
True Confessions of a Sales Leader
True Confessions of a Sales Leader is a podcast where sales leaders share the secrets of their successes and failures, while offering hard won guidance along the way. We’re here to help you transform your sales organization by developing the skills, system and culture that lead to sustainable and significant results. Enjoy the show.
Episodes
25 episodes
Unlocking B2B Sales Success
In this episode of "True Confessions of a Sales Leader," host Scott Olsen sits down with Lee Blakemore, CEO, and Justin Picciano, Vice President of Sales and Customer Success at IntroHive, a leading customer intelligence company. Lee and Justin...
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Season 3
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Episode 3
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49:40

Lessons in Adaptability and Success
In this episode of "True Confessions of a Sales Leader," we sit down with Ryan George, the visionary founder and CEO of Simpleview, who shares his remarkable journey of building a company that has revolutionized the destination marketing indust...
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Season 3
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Episode 3
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43:46

Embracing Curiosity and Adaptability: Going from Sales Leader to CEO
In this episode of True Confessions of a Sales Leader, host Scott Olsen sits down with Tom O'Keefe, a seasoned executive who shares his captivating journey from sales leader to CEO. Tom emphasizes the importance of embracing curiosity and adapt...
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Season 3
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Episode 2
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54:55

Principles of Effective Sales Leadership
This episode of "True Confessions of a Sales Leader" features Joe Belenardo, CRO of Anthology, sharing invaluable insights from his extensive career in sales leadership. Drawing from over three decades of experience, Joe delves into the princip...
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Season 3
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Episode 1
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57:04

Scaling a Successful Sales Team From the Ground Up
In this episode of “True Confessions of a Sales Leader,” we explore how to create a successful sales team and scale it to grow and perform within the company. We’re excited with this episode’s guest, Henry Schuck co-founder, CEO, a...
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Season 2
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Episode 2
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50:41

Hiring and Retaining the Right Sales Team
In our first episode of the new season, we tackle a growing problem not only facing sales organizations but entire companies—keeping your team intact.Our guest is Scott Campbell, Senior VP at Sales at Docker, who has been responsible for...
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Season 2
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Episode 1
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51:21

Sales Leader Q&A with Dr. Ruff - Consequences of Inaction
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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4:41

Sales Leader Q&A with Dr. Ruff - Sell More By Talking Less
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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4:20

Sales Leader Q&A with Dr. Ruff - How to Sell Value
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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6:04

Sales Leader Q&A with Dr. Ruff - Coaching to Your Salesperson's Strength
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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5:23

Sales Leader Q&A with Dr. Ruff - Providing Effective Feedback to Your Sales Team
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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7:16

Sales Leader Q&A with Dr. Ruff - Using Clarity to Improve Your Sales Team
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement with your sales t...
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4:51

Sales Leader Q&A with Dr. Ruff - The Pitfalls of Comparing Your Sales Team With Each Other
Welcome to our new segment, Sales Leader Q&A with Dr. Ruff. These are short, 5 to 10 minutes segments with our sales coaching expert, Dr. Richard Ruff, where we provide quick and actionable tips that you can take and implement ...
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3:55

Building Stronger Sales Teams Through Self-Awareness
In this episode of “True Confessions of a Sales Leader,” we look at how being vulnerable and building self-awareness can make better sales leaders and ultimately sales teams with our guest, Mike Porter, chief sales officer at
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Season 1
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Episode 12
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53:29

The Art of Sales Coaching
We’re excited to welcome back to “True Confessions of a Sales Leader,” Dr. Richard Ruff and John Hoskins, respected experts in sales coaching, founders of The Level Five Selling Coaching System, and authors of a new book, “
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Season 1
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Episode 11
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53:51

Onboarding Your Sales Team Remotely
We don’t have to tell you the challenges of managing a sales team during a pandemic. An even bigger challenge is bringing on new sales reps to your team without a physical location. How do you assimilate them into your unique culture? How do yo...
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Season 1
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Episode 10
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46:16

Creating Strategic Partnerships That Work
In this episode of “True Confessions of a Sales Leader,” we explore the steps of creating a successful strategic partnership. Our guest is Geoff Curless, Chief Revenue Officer at Rehearsal, he helps walk...
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Season 1
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Episode 9
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46:28

Successfully Creating and Navigating Change in Your Organization
Organizational changes are hard enough. Add Covid, a dispersed staff, then figuring out how to get everyone on the same page— and keep them there. And if you’re a sales organization, how can you do this seamlessly without client disruption?&nbs...
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Season 1
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Episode 8
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47:14

Conversation Intelligence: Capturing Sales Call Success
In this episode, we are joined by Jim Benton, CEO of Chorus, a Conversation Intelligence platform. Listen in as we discuss how Chorus and artificial Intelligence (AI) technology are helping capture and record sales conversations, make real conn...
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Season 1
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Episode 7
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36:34

The Keys to Effective Sales Coaching - Part 2
Part 2 of our dual episode of “True Confessions of a Sales Leader” continues with a discussion with Dr. Richard “Dick” Ruff and John Hoskins, respected experts in sales coaching, founders of The Level Fiv...
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Season 1
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Episode 6
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47:47

The Keys to Effective Sales Coaching - Part 1
Welcome to part one of our special two-part episode of “True Confessions of a Sales Leader.” We are honored to have on two guests: Dr. Richard “Dick” Ruff and John Hoskins, respected experts in sales coaching, founders of
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Season 1
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Episode 5
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40:39

Successfully Transforming an Inside Sales Organization
In this episode of “True Confessions of a Sales Leader” we discuss ways sales leaders can transform their inside sales organizations. Picture this: You’re new to a sales organization and have been hired to transform it. The reasons...
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Season 1
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Episode 4
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39:54

The Power of Mentorship in Sales
Have you ever had a sales mentor? Have you ever been a sales mentor? Looking for ways to integrate a mentorship program into your own sales organization but don't know how to start? In this episode of “True Confessions of a Sales L...
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Season 1
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Episode 3
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43:10

Managing a Sales Team During COVID-19
Managing a sales team during the pandemic? You’ll want to listen to our new episode of “True Confessions of a Sales Leader,” The Olsen Group’s podcast where sales leaders share their secrets of success, insight, and guidan...
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Season 1
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Episode 2
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44:42
Coaching Inexperienced Sales Managers
Let’s say you’ve hired a new sales team leader. They bring the chops, the energy, and the enthusiasm. But, what if they don’t have the experience your organization needs? They might be new to your organization, maybe they’ve recently been...
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Season 1
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Episode 1
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25:43
