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Building Connections that Convert, Ep #518

Sales Reinvented

Release Date: 08/05/2026

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More Episodes

We’re digging deep into the essentials of prospecting and lead generation with guests Brynne Tillman, Jeff Bajorek, and Caryn Kopp this week. They share their top actionable do's and don'ts, revealing prospecting strategies that they have found to work. You’ll hear real-world success stories—from making warm connections on LinkedIn to the power of consistent, quality touchpoints and the importance of solving your client’s real challenges, not just following the standard playbook. 

 

Outline of This Episode

 

  • [05:53] Challenges of prospecting and leads
  • [07:09] Taking ownership of the sales process
  • [09:52] Balancing business responsibilities
  • [13:11] Recognizing success and solving problems
  • [19:18] Case study of following up with a longtime client
  • [20:43] Phone call preparation tips



Building Genuine Connections

Prospecting is about people, not profiles. Brynne Tillman cautions against three critical mistakes—connecting and immediately pitching, connecting and then ignoring, and limiting your network solely to those who seem immediately sellable. Instead, she recommends sales professionals to connect and start a conversation, treating the person on the other side of the screen as if they were right across the table. The focus should never be detached from humanity: “Do not detach this human being from as if they were in a real-life, physical situation... this is our reality today. Almost everything is virtual and remote”.

Engagement is the heartbeat of meaningful prospecting. It’s not about going through the motions of a process but cultivating conversations that add value, recognizing that everyone who interacts with you deserves your attention and energy. 



Take Responsibility, Don’t Outsource Your Success

Jeff Bajorek emphasizes taking ownership of the entire lead-generation process. Take responsibility for it, and don’t default to blaming others if your pipeline isn’t full. Even in companies with dedicated sales development representatives, account executives should actively nurture leads and stay versatile throughout the process.

Absolutely DON’T spam or " spray and pray,” remember that technology is a tool for scale, not for selling itself. Scaling ineffective outreach just amplifies ineffectiveness. Jeff recommends learning through direct engagement—by overcoming objections, understanding customer pain points, and refining methods through real-world experience. He realized that, despite not always following industry-sanctioned scripts, his approach—filled with referrals and authentic connections—kept his pipeline thriving. 

 

Respect, Consistency, and Quality Touchpoints

Caryn Kopp strongly suggests that sales professionals discard rigid scripts in favor of authentic, quality conversations, always remembering that prospects are people first. Persistence is essential—50% of prospects never receive a second follow-up call, even though building relationships takes time.

A story from her early days illustrates the profound impact of personalized follow-ups. By meticulously noting a prospect’s story about an adopted dog’s peculiar fear, and referencing it months later, Caryn was able to foster trust and stand out from competitors. Every touchpoint will either build or ruin a relationship.

 

Connect with Brynne Tillman

 

Connect with Jeff Bajorek 



Connect with Caryn Kopp

 

Connect With Paul Watts 

 

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