H2H Sales Automation Podcast

In Episode 25 of the H2H Sales Automation Podcast, I sit down with Sarah McDevitt from HubSpot to explore a thought-provoking question: What if your best sales tool isn’t AI? As we navigate the evolving landscape of sales, Sarah emphasizes the importance of maintaining a human touch amidst the rise of automation. We discuss empathetic structuring, relational intelligence, and how to balance AI with genuine human connections. Sarah shares insights on pipeline planning and the significance of creating space for meaningful interactions. We also delve into the concept of loop marketing and how it redefines sales strategies. Tune in to discover why the future of sales might rely more on human uniqueness than ever before and how leaders can pivot to embrace this change. Connect with Sarah: https://www.linkedin.com/in/mcdevittsarah/ Connect with Bart: https://www.linkedin.com/in/bart-kowalczyk/ Book Interview: https://www.automatenow.uk/podcast

In this episode, Bart welcomes Ethan Coppit, Group Product Manager for HubSpot CPQ, to unpack how HubSpot is modernizing quoting for SaaS and services teams. You’ll hear how Closing Agent answers buyer questions on the quote, why Copilot makes mobile quoting practical, and what’s next: price books, smarter approvals, buyer self-serve changes, and deeper CRM integration. If your deals stall on micro-questions or approvals, this one’s for you. Connect with Bart Kowalczyk: https://www.linkedin.com/in/bart-kowalczyk/ to explore your CPQ roadmap and with Ethan Kopit: https://www.linkedin.com/in/ethan-kopit/

In this episode of the H2H Sales Automation Podcast, we sit down with Anastasiia Kovtunenko, Principal Account Executive at HubSpot, to explore a transformative approach to sales: "Stop Selling, Start Disqualifying." Recorded live from Inbound in San Francisco, Anastasiia shares her journey from Ukraine to leading sales teams in EMEA and how embracing a human-to-human (H2H) philosophy is reshaping the sales landscape. We discuss the significance of AI in optimizing sales processes, the importance of understanding customer needs, and the shift from transactional selling to relationship building. Tune in to discover actionable insights on leveraging technology while maintaining a personal touch in your sales strategy, all aimed at creating meaningful connections and driving sustainable growth.

In this episode of H2H Sales Automation, Bart Kowalczyk sits down with Kyle Jepson, HubSpot’s Principal Evangelist, fresh from INBOUND 2025. Kyle shares why traditional inbound marketing isn’t enough in the AI-driven world, and why authority and trust are now the key currencies in sales and marketing. He explains how prospects learn differently today—often skipping websites entirely and relying on AI tools for answers—and what businesses must do to stay relevant. From diversifying your content channels to using AI the right way, Kyle provides practical advice for sales and marketing leaders who want to stay ahead. He also talks about HubSpot Academy’s brand new course, Building an AI-Led Organization, designed to help companies decide what to automate and what to keep deeply human. Whether you’re a sales leader tired of the old cold-calling grind or a marketer looking to stand out in a world full of AI-generated noise, Kyle’s insights will inspire you to rethink your approach and double down on the one thing machines can’t replicate: your human story. Connect with Kyle: https://www.linkedin.com/in/kyleanthonyjepson/ Connect with Bart: https://www.linkedin.com/in/bart-kowalczyk/ Building an AI-Leading Organization Course: https://academy.hubspot.com/courses/building-an-ai-leading-organization

In this episode of the H2H Sales Automation Podcast, join me, Bart, as I dive into the world of international sales with Alan Graham, Partnership Director APAC at ASG. We explore the nuances of mastering sales lead generation for global markets, emphasizing the importance of a human-to-human approach. Alan shares his extensive experience in the automotive industry and offers insights into crafting effective go-to-market strategies. We discuss the significance of understanding cultural differences, adapting communication styles, and leveraging AI for market research and lead generation. Discover how to navigate the complexities of international sales and the critical role of personal engagement in closing deals. Whether you're a seasoned sales leader or new to the field, this episode is packed with valuable advice to enhance your international sales strategy. Connect with Alan: https://www.linkedin.com/in/agrahamuk/

In this episode of the H2H Sales Automation Podcast, I sit down with Adrian Chiriac, Sales Team Lead and Principal Account Executive at HubSpot, to explore whether sales is the hardest job in tech today. Adrian shares his journey from running a wine shop to leading sales in a tech giant, highlighting the evolving challenges of the sales landscape. We discuss the transformative role of AI in sales, its potential to enhance efficiency, and the importance of maintaining a human touch. Adrian offers insights into handling rejection, building relationships, and leveraging tools like joint evaluation plans to manage complex deals. Tune in to discover how to balance AI and human interaction in sales and why adaptability and authenticity are key.

In this episode of the H2H Sales Automation Podcast, I talk about future of HubSpot in 2025. As the owner of AutomateNow, I explore the evolving landscape of sales and marketing automation with a human touch. Discover how AI is set to revolutionize sales and customer service data management, enhancing segmentation and engagement. I discuss the potential of AI in creating high-converting landing pages and the growing importance of content strategy. Additionally, I highlight the significance of account-based marketing and the anticipated expansion of HubSpot's commerce hub. Join me as I navigate these exciting developments and share insights on leveraging HubSpot's advancements for your business growth in 2025.

Join me on the H2H Sales Automation Podcast for Episode 18, "Inbound 2024 Highlights," as I dive into the latest insights from the Inbound 2024 conference in Boston. Alongside Anna, we explore the human-centric approach to sales and marketing automation. Discover how HubSpot's new features, like Breeze, integrate AI to enhance marketing and sales without replacing the human touch. We discuss the importance of adapting to AI, leveraging first-party data, and the evolving landscape of SEO, now seen as "Search Everywhere Optimization." Tune in for key takeaways from industry leaders and learn how embracing change can unlock new opportunities for growth. Don't miss this engaging discussion on navigating the future of business in a tech-driven world.

In this episode of the H2H Sales Automation podcast, Bart interviews Russell de Dalgleish serial entrepreneur and global community builder from Scotland. The focus of their conversation is on building successful international sales teams and effectively expanding businesses into new markets.

In this episode of the H2H Sales Automation Podcast, Bart interviews Roy Johnson, a Sandler Training Franchisee of the Year. The conversation revolves around the topic of how buyers lie and still manage to make decisions in the sales process. They discuss the human-centric approach to sales, focusing on building relationships, seeking the truth, and understanding the buyer's pain points.

In this episode of the H2H Sales Automation Podcast, Bart sits down with Peter Malick, founder and CEO of Inbound AV, to discuss the evolving landscape of growth opportunities in the US market. The conversation covers a wide range of topics, from the role of AI in shaping the future of businesses to the significance of adopting a human-centered approach in sales strategies.

In a recent interview hosted by Bart, the founder of AutomateNow, and conducted by Philip Oakley from Outserve, the conversation delved into the dynamic realm of data and how it can shape sales and marketing strategies to foster more authentic human connections with customers. This blog post distills the key insights from their insightful conversation.

In this conversation, Bart interviews Sam Easton, a project manager at AutomateNow, about mastering sales and other business processes in HubSpot. They discuss the definition of a business process, the importance of digitizing processes, the types of processes HubSpot can hold, and the tools HubSpot offers to manage these processes. They also explore the benefits of automation and the role of the human touch in business processes.

In episode 14 of the H2H Sales Automation Podcast, I dive into the world of startups with Eoin McGuinness from the HubSpot Startup Program. We explore the transformative power of human-to-human (H2H) sales in the startup ecosystem, emphasizing the importance of personal connections over mass outreach. Eoin shares insights on the pitfalls of scaling too quickly and highlights the need for startups to focus on solving pain points rather than just selling products. We also discuss the role of AI in optimizing business processes and the benefits of HubSpot's startup program, which offers significant discounts to emerging businesses. Join us as we uncover strategies for sustainable growth and the importance of simplicity in sales and marketing.

Join me, Bart, on Episode 12 of the H2H Sales Automation Podcast as I sit down with Eloise Leeson-Smith, a renowned linguist and communication expert. In this episode, we dive into the essence of creating content that truly converts. Eloise shares her insights on the importance of human-to-human connections in sales and marketing, emphasizing the need to prioritize customer-centric content. We discuss the pitfalls of making assumptions and the value of thorough research. Eloise also offers her take on leveraging AI as a tool to enhance, not replace, the creative process. Tune in for actionable tips and strategies to make your content resonate and drive results.

In Episode 6 of the H2H Sales Automation Podcast, I dive into the essentials of getting your H2H sales content right. Join me, Bart, as I chat with Leslie Douglas, VP for Membership and Go-to-Market Strategy at Sell Better by J.P. Sales. Leslie shares her accidental journey into sales and emphasizes the importance of confidence and personalization in sales content. We discuss how to transition from a one-to-many marketing approach to a one-to-one sales strategy, the significance of relationship-building, and practical tips for personalizing follow-up emails. Tune in to learn how to create impactful sales content that resonates on a human level.

In Episode 5 of the H2H Sales Automation Podcast, I sit down with David Chevalier, CEO of Surfe, to explore the importance of maintaining the human connection in sales automation. David shares his unique journey from banking to entrepreneurship and how his productivity software, Surfe, helps sales teams work smarter. We delve into the challenges of modern sales, the importance of personalized outreach, and how Surfe integrates with tools like LinkedIn and CRM systems to streamline data entry and enhance productivity. Discover how Surfe can save time, increase pipeline efficiency, and ensure that automation never replaces genuine human interaction.

Join me, Bart, on episode four of the H2H Sales Automation Podcast as I sit down with Stephanie Robinson, Managing Director and Business Growth Coach. In this engaging 20-minute interview, Stephanie shares her journey from a recruitment agent in London to a successful entrepreneur and business coach. We discuss the importance of taking holidays, recruiting the right people, and maintaining a positive mindset during challenging times. Stephanie also delves into the concept of "know, like, trust" and how it plays a crucial role in building authentic relationships. Tune in to learn actionable strategies for growing your business the human way.

Join me on Episode 3 of the H2H Sales Automation Podcast as I sit down with Anna Drogon, HubSpot Marketing Coach, to unpack our experiences at Inbound 2022. Discover how the event emphasized the transition from customer management to customer connection, highlighting the importance of personalization in a digitally disconnected world. Anna shares insights on the significance of data-driven, tailored marketing strategies and the evolving role of community in business growth. We also explore key takeaways from HubSpot's latest CRM innovations, including enhanced data quality and payment systems. Tune in to learn how to optimize customer connections and embrace the human-to-human approach in sales and marketing.