026

In this episode of Your Winning Edge, host Skip Balch sits down with Michael Byrd to explore how AI is transforming sales leadership, sales management, and overall sales performance. Michael shares his journey from sales rep to Chief Revenue Officer and explains how AI is reshaping the way sales teams operate from lead qualification and CRM management to coaching and performance tracking. The conv...

S01 E04 Scaling AI Without Losing the Human Touch | Gary Tillery 07.04.2026

In this episode of Your Winning Edge, host Skip Balch sits down with Gary Tillery, the newly appointed CEO of Skkynet, to explore leadership, AI-driven growth, and the future of customer-centric technology businesses. Gary shares his journey from board advisor to CEO and breaks down Skynet’s strategic shift from a perpetual license model to a subscription-based revenue approach. The conversation d...

S01 E03 AI Is Reinventing Insurance | Nick Del Biaggio 24.03.2026

 If you've ever tried to buy commercial insurance as a small business and felt ignored, overcharged, or just confused about what you were even buying - this episode was made for you. Nick Del Biaggio joins Skip Balch to explain how the first native AI insurance brokerage is flipping the traditional model on its head and why it couldn't have happened until now. Nick has spent over 25 years in insur...

SE01 E02 Why Most AI Sales Agents Fail Before They Even Start | Donna McCurley 10.03.2026

If your sales team is drowning in admin work and you keep hearing about AI agents but have no idea where to actually begin, this episode is for you. Sales enablement veteran Donna McCurley joins Skip Balch to break down why most companies jump straight into complex AI workflows and end up with systems that hallucinate, break, and get abandoned - and what to do instead. Donna has spent over 20 year...

S01 E01 How Marketing Agencies Can Survive AI and Win in 2026 | with Jon Tsourakis | The Winning Edge 24.02.2026

Marketing agencies are facing an extinction event. According to Jon Tsourakis, President and Chief Revenue Officer of Oyova, 20 percent or more of marketing agencies will disappear within two years as AI reshapes the industry. But the agencies that survive won't just adapt to technology - they'll double down on deep expertise, team selling, and genuine curiosity. Jon shares battle-tested insights...

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