
Show Notes
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 Brynne Tillman on LinkedIn Brynne Tillman on X
Connect with Jeff Bajorek Jeff Bajorek on LinkedIn Jeff Bajorek on X
Connect with Caryn Kopp Caryn Kopp on LinkedIn Caryn Kopp on X
Connect With Paul Watts LinkedIn Twitter
Subscribe to SALES REINVENTED
Audio Production and Show notes by PODCAST FAST TRACK https://www.podcastfasttrack.com
More from Sales Reinvented
On this episode, I'm joined by acclaimed author, speaker, and sales leader Kelly Riggs, founder of Business Locker Room Inc. We discuss the key steps to building high-performance sales teams and explore the art of effective coaching and talent development. Kelly also shares candid advice on understanding which metrics really matter, and his top dos and don'ts for leading a thriving sales organization. Outline of This Episode
This week on the podcast, revenue leader Santino Pasutto joins me to discuss the core elements that drive high-performing sales organizations. Drawing on his experience leading growth across startups and billion-dollar portfolios, Santino shares his strategies for building accountable, engaged, and results-oriented sales teams.
Understanding what sets remarkable sales leaders apart can be the key to consistent, breakthrough results. Industry expert Jamie Crosbie joins me to share her experience on building successful sales teams and harnessing new technology without losing the human touch. We discuss habits that set elite sales leaders apart, and how mindset outshines skill set in driving success. Packed with practical dos and don'ts, and a powerful real-world story of leadership in action, this episode is a must-listen for anyone looking to elevate their sales team's performance.
Kristie Jones, sales leader and author of Selling Your Way In, joins me to explore the recent changes in sales leadership methodology. With over 20 years of experience transforming B2B SaaS startups, Kristie shares her perspective on the distinctions between leadership and management, the strategic role of AI in coaching, and the leadership skills modern organizations must develop to thrive. We discuss practical strategies for building high-performance sales teams, and Kristie gives her actionable advice for hiring, coaching, and leading sales teams effectively.
Today, I'm joined by Steven Rosen, founder of STAR Results, sales leadership coach, consultant, and author of Focused: A Sales Leadership Discipline for Sales Managers Under Pressure. We discuss the differences between sales management and sales leadership, reveal how top sales leaders create environments where teams thrive, and explore some strategies for coaching, engagement, and accountability. Steven also shares his views on the impact of technology and AI on modern sales leadership and the importance of leading indicators over lagging ones.