8: The Software Cowboy's Secret to 20X More Inbound Leads with Keegan Otter

Discover how The Software Cowboy generated 20X more inbound leads through authentic personal branding and strategic LinkedIn content. Join Will Padilla as he sits down with Keegan Otto, Head of Revenue at Warmly, who shares how his team grew from 10 to 240 inbound demo requests per month without spending on ads. Learn how personal branding is transforming B2B sales and why LinkedIn has become their #2 source of qualified leads. Keegan breaks down his journey from SDR to executive leadership by age 27, sharing tactical advice for sales professionals looking to accelerate their careers. Key topics covered: • How to build an authentic personal brand that drives inbound leads • Transitioning from cold outbound to warm inbound strategies • Leveraging video content and multi-channel approaches • Building and scaling high-performing sales teams • The future of AI in sales prospecting Perfect for SDRs, AEs, and sales leaders looking to generate more inbound opportunities through personal branding and modern sales techniques. #SaaS #TechSales #PersonalBranding #B2BSales #SalesLeadership #InboundLeads #linkedinsalesnavigator #saas #leadgeneration #linkedinoutreach #saasmarketing CHAPTERS: 00:00 - Intro 01:09 - Keegan’s Sales Journey 04:48 - How Keegan Got to Scottsdale 12:40 - Excel in Sales Role 13:49 - Transition to Leadership 17:24 - Software Tools for Sales Success 19:55 - Rate of Change in Sales 21:56 - Age and Software Sales 26:17 - Building Your Personal Brand 30:11 - Future of B2B Influencer Marketing 32:42 - Personal Brand and Inbound Leads 37:02 - Warmly's Inbound Success 39:52 - Importance of Authenticity 41:21 - Senspark Overview 45:18 - Connect with Keegan 49:44 - Outro 50:00 - Finding Keegan 50:15 - Final Thoughts Connect with him here.