Crafting Authentic Relationships in Sales | Brynne Tillman

Art & Science of Complex Sales

Ever wondered how to navigate the declining efficacy of traditional methods in the sales world? Brynne Tillman, CEO of Social Sales Link shares her strategies, honed over 15 years of leveraging LinkedIn, to build authentic, relationship-driven networks. Her insights promise to reshape your perspective on digital selling by aligning advanced technology with genuine human interaction.

From Cold Calls to AI (3:43)

Sales professionals today face a major shift as traditional methods like cold calling and inbound referrals become less effective. Many struggle to secure the first conversation with prospects who no longer answer unknown calls. Brynne emphasizes LinkedIn and AI as key tools for overcoming this challenge—LinkedIn enables trust-based social selling, while AI helps create authentic, targeted messaging. Having once relied on strategic introductions rather than cold calls, she now teaches salespeople to adapt by leveraging these modern tools to build credibility, engage prospects, and start meaningful conversations.

Authentic Selling on LinkedIn (7:56)

Brynne emphasizes the importance of leveraging LinkedIn for trust-based relationship-building rather than transactional sales. She advocates for three key mindset shifts: detaching from a prospect’s monetary value and focusing on the value you bring, treating online interactions like real-life conversations, and slowing down outreach to build genuine connections. Instead of using a "connect and pitch" approach, sales professionals should engage prospects through meaningful conversations and relevant content, ultimately leading to stronger relationships and better sales outcomes.

Leveraging AI for Sales Conversations (18:08)

While AI promises speed and efficiency, Brynne highlights the challenge of maintaining authenticity and personalization in sales. Early AI tools were flawed—generating misleading content, citing competitors, and lacking a structured approach. To address this, her team built a platform that organizes prompts, tailors messaging to different clients, and enforces brand-specific guidelines. She introduces the CRISP+ model for effective AI prompts: Context, Role, Inspiration, Scope, Prohibitions, and the key addition—asking AI to clarify uncertainties before generating responses. This structured approach helps sales teams harness AI responsibly, ensuring consistency, compliance, and genuine engagement.