Coffee Over Cold Calls: Why Relationship-Based Selling Wins

Paul Cassar, Head of Enterprise Partnerships at DanAds, joins me to share why relationship-based selling isn’t just a strategy — it’s the secret weapon many sales professionals take for granted. We share stories that blend humor, hard lessons, and high stakes, showing how listening and authentic engagement can turn casual meetings into massive deals. From an embarrassing misstep that ended with public criticism to a career-making win that began with a simple chat over coffee, Paul and I unpack why playing it safe won’t cut it in today’s sales world.Join us as we discuss:[4:24] When a “smooth” meeting turns into a humiliating disaster[13:10] Why relationships are your greatest asset in the long-game[20:34] Finding the courage to get personal and ask tough questionsFor more My Sales Day, subscribe to the inspiring My Sales Day newsletter at mysalesday.io, follow the show on Apple Podcasts, Spotify, or search for “My Sales Day” in your favorite podcast player.Hosted on Ausha. See ausha.co/privacy-policy for more information.