Warren Kucker

Selling AI

Business EN ↓ 25 episodes

Sellers learning from sellers how to navigate the new world of selling AI, with AI.

Author

Warren Kucker

Category

Business

Podcast website

gettopiq.ai

Latest episode

Jul 8, 2026

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Episodes

The Messaging Mistake Everyone Makes on LinkedIn (And How to Fix It in Two Sentences) 08.07.2026

The conversation delves into the evolution of outbound sales, the challenges of telemarketing and cold calling, common mistakes in LinkedIn outreach, effective messaging strategies, optimizing responses and follow-ups, and leveraging AI in sales outreach. The discussion highlights the transition from telemarketing to LinkedIn automation, the impact of COVID-19 on business models, and the rise of L...

Go for No: The Counterintuitive Path to More Yeses 01.07.2026

In this episode of Selling AI, Andrea Waltz discusses the importance of handling rejection in sales and the methodology of 'Go for No.' She shares the origin story of the 'Go for No' strategy and its impact on sales. The conversation also delves into the key premises of the book and the strategies for disqualification in sales. Additionally, the discussion explores the mindset shift from wants to...

AI Just Accelerates Your Inconsistency 17.06.2026

The conversation with Marvin Martinez delves into the changing landscape of prospecting and sales processes with the integration of AI and automation. Marvin's insights shed light on the importance of authenticity in automated messaging, the tactical implementation of AI in sales, and the future of AI and automation in the sales industry. Additionally, the discussion explores the operator's lens,...

80% of the Deal Is Over Before the Buyer Talks to Sales 03.06.2026

In this episode, Warren Kucker and Braydan Young discuss the evolution of reference selling, the changing B2B buyer journey, and the role of AI in the sales process. Braden shares his journey as an entrepreneur and the founding of Slash Experts, a platform that revolutionizes the reference selling process. They explore the impact of references on the buyer's journey and the sales process, as well...

AI Can Finally Kill CRM Data Entry. That Might Be the Problem. 27.05.2026

Eddie Reynolds, CEO of Union Square Consulting, shares insights on rev ops, CRM data entry, and leveraging AI in GoToMarket strategy. He discusses the impact of sales behavior, CRM implementation, and the role of AI in sales processes. The conversation delves into the challenges of deal qualification, stakeholder engagement, and the need for strategic sales approaches. The conversation covers the...

Selling Into Domains Where You're Not the Expert, Yet 20.05.2026

Cash Monestine, an Enterprise Account Executive at AcuityMD, shares insights on selling complex data and AI software in the medtech industry. He discusses building credibility, leveraging AI in the sales process, and the evolving role of sales in specialized domains. Takeaways Specialized domain expertise is crucial for building credibility with buyers in the medtech industry. AI simplifies access...

AI Made Human Connection More Valuable, Not Less 13.05.2026

Zach Jones, co-founder and CEO of Waffle, discusses the unique approach of making AI the operator, not the assistant. He shares insights on building a sales approach, selling AI to non-technical businesses, and the line between automating business and staying close to customers. The conversation covers the challenges and opportunities in the tech space, the impact of personalized software solution...

"We Had No Structure to Fully Structured" — Building Sales Process in Real Time 06.05.2026

Jim Robertiello, Director of B2B Sales at Poppin, shares his journey in sales and the evolution of Poppin from a startup to a nationally recognized brand. The conversation covers the early days of Poppin, the sales process, the pivot to office furniture, and the impact of COVID on the workplace and sales approach. The conversation covers topics related to sales, market expansion, and the impact of...

"We've Had All This Data for 40 Years. The Actual Outcomes Have Not Changed." 29.04.2026

Jack Siney, co-founder and CRO at Front Race, discusses the challenges of implementing AI in sales, emphasizing the importance of the human element and the need for a middle layer in the sales process. He highlights the metric engine as a key lever for leveraging AI in the sales process and addresses the small sample size problem through behavior analysis. The conversation delves into the impact o...

What Got You Here Won't Get You There — From Founder-Led Sales to Scale 22.04.2026

The conversation delves into the intersection of sales and AI, the early stage of sales, the transition to a fractional VP of sales, founder-led sales, building a sales team, and the characteristics of a great salesperson. The discussion also explores the importance of financial acumen and the involvement of founders in the sales process. The conversation delves into the characteristics and habits...

"95% of Buying Decisions Are Emotional" — Why Your Sales Team Is Still Selling Logic 15.04.2026

The conversation delves into the importance of sales coaching, the impact of motivation and values on sales performance, the challenges of promoting salespeople to management roles, and the shift from being an expert to becoming a trusted advisor. It also explores the role of emotional decision-making in sales, the use of NLP in sales, and the fundamental meaning of sales as being of service to pe...

Great Marketing Should Reduce Your Sales Calls 01.04.2026

The impact of AI on demand generation is explored in this conversation, with a focus on modern demand-gen philosophy, buyer research, and the shift from lead volume to pipeline velocity. The conversation also delves into the role of AI in content production, personalized follow-up, and the alignment of marketing and sales for revenue optimization. Takeaways AI's role in demand generation Shift fro...

A Champion Isn't a Person — It's a Behavior That Shows Up When There's Good Friction 26.03.2026

In this episode, David Weiss challenges traditional sales methodologies and introduces the concept of deal management as a separate methodology. He redefines the role of a champion as a behavior rather than a person and discusses the process of identifying and developing champions. The conversation also explores the importance of understanding behavioral shifts throughout the sales cycle and the d...

Buyer First Is a Behavior, Not a Statement — Carol Mahoney on What Most Companies Get Wrong 18.03.2026

The conversation delves into the buyer-first approach in sales, the role of AI coaching for sales teams, and the significance of mindset in sales success. Carole Mahoney shares insights on the importance of understanding the buyer's perspective, the development of AI coaching platforms for sales, and the impact of mindset on sales performance. Takeaways Buyer-first approach AI coaching for sales R...

"AI Will Happily Solve the Wrong Problem Very Efficiently" 11.03.2026

The conversation delves into the power of storytelling in sales, emphasizing the importance of context, emotional response, and soft skills in the AI marketplace. It also explores the role of soft skills in business development and the relationship between process and context in sales. The conversation delves into the importance of context in AI processes, the transition from sales to project mana...

"No Decision" Is Not a Close-Loss Reason — Why Your CRM Data Is Lying to You 04.03.2026

The conversation delves into the evolution of RevOps, the underutilization of conversational intelligence in RevOps, and the access to conversations in sales and marketing. It explores the shift from traditional CRM data tooling to driving real buyer signals, the importance of targeted outreach, and the potential of conversational intelligence to replace the need for CRM data filling. The conversa...

The Standardization Problem That Shipping Said Was Impossible Got Solved in Two Years 25.02.2026

The conversation delves into the challenges and opportunities of selling AI technology in the maritime industry. It explores the evolution of sales roles, the impact of AI on the industry, and the future of AI adoption in sales processes. Takeaways AI adoption in the maritime industry Evolution of sales roles and functions Chapters 00:00 Introduction to Selling AI in Maritime 07:15 Balancing Indus...

"If Your Dashboard Isn't Changing Behavior, What's the Point?" 18.02.2026

The conversation delves into the world of RevOps and Chantelle's experience, focusing on the challenges of scaling revenue without scaling headcount. It explores the role of dashboards, the evaluation of systems and tools at Asana, and the challenges of quota and revenue attainment in sales. The conversation delves into the challenges faced by RevOps teams in driving efficiency and productivity in...

"We Are the Picks and Axes" — Selling the Infrastructure That Makes AI Actually Work 11.02.2026

The conversation delves into the evolution of enterprise sales, the journey within Alteryx, the impact of AI on sales objections, challenges in selling AI, and the use of AI tools in sales leadership. It explores the changing landscape of enterprise sales, the role of AI in reshaping sales processes, and the challenges faced in selling AI solutions. Additionally, it highlights the use of AI tools...

The Tools Changed, The Job Didn't: An Enterprise AE's Take on AI in Sales 04.02.2026

The conversation delves into the evolution of enterprise sales, the impact of AI on sales techniques, and the role of AI in the maritime industry. It explores the changing buyer behavior and the future of AI in sales, highlighting the role of sales reps as conductors in solving complex problems and driving revenue. Takeaways Sales Reps as Conductors The Evolution of Enterprise Sales The Impact of...

How Enterprise Views Buying AI Products 28.01.2026

The conversation delves into the challenges of managing multiple stakeholders in enterprise sales, with a focus on the transition from a restaurant franchise to a sales career. It explores the lessons learned from the restaurant business and ad sales, comparing ad tech sales with SaaS sales. The discussion also covers the sales process and challenges in selling True Rating, including the ROI pitch...

Building a Custom GPT for Every Rep on Your Team 21.01.2026

The conversation delves into the innovative use of AI in sales coaching, highlighting the challenges, benefits, and tactical approaches. It explores the impact of AI on sales coaching and the potential pitfalls to avoid. The role of AI in exposing coaching practices is also discussed, providing valuable insights for sales leaders and professionals. Takeaways Sales coaching with AI Differentiating...

"I Just Want to Play More Golf" — Why ROI Isn't Always the Right AI Pitch 14.01.2026

The conversation delves into the challenges and opportunities of selling AI in the legal industry, focusing on the evolution of time recording and email management in legal tech, the use of AI to solve time recording challenges, the sales process evolution and AI integration, skepticism and receptiveness to generative AI technology in the legal industry, privacy concerns and data access in AI time...

Sales Enablement from Meeting Rooms to CustomGPTs 08.01.2026

The conversation delves into the evolution of sales enablement, the impact of AI on training processes, the use of AI for personalized onboarding, the synergy between sales enablement and rev ops, and the future of sales roles with AI. It highlights the shift towards revenue enablement, the transformation of enablement processes, the role of GPT in customized onboarding, the changing landscape of...

The Kickoff 04.01.2026

The Selling AI Podcast focuses on generating revenue with AI tools and simplifying decisions for buyers, as well as adapting sales strategies to navigate the AI shift in real time.

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