Software Sales Simplified: MOVE to Success

Strategic Sales Optimization - SSO

Our show discusses challenges Enterprise and Technical Sales teams encounter every day and creative ways to overcome them. Kevin and Matt have over 50 years experience selling Enterprise Software solutions, running sales teams, leading implementations, and driving consulting practices with some of the biggest companies in the world. Kevin and Matt, authors of "Winning Faster: The MOVE Methodology", share their experiences with listeners and guests; exploring how technology is changing selling, consulting, and business. Visit us at https://www.strategicsalesoptimization.com

  1. Ep 36. Empathy & Trust: Unlocking Sales Success. With Guest, John Cavanaugh

    قبل يومين

    Ep 36. Empathy & Trust: Unlocking Sales Success. With Guest, John Cavanaugh

    This Week's Episode: In this episode of Software Sales Simplified, hosts Kevin and Matt sit down with John Cavanagh, a seasoned sales professional, to explore the intricacies of software sales, the importance of mentorship, and the evolving landscape influenced by AI. John shares his career journey, highlighting the significance of internships (co-op programs), the value of understanding customer needs, and the qualities of effective sales leaders. The conversation delves into the necessity of empathy in sales, the role of training and role-playing, and the challenges posed by AI in the sales process. John emphasizes the importance of building trust and nurturing relationships in achieving long-term success in sales; success which John stresses requires a seller to remain curious to be effective. About our Guest - John Cavanaugh: John Cavanaugh 20 year software sales veteran, primarily in the online learning and HR Tech space. He works with customers to understand business challenges and form a collaborative approach to solve them. A multiple time President’s Club member, he started his career in pre-sales and sales operations before moving to enterprise sales 20 years ago. He currently serves as a Sr. Enterprise Account Executive at Attensi. Attensi is a bleeding edge provider of bespoke situational gaming simulations designed to be immersive, fun, and engaging. The outcomes are enabling behavior change at scale, increasing employee confidence, and measurable business impact. Where to Learn More About John: You can find John’s profile on LinkedIn: https://www.linkedin.com/in/johncavanaugh/⁠⁠⁠⁠⁠ Chapters 00:00 Introduction to Software Sales Simplified 01:13 Inspirational Sales Leaders 02:39 John Kavanagh's Career Journey Begins 03:09 The Value of Co-op Programs 04:31 Understanding Their Benefits 05:04 First Co-op: Learning the Sales Landscape 07:08 Navigating Challenges in Early Roles 10:53 Transitioning to Sales 11:53 Culture Shock at Centra Software 14:19 Experiencing Virtual Learning 17:12 Learning from Different Personalities 19:15 Finding Your Unique Style 19:38 The Essence of Effective Selling 21:17 The Role of Leadership 24:05 Building Trust in Sales Relationships 27:33 Navigating the AI Landscape 32:18 The Importance of Customer Advocacy 33:10 Innovative Sales Training Techniques 38:40 Learning from Failures 39:45 Advice for Aspiring Sales Professionals 45:01 Bye for Now! About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  2. Ep. 35: Recruiting & AI: The Human Factor. Guest - Robyn Gilmartin

    ٢٥ سبتمبر

    Ep. 35: Recruiting & AI: The Human Factor. Guest - Robyn Gilmartin

    This Week's Episode: In this episode of Software Sales Simplified, hosts Kevin and Matt discuss the current landscape of hiring and recruitment in the software sales industry with expert Robyn Gilmartin. They explore the impact of AI on recruitment processes, the challenges candidates face in a competitive job market, and the importance of networking and building relationships. Robyn shares insights on how candidates can stand out, the role of experience in hiring, and strategies for companies to streamline their recruitment processes. The conversation also touches on shifting priorities in recruitment and the need for companies to retain top performers. About our Guest - Robyn Gilmartin: Robyn Gilmartin is a seasoned recruiter with nearly 30 years of experience building high-performing teams in the software / SaaS industry. She works directly with executives in growth mode to attract and retain elite GTM talent who consistently outperform. Robyn’s placements don’t just fill roles, they consistently accelerate business outcomes. Her candidates regularly stack rank at the top of their teams, earn Rookie of the Year and President’s Club honors, and advance quickly into leadership. Where to Learn More About Robyn: You can find Robyn’s profile on LinkedIn:  ⁠⁠ https://www.linkedin.com/in/robyngilmartin/  You can find ForefrontSearch here: https://www.linkedin.com/company/forefront-executive-search-llc/ Chapters 00:00 Introduction to Software Sales Insights 03:59 Current Trends in Hiring and Recruiting 08:07 The Shift from Candidate-Driven to Client-Driven Markets 12:06 The Role of AI in Recruitment 20:47 Standing Out in a Competitive Job Market 24:38 Networking and Building Relationships for Success 30:38 The Importance of Storytelling in Interviews 32:39 Navigating the Recruitment Landscape 35:21 The Reality of Internal Hiring Practices 38:10 Age and Experience in the Job Market 40:08 Bad Practices in Hiring and Retention 43:02 The Evolution of Sales Compensation 46:33 Streamlining the Recruitment Process 52:35 Like Follow and Subscribe About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  3. Ep. 34: Guest Ryan R. Sullivan. Getting it Right: Strategies for Podcast Success

    ١٧ سبتمبر

    Ep. 34: Guest Ryan R. Sullivan. Getting it Right: Strategies for Podcast Success

    This Week's Episode: In this episode of 'Software Sales Simplified', Kevin and Matt engage with podcasting expert Ryan R. Sullivan to explore the significance of podcasting in business, particularly in the realm of software sales. They discuss the benefits of starting a podcast, the importance of identifying a niche, and foundational strategies for success. Ryan shares insights on the complications of corporate podcasting, the value of client interviews, and the role of storytelling in sales. The conversation emphasizes the need for consistency in podcasting and how to leverage content across various platforms. Ryan also introduces a program for businesses to test podcasting before fully committing, highlighting the potential impact of podcasts on personal and professional growth. About our Guest - Ryan R. Sullivan: Ryan makes music, podcasts, and creative strategies. He’s the owner of Podcast Principles, a boutique content strategy and production company for B2B businesses. After his own podcast and music career took off in 2019, he began helping other business owners launch their own.  Since then, he’s helped hundreds of founders, entrepreneurs, and multi-platinum artists around the world launch and grow their podcasts and media brands. His mission is to help thousands of business owners expand their reach and revenue through the power of creative podcasting and media. Where to Learn More About Ryan: You can find Ryan’s profile on LinkedIn: ⁠https://www.linkedin.com/in/sullybop/ You can check out his podcast here: https://www.linkedin.com/company/podcast-principles/ Chapters 00:00 Introduction to Software Sales Simplified 01:21 The Importance of Podcasting in Business 02:24 Ryan Sullivan: Podcasting Expert 04:03 Benefits of Starting a Podcast 05:58 Identifying Your Niche for Podcasting 08:21 Foundational Strategies for Podcast Success 10:12 Getting Started with Podcasting 12:34 The Evolution of Podcasting Skills 13:56 The Market's Role in Podcast Success 17:43 Podcasting for Sales Professionals 20:28 Navigating Complications in Corporate Podcasting 23:30 The Power of Authentic Storytelling 26:38 Podcasting vs. Podcast-Style Content 29:50 Shifting Focus from Software to Stories 32:58 Leveraging Podcast Content Across Platforms 38:08 Testing the Waters with Podcasting 39:54 Finding Your Voice in Podcasting 45:34 See You Next Week! About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  4. Ep. 33: Guest - Meredith Golden. Enablement: Unlocking Sales Success

    ١٠ سبتمبر

    Ep. 33: Guest - Meredith Golden. Enablement: Unlocking Sales Success

    This Week's Episode: In this episode of Software Sales Simplified, Matt & Kevin engage with Meredith Golden, a seasoned sales enablement leader. They discuss the nuances of sales enablement, the importance of having a sales background for effective training, and the challenges faced in implementing enablement programs. Meredith shares her journey from sales to enablement, emphasizing the need for alignment with business priorities and the role of AI in enhancing, rather than replacing, the human element in sales training. The conversation highlights the critical skills needed for aspiring enablement professionals and the importance of understanding the sales process to create impactful training programs. About our Guest - Meredith Golden: Meredith Golden is the Senior Manager of GTM Enablement & Acceleration at Aircall. Drawing on a career built in enterprise, mid-market, and transactional sales, she brings a front-line understanding of what it takes to win in the market. She has a proven track record of sales excellence and applies her expertise to leading Go-to-Market strategy and execution, orchestrating key programs that drive sustainable business growth. Where to Learn More About Meredith: You can find Meredith's profile on LinkedIn: https://www.linkedin.com/in/goldenmeredith/ Chapters 00:00 Introduction to Software Sales Simplified 01:41 Meet Meredith Golden: Sales Enablement Expert 04:03 The Transition from Sales to Enablement 07:33 The Importance of Sales Experience in Enablement 11:11 Understanding Different Sales Roles 15:11 Building Effective Enablement Programs 18:02 Aligning Leadership and Field Expectations 21:20 Understanding Team Dynamics in Enablement 24:24 The Role of Product Enablement 25:25 Aligning Sales and Product Marketing 28:10 The Importance of Early Involvement in Training Development 29:15 Leveraging AI in Sales Enablement 32:17 Balancing AI and Human Expertise 38:57 Transitioning into Sales Enablement 42:15 Key Takeaways for Aspiring Enablement Professionals 45:33 See You Next Week! About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  5. Ep. 32: Guest - Kimberly S. Arnold. Turn Stress Into Sales

    ٢٧ أغسطس

    Ep. 32: Guest - Kimberly S. Arnold. Turn Stress Into Sales

    This Week's Episode: In this episode of 'Software Sales Simplified', Matt and Kevin sit down with Kimberly S. Arnold, founder of Somatic Leadership, to explore the intersection of stress management and sales performance. Kimberly shares her journey from corporate consulting to healthcare, emphasizing the importance of resilience and emotional well-being in high-pressure environments. The conversation delves into practical techniques for managing stress, understanding physiological responses, and fostering a supportive culture in sales teams. Listeners gain insights into how to turn stress into strength and the significance of mindfulness in achieving success in sales. About our Guest - Kimberly S. Arnold: Kimberly S. Arnold is a seasoned leader in organizational strategy, change management, and customer success, with a career spanning Fortune 500s, fast-growth tech firms, and global consultancies. She built her expertise through senior roles at Price Waterhouse, PwC, Vignette, Blue Shield of California, and nearly a decade at Salesforce—where she guided enterprise transformation and payer strategy on a global scale. Today, Kimberly channels that experience into Somatic Leadership LLC, the firm she founded to help executives and teams build resilience, clarity, and authentic presence in the face of complexity. As CEO and “Chief Resilience Alchemist,” she blends decades of corporate know-how with a focus on human-centered leadership, guiding organizations to thrive through change. How to Find out More About Kimberly: You can find Kimberly’s profile on LinkedIn: https://www.linkedin.com/in/kimberlysarnold/ How to Find out More About Somatic Leadership LLC: You can find Somatic Leadership’s page on LinkedIn: https://www.linkedin.com/company/somatic-leadership-llc/ Chapters 00:08 Introduction to Software Sales Simplified 02:36 The Importance of Stress Management in Sales 04:19 Kimberly's Journey: From PwC to Introspect 10:38 Transitioning to Blue Shield and Healthcare 17:03 Navigating Stress at Salesforce 22:35 The Birth of Somatic Leadership 26:38 Understanding Stress Responses and Their Impact 29:32 Navigating Stress and Personal Challenges 31:05 Real-Life Stress Scenarios in Professional Settings 44:01 Practical Techniques for Managing Stress 46:01 Implementing Stress Management in Teams 50:25 Outro About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  6. Ep. 31: Guest - Dave Anderson. Cut Out the Noise: Marketing, AI, and Strategic Focus in Sales

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    Ep. 31: Guest - Dave Anderson. Cut Out the Noise: Marketing, AI, and Strategic Focus in Sales

    This Week's Episode: In this episode of 'Software Sales Simplified', Kevin and Matt talk with industry expert Dave Anderson to explore the evolving landscape of software sales. They discuss the importance of authenticity in selling, the alignment of product marketing and sales, and the challenges of navigating product-led growth versus enterprise growth. The conversation delves into the role of AI in enhancing customer engagement and the complexities of marketing in a crowded marketplace. Dave shares insights from his extensive experience in the software industry, emphasizing the need for marketers to understand their customers deeply and to be actively involved in the sales process. The episode concludes with practical advice for new marketers and product teams on how to effectively go to market in today's competitive environment. About our Guest - Dave Anderson: Originally hailing from Melbourne, Australia, Dave Anderson is a marketing executive, keynote speaker, and podcaster who explores the intersection of technology, human culture, and storytelling. He’s the voice behind popular shows such as Tech Seeking Human and Robbo Live, where he dives into insights on DX, cloud, AI, and the human side of tech. Dave's career has focused on building stories that scale: from rebranding and repositioning Dynatrace ahead of its IPO (where Dave led the S-1 narrative, investor deck, and roadshow story), to defining AI and agent strategy at Contentsquare today. Dave has helped companies move from multi-product to platform, from features to outcomes, and from SaaS to AI-first. How to Find out More About Dave: You can find Dave's profile on LinkedIn: https://www.linkedin.com/in/daveando/ Chapters 00:00 Introduction to Software Sales Simplified 01:03 The Importance of Authenticity in Selling 02:21 Dave Anderson's Background and Experience 04:18 Aligning Product Marketing and Sales 06:37 Navigating Product-Led Growth vs. Enterprise Growth 10:16 Understanding Customer Engagement and Retention 14:10 The Role of AI in Enhancing Customer Experience 15:40 AI Buzzword Reality vs. Perception 21:36 Strategies for Reaching Customers in a Noisy Market 23:40 The Impact of AI on Marketing and Positioning 30:17 Understanding Customer Needs and Sales Collaboration 41:17 Advice for New Marketers and Go-to-Market Strategies 47:36 Like, Follow, Subscribe & Comment About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  7. Ep. 30: Guest Corey Bruce - Must-Haves for Sales Leaders in 2025

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    Ep. 30: Guest Corey Bruce - Must-Haves for Sales Leaders in 2025

    This Week's Episode: In this episode of 'Software Sales Simplified: MOVE to Success', hosts Kevin and Matt speak with Corey Bruce, a seasoned software sales leader. They explore sales leadership, building team trust, and hiring challenges. Corey shares his career journey, stressing empathy in leadership and the importance of understanding metrics without losing sight of people. They also address the pitfalls of unrealistic expectations and the value of a supportive company culture. About our Guest - Corey Bruce: Corey Bruce, MBA, is a transformational executive and private equity growth partner with over two decades of leadership in scaling revenue operations for high-growth, private equity–backed companies in the EHS, SaaS, and Compliance as a Service (CaaS) sectors. He led the U.S. market entry for Donesafe, an Australian safety tech startup, driving its growth through acquisition by HSI/Waud Capital Partners, and has held senior roles at StarTex Software (EHS Insight) and HSI/Donesafe. As Founder of Sozo Advisors, LLC, Corey advises private equity investors and portfolio companies on due diligence, acquisition strategy, board advisory, and revenue acceleration across compliance and regulatory tech. Presently the Chief Executive Office (CEO) for SafetyIQ, Corey is renowned for aligning sales execution with investment strategy, Corey has built global sales organizations delivering 30%+ year-over-year growth and securing enterprise partnerships with Lowe’s, Apple, Tesla, Walmart, and Uber. He has partnered with leading private equity firms including Broadview Group Holdings, Blackstone, Providence Equity Partners, and Susquehanna Growth Equity, consistently driving scalability, operational rigor, and long-term enterprise value creation. How to Find out More About Corey: You can find Corey's profile on LinkedIn: https://www.linkedin.com/in/coreybruce/ Chapters 00:00 Introduction 02:54 Corey Bruce's Journey 05:08 The Importance of Trust and Risk in Leadership 08:18 Navigating Leadership Challenges 11:15 Building a Culture of Accountability 14:06 Hiring Challenges in Software Sales 17:06 The Complexity of the Interview Process 19:48 The Role of Fractional Consulting in Hiring 24:42 The Challenges of Hiring Fractional Leadership 28:06 The Risks of Rapid Hiring Decisions 30:47 Hiring for Attitude Over Skills 34:58 Navigating Pressure from Leadership 39:08 The Importance of Metrics in Business 42:19 Humanizing Business Interactions 46:11 Advice for New C-Level Executives 51:43 See you next week! About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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  8. Ep. 29: Guest Brian Wolff - Storytelling & Building Buyer Trust.

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    Ep. 29: Guest Brian Wolff - Storytelling & Building Buyer Trust.

    This Week's Episode: In this episode of Software Sales Simplified, hosts Kevin and Matt engage with enterprise software sales expert and author, Brian Wolff, to discuss the importance of emotional value, discovery, and authentic engagement in closing deals. They explore how understanding buyer psychology and creating a compelling narrative can significantly impact sales success. Brian shares insights from his books, emphasizing the need for sales professionals to build trust and relationships with their clients, and to focus on the personal wins for buyers. The conversation also touches on the significance of tools like virtual sales rooms and the potential for effective discovery techniques in the sales process. About our Guest - Brian Wolff: Brian Wolff is the Founder of The Wolff Den, a revenue consultancy and community dedicated to sharing best practices among fellow professionals in closing roles. A 15-year sales veteran and multiple President's Club award winner, he is focused on understanding the foundations of how/why buyers think and act, delving deep into concepts ever newcomers can understand.He currently serves as an Enterprise Account Executive at Glassbox, working with Fortune 100 companies to reduce customer struggle and fraud events in their digital experiences. How to Find out More About Brian: You can find Brian's profile on LinkedIn: https://www.linkedin.com/in/wolff-brian Chapters: 00:00 Introduction to Software Sales Simplified 01:16 Understanding Emotional Value in Sales 04:13 The Misconception of Value in Enterprise Sales 06:11 Contextual and Experienced Value Perceptions 08:52 Identifying Personal Wins in Sales Conversations 11:30 Tactics for Effective Discovery 14:02 The Virtual Sales Room Concept 16:08 Building Trust and Urgency in Sales 18:50 Emotional vs. Material Value in Sales 21:56 The Importance of Discovery in Sales 30:23 Effective Storytelling in Sales 34:53 Understanding Buyer Frustrations 42:19 Building Trust and Relationships in Sales 48:37 Like, Follow, Subscribe, and Comment! About Software Sales Simplified: Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Send us your questions at ⁠- ⁠⁠⁠⁠⁠Sales@stratsalesllc.com⁠⁠⁠ ⁠⁠⁠ "What is a Sales Engineer?" - Education Series on YouTube: ⁠⁠⁠https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0⁠⁠⁠⁠⁠ Get Your Copy of "Winning Faster"! Available Here:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Why Listen to Software Sales Simplified? Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey. Copyrighted Broadcast: Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

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Our show discusses challenges Enterprise and Technical Sales teams encounter every day and creative ways to overcome them. Kevin and Matt have over 50 years experience selling Enterprise Software solutions, running sales teams, leading implementations, and driving consulting practices with some of the biggest companies in the world. Kevin and Matt, authors of "Winning Faster: The MOVE Methodology", share their experiences with listeners and guests; exploring how technology is changing selling, consulting, and business. Visit us at https://www.strategicsalesoptimization.com