Skip Balch, The SalesHandicapper
Saleshandicapper: Your Winning Edge
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Episodes
Your Winning Edge with Darryl Worsham 16.06.2026 38:23
When does your moat stop protecting the castle? When everyone has a boat. For GAP Velocity AI , the moat was never the legacy software they modernized. The moat was 30 years of expertise, proprietary tools, proven delivery methods, and people who knew how to move clients from old codebases into modern cloud-native applications. Then AI changed the economics. Work that once took 12 to 15 months can...
Saleshandicapper - Your Winning Edge with Chris Lee 10.06.2026 38:52
AI is not killing SaaS. It is forcing SaaS companies to adapt, prove value, and stop hiding behind old growth stories. In this episode of Your Winning Edge, I sit down with Chris Lee, former CRO of enteros.ai and a revenue leader who has been inside some of the biggest SaaS shifts of the last 25 years, including Siebel, Salesforce, and DocuSign. We talk about what has changed, what has not, and wh...
Your Winning Edge with Jon Pace 01.06.2026 36:12
- Growing a Multi-Generational Insurance Business with AI and Relationship Focus In this episode, Skip Balch interviews Jon Pace, Chief Growth Officer at Choice Financial Group, about managing a diverse, multi-generational agency network in the insurance industry. They explore how technology, AI, and relationship-building strategies drive growth and operational efficiency in a complex, regulated e...
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