258 episodes

Technology Sales, Sales Management, and Sales Leadership insights and best practices, by a community of global best practitioners. Learn more at SalesCommunity.com

Tech Sales Insights Randy Seidl

    • Business

Technology Sales, Sales Management, and Sales Leadership insights and best practices, by a community of global best practitioners. Learn more at SalesCommunity.com

    E170 - How to Build Consistently Effective Sales Conversations featuring Jim Karrh

    E170 - How to Build Consistently Effective Sales Conversations featuring Jim Karrh

    In this episode of Tech Sales Insights, Jim Karrh, a Consultant & Professional Speaker at Karrh & Associates, shares his expertise on building consistently effective sales communications and conversations. He emphasizes the need for strategic thinking and offers insights into how sales organizations can structure their conversations to improve results. Other topics include the use of AI and technology in enhancing sales effectiveness, and the critical elements of successful sales playbooks.

    KEY TAKEAWAYS

    Sequence of Effective Sales Conversations: Understand the stages of change, urgency, and differentiation in sales dialogues.

    Messaging vs. Commoditization: Differentiate your message to resonate beyond industry jargon and technical features.

    The Impact of Confident Messaging: Confidence in delivering your message enhances engagement and trust.

    Managing Sales Teams: Implementing structured training, coaching, and tools to ensure consistent messaging and performance.

    QUOTES

    "Confidence in the value of what you offer is crucial, but equally important is having confidence in how to talk about it."

    "Avoid the pitfalls of commoditization by developing a unique, compelling message that resonates with your audience."

    "Sales success often hinges on having the right conversations with the right people at the right time."

    "Consistency in sales messaging is key—it's not about scripting but about having a common language and approach across the team."

    "Preparation and practice are fundamental; they transform foundational techniques into effective, fluid conversations."

    Find out more about Jim Karrh through the links below:
    https://www.linkedin.com/in/jimkarrh/

    This episode is sponsored by Humantic AI. Humantic AI is a Buyer Intelligence platform for revenue teams. Top revenue teams use Humantic’s Personality AI to identify early adopters, help their BDRs personalize outreach and enable their AEs with vital customer insights for every deal.

    • 51 min
    E169 - People, Scale and Innovation: the Three-Legged Stool of Successful Revenue Operations

    E169 - People, Scale and Innovation: the Three-Legged Stool of Successful Revenue Operations

    In this episode of Tech Sales Insights, Randy Seidl is joined by Jim Delia, SVP of Global Revenue Operations at Workday, to discuss the critical components of successful Revenue Operations. The conversation covers core topics such as the three-legged stool of people, scale, and innovation. They delve into the importance of effective outbound sales strategies, leveraging AI, and optimizing tech stacks. Jim also shares insights from his career path, the importance of mentorship, and his passion for diversity, equity, and inclusion (DEI). An engaging conversation filled with practical advice for sales and RevOps professionals.

    KEY TAKEAWAYS

    People as the Core of RevOps: The importance of having the right people in place, fostering a culture of innovation, and ensuring continuous growth and development within the team.

    Scaling Efficiently: Strategies for scaling operations, including global site strategies and balancing OPEX versus headcount.

    Innovation in RevOps: The role of AI and machine learning in transforming sales processes, particularly in B2B markets.

    Tech Stack Optimization: The need for simplifying and optimizing the tech stack to improve efficiency and productivity.

    The Future of B2B Sales: Insights into the evolving nature of B2B sales, the impact of digital transformation, and the increasing importance of data-driven decision-making.

    QUOTES

    "When you wake up every morning, think about how you can make the sellers more productive."

    "RevOps is about orchestrating an infrastructure around the seller to make them successful."

    "AI is definitely a disruptor, especially in the down-market SMB and B2B segments."

    "The future of B2B sales will heavily rely on AI, machine learning, and innovative strategies to stay ahead."

    Find out more about Jim Delia through the links below:
    https://www.linkedin.com/in/jimdelia/

    This episode is sponsored by Phone Ready Leads, the Audience Activation sponsor of the Sales Community. Sales teams using Phone Ready Leads® average a 21.3% dial to connect rate with key decision makers (A live conversation every ~5 dials), and average ~10 conversations with key decision makers for every 50 outbound dials they make.

    • 46 min
    E168 - GTM Learnings From a Football Official? Yes! Featuring Scott Wood

    E168 - GTM Learnings From a Football Official? Yes! Featuring Scott Wood

    In this episode of Tech Sales Insights, Randy Seidl is joined by Scott Wood, VP and GM of Compute for North America at HPE. Scott shares unique go-to-market strategies inspired by his experiences as a football official. From structured pregame preparations to rigorous post-game reviews, Scott draws fascinating parallels between sports officiating and high-performance sales teams.

    KEY TAKEAWAYS

    Structured Preparation: Learn the importance of detailed pre-meeting preparations, akin to pregame routines in football officiating.

    Post-Game Review: Understand the value of reviewing sales calls using technology to identify areas for improvement, similar to how officials review game footage.

    Ongoing Certification and Practice: Emphasize the need for continuous learning and practice in sales, paralleling the rigorous certification processes in sports officiating.

    Effective Communication: Explore strategies for maintaining clear and effective communication within sales teams and how it relates to the teamwork required among football officials.

    Handling High-Pressure Situations: Gain insights into managing high-pressure scenarios with clients, drawing from Scott's experience handling intense moments with football coaches.

    QUOTES

    "If they do that at a high school level for football, why are we not doing the same disciplined preparations for multi-million dollar deals?"

    "You need a culture of practice, not just one-off training sessions. Practice builds confidence, and confidence attracts customers."

    "The technology we have now for reviewing sales calls is a game-changer. If you're not rigorously using them, you're missing opportunities to have a world-class sales team."

    Find out more about Scott Wood through the links below:
    https://www.linkedin.com/in/scott-wood-9828986/

    This episode is sponsored by AuctusIQ, the Sales Performance Assessment sponsor of the Sales Community. AuctusIQ is a sales data and science software company, with the mission of providing the right data to solve your three biggest challenges: selecting and retaining exceptional talent, coaching to ensure readiness to meet or beat quota, and winning more deals.

    • 42 min
    E167 - Harmonizing Success: Bridging Business Goals with Technical Solutions for Optimal Wins featuring Rich Kucharski

    E167 - Harmonizing Success: Bridging Business Goals with Technical Solutions for Optimal Wins featuring Rich Kucharski

    In this episode of Tech Sales Insights, Randy Seidl welcomes Rich Kucharski, the Global Field CTO and Transformation Leader at Dynatrace. They discuss a range of topics centered on sales, technology, and transformation. Rich shares insights from his impressive career spanning roles at Sharp Electronics, EMC, XIV, and J.P. Morgan. Key discussions include bridging business goals with technical solutions, the importance of executive briefing centers (EBCs), effective POC processes, and the role of sales engineers in building long-term customer relationships. Rich also highlights Dynatrace's growth, their innovative approach to application performance monitoring, and the company's commitment to outserving competitors. The conversation concludes with Rich providing advice for his younger self, acknowledging key mentors, and emphasizing the critical partnership between sales and engineering teams.

    KEY TAKEAWAYS

    Understanding Customer Challenges: Rich emphasizes the importance of thoroughly understanding customer pain points and business objectives to tailor technical solutions that drive significant business impact.

    Building a Shared Vision: Establishing a clear, shared vision with customers can guide them through the transformation process, even when encountering obstacles.

    The Role of Data: Access to and management of data is crucial for delivering seamless customer experiences and driving organizational transformation.

    Innovative Customer Solutions: Real-world examples, such as the proactive door monitoring solution on a cruise line, illustrate the tangible benefits of Dynatrace's technology in enhancing customer satisfaction.

    Cultural Values at Dynatrace: A supportive, accountable culture with a focus on acting accountable and continuous improvement is key to the company's success and employee satisfaction.

    QUOTES

    "It's all about the data. If you can provide a platform that provides seamless access to data, it really can help transform a company."

    "The ultimate home run is you have a proposed sales proposal that the CFO gets really excited about because you're saying, here's how we're going to help you generate revenue, save money, get a competitive advantage, or stay out of jail."

    "It's important to establish what perfect could look like and then set a journey to get there, which kind of pulls in all the teams at Dynatrace serving a customer."

    Find out more about Rich Kucharski through the links below:
    https://www.linkedin.com/in/richkucharski/

    This episode is sponsored by The Alexander Group, our GTM & Sales Compensation Partner. Alexander Group provides revenue growth consulting services to the world’s leading sales organizations. When clients need to grow revenue, they look to Alexander Group for data-driven insights, actionable recommendations, and results.

    • 43 min
    E166 - Can AI Really Solve The Pipeline Problem? Featuring Lee Hacohen

    E166 - Can AI Really Solve The Pipeline Problem? Featuring Lee Hacohen

    In this episode of Tech Sales Insights, Randy Seidl is joined with Lee Hacohen, Head of Sales at Red Eye, to discuss the pressing issue of pipeline problems in sales and how AI can provide a solution. Sponsored by Alexander Group, the episode dives deep into the evolving landscape of sales, the impact of AI, and practical strategies for leveraging technology to enhance sales productivity. Lee shares his journey from broadcasting to becoming a sales leader, insights on AI’s role in sales, and actionable advice for sales professionals facing pipeline challenges.

    KEY TAKEAWAYS

    AI in Sales: AI can handle repetitive tasks like identifying prospects, gathering contact information, and personalizing initial outreach, freeing up sales reps to focus on high-value activities.

    Human vs. Machine: AI is not replacing salespeople but augmenting their capabilities by handling tasks that machines excel at, such as data processing and initial contact personalization.

    Personalization at Scale: Tools like Reggie enable sales teams to send highly personalized emails and LinkedIn messages efficiently, improving engagement rates.

    Importance of Training: Continuous training and adaptation are crucial as the sales landscape evolves with technological advancements.

    Building and Growing: Identifying companies in their growth phase and leveraging AI can significantly impact sales success.

    QUOTES

    "There's certain things machines do really well and there's certain things people do really well. AI is here to augment, not replace, the salesperson."

    "In order to actually connect with someone and get their attention in an inbox that has 60 emails, you have to show them that you know them."

    "AI can personalize messages based on company performance and individual profiles within seconds, a task that would take a human significantly longer."

    Find out more about Lee Hacohen through the links below:
    https://www.linkedin.com/in/lhacohen/

    This episode is sponsored by The Alexander Group, our GTM & Sales Compensation Partner. Alexander Group provides revenue growth consulting services to the world’s leading sales organizations. When clients need to grow revenue, they look to Alexander Group for data-driven insights, actionable recommendations, and results.

    • 50 min
    E165 - Coaching Conversations: Human Behavior Change in Sales Coaching featuring Rachel Cossar

    E165 - Coaching Conversations: Human Behavior Change in Sales Coaching featuring Rachel Cossar

    In this episode of Tech Sales Insights, Randy Seidl features a conversation with Rachel Cossar, CEO and co-founder of Virtual Sapiens. The discussion revolves around the potential of AI to transform sales coaching by analyzing and improving sales behaviors and human interactions. Rachel, a former professional ballet dancer and now a tech entrepreneur, shares how her company uses AI to help professionals master their virtual and in-person presence, making communication more effective. The episode touches on various topics, including the importance of nonverbal communication, the genesis of Virtual Sapiens, the unique challenges of sales coaching, and how Virtual Sapiens provides individualized feedback for improvement. The conversation also delves into AI's role in behavioral change, the scalability of Virtual Sapiens' technology, and the importance of privacy in AI tools. Rachel shares personal insights, including her transition from ballet to tech entrepreneurship, and the supportive role her mentors and co-founder have played in her journey.

    KEY TAKEAWAYS

    Virtual Sapiens utilizes AI to help professionals master their presence, whether in virtual or in-person interactions.

    Coaching conversations empowered by AI can revolutionize sales behaviors and enhance confidence.

    Through partnerships with global firms like BTS, Virtual Sapiens integrates AI seamlessly into learning management systems for personalized coaching experiences.

    Behavioral nonverbal cues play a significant role in building trust and rapport, especially in virtual communication.

    Effective use of body language and framing can significantly impact how professionals are perceived in virtual meetings.

    QUOTES

    "We're at the intersection of AI and human interaction, using AI as a coach in real-time to help humans become more aware of certain blind spots and integrate feedback for behavior change."

    "The way you show up on video matters—it's the only digital channel where body language truly counts."

    "First impressions on video are powerful—your setup, background, framing, and lighting all contribute to how you're perceived as a professional."

    "Nonverbal cues, like hand gestures, can amplify your presence in virtual meetings, making you more engaging and trustworthy."

    "Mastering presence in virtual interactions requires awareness of behavioral nuances and leveraging them effectively to build connections."

    Find out more about Rachel Cossar through the links below:
    https://www.linkedin.com/in/rachel-cossar/

    This episode is sponsored by Spotlight.ai, our Value Intelligence sponsor. Spotlight.ai provides a Value Intelligence AI-driven platform to transform sales discovery, auto build differentiated business cases, and optimize value positioning for field and remote teams.

    • 43 min

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