Tech Sales Insights

Randy Seidl
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May 2, 2025 • 45min

E198 - What GTM Leaders Can Learn from the Innovation Ecosystem featuring Dave & Joe O'Callaghan

In this episode of Tech Sales Insights, Randy Seidl is joined by Dave and Joe O'Callaghan, co-founders of Vation, about their journey and experiences as a father-son duo in the tech industry. They discuss the importance of go-to-market strategies and what leaders can learn from the innovation ecosystem. Sponsored by Sandler, a sales training provider, the discussion delves into the significance of sales training, especially for first-line managers, and explores the evolving roles of technology leaders. Joe and Dave share insights on the challenges emerging tech companies face, the importance of execution and humility, and the growing role of AI and data security. They also highlight the importance of cold calling, the shift in sales training needs, and the evolving skill sets required in the tech industry.KEY TAKEAWAYSFirst Father-Son Duo: Episode features Dave and Joe O’Callaghan, co-founders of Vation Ventures, discussing their father-son dynamic. Business Focus: Highlight on go-to-market strategies from the innovation ecosystem. Importance of Sales Training: Emphasized by Sandler, focusing on training necessity due to promotions during COVID. AI and Security: Special focus on AI trends and the importance of secure AI. Channels and Relationships: The enduring importance of trusting relationships in the channel for effective advice and sales. Cold Calling: Seeing a resurgence, combined with high-quality, AI-supported research. Mentorship and Humility: The fundamental value of being humble, inquisitive, and learning from great mentors. Innovation and Execution: Balancing innovation with execution in today's rapidly evolving technology landscape.QUOTES"Innovation is hard. Innovation at scale is really, really hard." "Humility and inquisitiveness are key in driving innovation and leading teams." "The only person that likes to hear you talk about yourself is your mom." "Distributors can lean into orchestrating everything from Dataiku to Cisco Meraki for a comprehensive solution."Find out more about Dave & Joe O'Callaghan through the link/s below:Dave O'Callaghan’s LinkedIn: https://www.linkedin.com/in/daveo4/Joe O'Callaghan’s LinkedIn: https://www.linkedin.com/in/joeyocallaghan/This episode is sponsored by Sandler. Sandler is a world leader in innovative sales, leadership, and management training. For more than 50 years, Sandler has taught its distinctive, non-traditional selling system and highly effective sales training methodology, which has helped salespeople and sales managers take charge of the process.
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Apr 18, 2025 • 53min

E197 - IT Trends 2025: Insights from IDC's President on Market Direction and Essential Seller Knowledge

In this episode of Tech Sales Insights, Randy Seidl is joined by Crawford Del Prete, President at IDC, to discuss IT trends for 2025 and what every seller should know about the market direction. The conversation covers Crawford's extensive career path, the role of AI in sales, infrastructure growth, and IDC's new Tech Match product. They delve into the importance of understanding customer needs, leveraging AI for sales preparation, and the transformation in application software businesses. Crawford shares insights on successful sales strategies, the significance of mentorship, and how IDC is positioning itself for future technological trends. The episode is sponsored by ZoomInfo and brought to you by the Sales Community.KEY TAKEAWAYSAI in Sales: Embrace AI tools for significant enhancements in preparedness and effectiveness in sales meetings. Lean into AI to stay competitive.Industry Growth: Infrastructure layer investments will continue growing, driven by AI advancements, with notable 55% growth in the past year.Customer-Centric Approach: Successful companies understand and address the specific "jobs to be done" by customers, leveraging deep market intelligence.IDC Tech Match: IDC's new platform helps IT buyers with AI-assisted RFP generation and vendor shortlisting, easing the buying process.Leadership & Training: Continuous training and adapting to industry trends are crucial for maintaining relevancy and operational excellence.Use of Data: Effective data sovereignty and orchestration are vital in AI adoption for mitigating risks and ensuring data control.QUOTES"If you're a seller and you're not getting prepared for meetings with AI, you're going to get screamed at.""Michael Dell has an uncanny ability to capitalize on industry transitions effectively.""Technology has reinvented itself five times since I started. You gotta love that transition to keep up.""Companies that use IDC services effectively are those that deeply understand customer problems."Find out more about Crawford Del Prete through the link/s below:https://www.linkedin.com/in/crawford-del-prete-082221/This episode is sponsored by ZoomInfo, the GTM Platform sponsor of the Sales Community. ZoomInfo is the go-to-market platform that helps businesses find, acquire and grow their customers. Businesses use ZoomInfo data and platform to increase efficiency, align sales and marketing teams, and consolidate technology stacks.
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Mar 3, 2025 • 44min

E196 - Apply People-Based Data-Driven Learnings to Help Sellers Sell More, featuring Courtney McCashland

In this episode of Tech Sales Insights, Randy Seidl is joined by Dr. Courtney McCashland, Chief Officer of Science and Strategy at AuctusIQ, to discuss data-driven strategies for improving sales performance. The conversation delves into the significance of understanding key attributes in top sales performers, the benefits of using talent assessments, and how AuctusIQ provides actionable insights to align talent with commercial success. Dr. McCashland shares her extensive background in positive business psychology and how it helps identify what drives success in individuals. Additionally, the episode touches on the unique challenges and opportunities for women in sales, as revealed by recent research.KEY TAKEAWAYSPositive Psychology in Sales: The importance of leveraging natural talents and behaviors for success in sales is emphasized, advocating for positive psychology approaches over trying to change inherent traits.Effective Talent Assessment: AuctusIQ's approach to sales performance assessment focuses on identifying behaviors and competencies directly linked to successful sales outcomes, helping organizations align talent strategies with commercial goals.Transformation Through Training: The necessity for tailored, individualized training plans is highlighted to effectively develop sales reps and managers, thereby improving performance and revenue growth.Gender in Sales: Research shows that women in sales often outperform their male counterparts, though they remain underrepresented. Organizations are encouraged to recruit more women and leverage their unique strengths.Sustained Development: Continuous measurement and re-measurement, combined with coaching and training, significantly enhance proficiency in sales competencies, directly impacting revenue.QUOTES"What we're doing is we're really getting underneath those natural patterns of behavior, those talents that explain why some people succeed.""Everything we measure is anchored in what explains success.""You see that mental edge differentiates professionals even more than at a collegiate level.""Positive psychology is aligning your natural gifts that help you be great at certain things into doing those things so you can reach excellence.""The biggest thing is you've got to make sure you're measuring what matters."Find out more about Courtney McCashland through the link/s below:https://www.linkedin.com/in/courtney-mccashland/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.
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Feb 24, 2025 • 47min

E195 - Channel Leadership Best Practices featuring Denise Millard

In this episode of Tech Sales Insights, Randy Seidl is joined by Denise Millard, Chief Partner Officer at Dell Technologies. They delve into the best practices for channel selling, the evolution of partnerships, and the importance of building strong, accountable relationships within the tech industry. Denise shares her incredible 27-year journey from EMC to Dell and her strategic role in fostering partner ecosystems. Learn how Dell embraces AI, marketplace dynamics, and the critical role of mentorship in career development. For anyone in tech sales, this episode is packed with valuable insights and real-life success stories.KEY TAKEAWAYSDenise Millard's Career: Denise has had an impressive career spanning 27 years between Dell and EMC, focused on partners and ecosystem roles.Channel Selling Best Practices: Simplicity and accountability are key—choose 2-3 focal points, align sponsorship, and hold teams accountable.Partner Relationships: Successful partnerships stem from mutual trust and alignment, with ongoing communication and support.Challenges in Channel Sales: Challenges often arise from a lack of early engagement and understanding of local partner ecosystems by sales reps.Importance of Marketplace: Marketplaces provide access to a vast customer base, enhancing opportunities for partners and customers.AI Integration: AI is increasingly used to drive demand generation, proposal automation, and content management within the channel.Mentorship: Mentorship, both formal and informal, plays a crucial role in professional development. Denise values the advice and support from mentors like Bill Scannell and Linda Connly.QUOTES"When we do [hold each other accountable], we typically see great results.""Winning drives that [channel engagement]. So, you know, when you have success, people get excited around seeing the opportunity.""Having informal mentors who see you in action and provide real-time feedback is incredibly important.""AI has an important role in enabling partners with insights and capabilities.""Exercise is a big part of my life—it has physical and mental benefits."Find out more about Denise Millard through the link/s below:https://www.linkedin.com/in/denise-millard-0407b632/This episode is sponsored by TitanX (formerly 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.
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Feb 3, 2025 • 43min

E194 - Startup Companies Biggest Issue: GTM featuring Richard Hegberg

In this episode of Tech Sales Insights, Randy Seidl is joined by Richard Hegberg, a notable figure in the semiconductor and entrepreneurial startup space, currently CEO of Aspinity. The main topic discussed is the biggest issue for startup companies, which is the go-to-market strategy. Richard shares his extensive career journey from starting at Motorola to leading various successful exits. Emphasizing the importance of early wins, he touches on the key considerations for product-market fit, the value of CEO-led sales in early stages, and strategic customer profiling. Richard also delves into effective lead generation tactics, the role of partnerships, and the significance of having a strong sales training program. The conversation offers rich insights on scaling startups, balancing compensation structures, and the essentials of building value-driven customer relationships.KEY TAKEAWAYSRick Hegberg is a renowned figure in the semiconductor industry and an entrepreneurial leader involved in multiple startups and boards, currently the chairman of Aspinity.Significant career highlights include leadership roles at Motorola, VLSI Technology, Lucent Microelectronics, ATI Technologies, and involvement in critical acquisitions like AMD’s buyout of ATI and subsequent integration.Effective go-to-market strategy is the biggest issue for startup companies, emphasizing the importance of generating sustainable revenue quickly.Early stage companies should focus on establishing a clear customer value proposition and securing initial wins that are strategic and sticky, even if they are not massive in size.The importance of CEO-led sales efforts, building a strong sales organization through a combination of trusted hires and young talent, and robust partnerships for scaling.Engaging in meaningful customer interactions and ensuring all team members, including non-sales roles, are well-prepared to contribute to the sales process.Early lead generation often relies on effective use of platforms like LinkedIn Navigator, content marketing, and leveraging partner ecosystems.QUOTES"You can have the best technology in the world, but if you don't have revenue coming in, it just doesn't matter."“Product market fit is critical. If the value proposition isn't clear and easily understood, scaling becomes very difficult.”"In early-stage companies, eliminating the nonsense and having an all-hands-on-deck mentality is crucial.""I don't spend time on titles or hierarchies; whatever it takes to get a deal done, everyone must be willing to do it.""Achieving minimal viable product (MVP) quickly is crucial; perfecting a product can take too long and consume too many resources.""First engagements must be strategic and built to be long-lasting; the expense of acquiring early customers must be justified by long-term value.""Finding the right partners for a mutual go-to-market strategy is essential for early-stage companies to scale effectively and economically."Find out more about Richard Hegberg through the link/s below:https://www.linkedin.com/in/richard-hegberg-ba627a63/This episode is sponsored by Sandler. Sandler is a world leader in innovative sales, leadership, and management training. For more than 50 years, Sandler has taught its distinctive, non-traditional selling system and highly effective sales training methodology, which has helped salespeople and sales managers take charge of the process.
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Jan 23, 2025 • 38min

E193 - Hard Work Pays Off: Lessons on Building GTM at a New Product Launch

In this episode of Tech Sales Insights, Randy Seidl is joined by Dave Greenberger, VP and Head of North America at CHEQ, to discuss the intricacies of building effective go-to-market strategies for new product launches. Sponsored by Titan X, the episode delves into outbound sales effectiveness, customer engagement, and the role of culture in sales execution. Dave shares insights on leveraging sales ops, identifying product-market fit, and the importance of continuous learning and adaptation in sales. The episode also highlights tools like Gong and ZoomInfo that are instrumental in their sales processes. Together, Randy and Dave provide valuable lessons from Dave's extensive experience in tech sales and startup environmentsKEY TAKEAWAYSImportance of Hard Work and Culture: Emphasis on a culture of constant learning, adaptation, and hard work for successful product launches and enterprise sales.Sales Ops and Technology: Vital role of sales operations and leveraging technologies like Gong and ZoomInfo for better sales performance and forecasting.Channel Partnerships: Strong partnerships and utilizing channels are crucial, especially when selling to large enterprises.Customer Focus: Ensuring customer satisfaction and iterating based on feedback is essential for achieving product-market fit.Complacency in Sales: The importance of avoiding complacency and continuously striving for improvement and additional insights within sales processes.Coaching and Training: Leveraging tools like Gong for coaching and training is pivotal, using structured programs and methodologies.Mentorship: Value of having mentors and learning from experienced professionals in the field.Goal Setting: Implementing structured goal-setting frameworks for personal and professional growth can drive sustained success.QUOTES"The thing that separates the good from the great is just continuing to go that little extra mile.""You need a whole machine and sales ops and a set of analysts that are throwing data in your face, testing every intuition you have.""When you can go at the high range and people still spark their interest, that's when you know you start to got something."Find out more about Dave Greenberger through the link/s below:https://www.linkedin.com/in/davidgreenberger/This episode is sponsored by Sandler. Sandler is a world leader in innovative sales, leadership, and management training. For more than 50 years, Sandler has taught its distinctive, non-traditional selling system and highly effective sales training methodology, which has helped salespeople and sales managers take charge of the process.
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Jan 2, 2025 • 47min

E192 - Driving a Commit Culture featuring Steve Hershkowitz

In this episode of Tech Sales Insights, Randy Seidl is joined by Steve Hershkowitz, the CRO of Rimini Street, to discuss the importance of building a committed culture in sales teams. Sponsored by Sandler, this conversation delves into the crucial role of sales training, the value of face-to-face meetings, and the challenges of leading a sales-driven transformation in a service-oriented company. Steve shares insights into his extensive industry experience, the significance of genuine relationships, and his goals for net new logo acquisitions. The episode also highlights tools like Clary and Zoom Info, alongside strategies such as Challenger Selling and the importance of continuous learning and training. Peppered with personal anecdotes and professional wisdom, this episode offers valuable lessons for sales leaders aiming to drive growth and accountability in their teams.KEY TAKEAWAYSCommit Culture: Emphasis on a commitment-driven sales culture where performance and accountability are prioritized.Sales Strategy: The importance of research, relationship-building, and face-to-face interactions in large-scale sales.Training & Development: Role of tailored sales training and development programs in equipping the sales team with essential skills.Tools & Technology: Utilization of advanced sales tools like Clary and ZoomInfo for data-driven insights and effective lead generation.Executive Support: Strong leadership support and cohesive executive team collaboration are crucial for achieving growth targets.Hiring Philosophy: Focus on hiring experienced individuals with a strong network and a proven track record in sales.QUOTES"Hope is not a strategy.""My goal is to make the AI tool inaccurate to the good.""If you don't enable your people, you can't hold them accountable to be successful.""We have to suit up, show up, and present our solution.""It's about profitable revenue growth, not just growth."Find out more about Steve Hershkowitz through the link/s below:https://www.linkedin.com/in/steve-hersh/This episode is sponsored by Sandler. Sandler is a world leader in innovative sales, leadership, and management training. For more than 50 years, Sandler has taught its distinctive, non-traditional selling system and highly effective sales training methodology, which has helped salespeople and sales managers take charge of the process.
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Dec 20, 2024 • 45min

E191 - 5 in ’25 Leadership Wisdom featuring David Nour, Avnir

In this episode of Tech Sales Insights, Randy Seidl is joined by David Nour, the founder and CEO of Avnir, and a 22-year founding partner of the Nour Group. David shares his expertise on leadership with five valuable tips for continued growth in the new year: 1) Executives in transition should ensure they truly belong; 2) In corporate dynamics, be a statesman; 3) Prioritize MEI (Merit, Excellence, and Intelligence) over mediocrity; 4) Revisit assumptions and zero-base everything; and 5) Leverage AI but humanize the last mile. David also discusses the development of Avnir, an AI platform to identify hidden relationship value, his journey in writing 12 books, and the importance of building meaningful relationships for long-term success.KEY TAKEAWAYSExecutive Due Diligence: Emphasize the importance of thorough due diligence and cultural fit when considering new roles.Statesmanship in Leadership: Advocate for a 'we’ mindset over 'me,' encouraging inclusive and discerning communication.Merit-Based Hiring: Prioritize merit, excellence, and intelligence (MEI) over mediocrity to build a successful team.Zero-Based Thinking: Regularly revisit and recalibrate goals, assumptions, and strategies to ensure efficacy and innovation.AI and Human Touch: Leverage AI for heavy tasks but retain human elements for meaningful relationship-building and decision-making.QUOTESOn Leadership: “Just because you fit doesn't mean you belong.”On Corporate Culture: “The grass is never greener on the other side; it's greener where it's fed, nurtured, and taken care of.”On Relationships: “Relationships are never between buildings and logos; they are always between individuals.”On Talent Acquisition: “You can't get to the promised land with mediocre talent; double down on merit, excellence, and intelligence.”On AI Integration: “AI-enable the heavy lifts, humanize the last mile.”Find out more about David Nour through the link/s below:https://www.linkedin.com/in/davidnour/This episode is sponsored by ZoomInfo, the GTM Platform sponsor of the Sales Community. ZoomInfo is the go-to-market platform that helps businesses find, acquire and grow their customers. Businesses use ZoomInfo data and platform to increase efficiency, align sales and marketing teams, and consolidate technology stacks.
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Dec 13, 2024 • 57min

E190 - Go-To-Market Practices from the CEO featuring Dave Donatelli, Riverbed

In this episode of Tech Sales Insights, Randy Seidl is joined by Dave Donatelli, CEO of Riverbed. They discuss go-to-market best practices from a CEO's perspective and delve into Dave's extensive career across various technology companies, including EMC, HP, and Oracle. Sponsored by ZoomInfo, the episode also touches upon sales strategies, leadership, and the importance of building strong relationships and delivering consistent value. Additionally, personal anecdotes and career advice underscore the importance of perseverance, focus, and ethical leadership in the tech sales industry.KEY TAKEAWAYSImportance of Relentless Customer Focus: Dave emphasized the critical need for maintaining strong customer relationships and how showing up consistently can make a significant difference.Value of Simplifying Sales Processes: Having straightforward and achievable comp plans can drive better sales performance.Impact of Organizational Changes: Dave's experience shows the importance of focusing on fewer accounts for deeper engagement and better results. Consistency and pushing through initial resistance are crucial.Leveraging Analytics: The role of sales ops and tools like Clary to provide actionable insights and guide decision-making was stressed.Career Growth Tips: Delivering consistent results in your current role is the gateway to more significant opportunities. Self-assessment and honesty about one's performance are key.Power of Long-term Relationships: Building and maintaining relationships over the years is invaluable both personally and professionally.QUOTES"Do an incredibly good job at the job you have. That gives you the right to the next job.""If you execute well all the time, then you free up all these selling hours because one of the customers is happy with what you've done, which gives you the right to then sell them the next thing.""Focus always wins in the end.""Your best performing reps, the really smart ones, figure it out early and they go do it. And everybody else literally, it takes at least six months, half a year is a long time, sometimes nine months."Find out more about Dave Donatelli through the link/s below:https://www.linkedin.com/in/david-donatelli-29854825b/This episode is sponsored by ZoomInfo, the GTM Platform sponsor of the Sales Community. ZoomInfo is the go-to-market platform that helps businesses find, acquire and grow their customers. Businesses use ZoomInfo data and platform to increase efficiency, align sales and marketing teams, and consolidate technology stacks.
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Nov 29, 2024 • 44min

E189 - Enterprise Selling to CIO's & CTO's featuring Motti Finkelstein, Intel

In this episode of Tech Sales Insights, Randy Seidl is joined by Motti Finkelstein, Corporate Vice President and Chief Information Officer at Intel. Motti shares his career journey, starting from his early days in the Israeli Air Force computer unit to his current role at Intel. The discussion covers a range of topics, including the importance of understanding customer challenges in sales, leveraging AI at Intel, and the value of long-term business relationships. Motti also emphasizes the need for IT to align closely with business objectives and shares insights on effective sales strategies, including value selling and relationship building.KEY TAKEAWAYSIndustry Relationships: Long-term professional relationships are invaluable for navigating corporate roles and leveraging collective insights.AI Integration at Intel: The primary focus areas for AI at Intel include manufacturing, pre-silicon design, silicon testing, and software development.Importance of Client Understanding: Effective sales strategies hinge on understanding clients' specific business challenges and tailoring approaches accordingly.Leadership Lessons: Emphasizing focus, execution, and discipline can drive success in demanding environments.Value of Mentorship: Learning from industry leaders can shape one's career significantly by providing insights and fostering growth.Customer Priorities: Understanding the diverse needs and constraints of business units is crucial for delivering tailored value and solutions.QUOTES"The best experiences I've had are with salespeople who understand the challenges of their customers.”"Understand the business if you don't study it; learn it.""At the end of the day, Pat is the CEO. He has to decide the right approach, the right time for the right thing.""Intel's business model involves designing, manufacturing, and selling, offering a competitive advantage by controlling more of the supply chain."Find out more about Motti Finkelstein through the link/s below:https://www.linkedin.com/in/mottifinkelstein/This episode is sponsored by ZoomInfo, the GTM Platform sponsor of the Sales Community. ZoomInfo is the go-to-market platform that helps businesses find, acquire and grow their customers. Businesses use ZoomInfo data and platform to increase efficiency, align sales and marketing teams, and consolidate technology stacks.

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