The State of Presales in 2025 with Matthew James
Presales Podcast by Presales Collective
Release Date: 01/13/2025
Presales Podcast by Presales Collective
In this episode, Jack Cochran sits down with Darlene Volas, a senior solutions engineering executive, to explore what it truly means to be an AI-enabled SE in 2025 and beyond. The conversation moves well past basic ChatGPT usage to examine sophisticated operational workflows, custom automation tools, and practical implementation strategies that enhance both efficiency and quality of work. This episode was recorded during Presales Collective’s 2026 AI-Powered Presales Summit on March 19th, 2026. Pro and Pro+ members can view all of the recorded sessions on-demand in the PSC...
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In this episode, Jack Cochran welcomes back Manisha Raisinghani, Founder and CEO of SiftHub, exactly one year after her first appearance on the show. Together they explore the dramatic shift in how AI is being used by solutions engineers. Manisha shares what it means for SEs to become Forward Deployed Engineers, how vibe coding is changing live customer interactions, and what enterprise leaders are getting wrong about AI adoption. She also offers concrete first steps for SEs and SE leaders who feel like they're behind. Thank you to SiftHub for sponsoring this episode! Visit to learn...
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In this episode, Jack Cochran and Matthew James continue their conversation with Micah Joel, diving deep into the metrics that matter when building and justifying a demo engineering team. Micah shares practical approaches to measuring the value of demo engineering, from simple time-saving calculations to sophisticated surveys that capture SE satisfaction and retention indicators. The conversation explores how to frame these metrics in terms that senior management cares about, moving beyond technical accomplishments to demonstrate real business impact. Micah emphasizes the importance of...
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In this episode, Jack Cochran and Matthew James sit down with Micah Joel, GTM leader and demo engineering pioneer, to explore what it means to build a dedicated demo engineering function from scratch. Micah shares his journey from theater kid to SE to leading Salesforce's legendary Q Branch, and unpacks why demo engineering might be the most underutilized lever in presales today. They cover the difference between deal-focused and infrastructure-focused demo engineers, how to structure the team, why blended teams fail, and how a mature demo engineering org can swim upstream into product...
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The Future of AI in Presales: Beyond Demo Automation In this episode, Jack Cochran is joined by Nalin Senthamil, Founder and CEO of Storylane, to discuss the evolution of AI in presales beyond simple demo automation. They explore the hidden costs of demos, how the buyer themselves are becoming AI-powered, and the emergence of AI tools for sellers, much like Storylane has developed with RepEx Thank you to Storylane for sponsoring this episode! Visit to learn more. Follow Us Connect with Jack Cochran: Connect with Nalin Senthamil: Links and Resources Mentioned Join Presales...
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In this episode recorded at the Presales Collective Leadership Next Summit in November of 2025, Jack Cochran sits down with Gretchen Fitzgibbons, Senior Manager of Strategic Solutions Consulting at Airtable, to discuss what it means to be a courageous leader in presales. They explore how to make difficult decisions under pressure, navigate organizational politics with integrity, and build the support systems that enable consistent leadership. Gretchen shares powerful stories from her two decades of experience advising Fortune 500 customers and leading presales teams, including standing up for...
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In this episode, Jack Cochran is joined by Jon Billett, Founder and CEO of StoryQuadrant, to discuss why storytelling in presales needs to be treated as an industrial skill rather than a soft skill. They explore Jon's framework for the four types of stories every SE should master, the danger of "Mad Libs" style customer stories, and why the most important story is the one told after you leave the room. Jon shares insights from his 15 years in presales and his unique background as a member of the Magic Circle, revealing how structure, rather than content, creates memorable presentations that...
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In this episode, Jack Cochran and Matthew James are joined by Nikhil Sarma, Founder of GTM Solutions Consulting, to explore why customer indecision has become one of the biggest challenges in enterprise sales. They discuss the factors driving buyer hesitation, how to diagnose value clarity vs. organizational issues, and practical strategies for helping customers build the confidence to move forward. Nikhil shares frameworks for understanding stakeholder dynamics, the importance of financial fluency for SEs, and why de-risking the implementation is often more important than the technology...
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The State of Presales and Demo Technologies, and What's Coming in 2026 In this episode, Jack Cochran and Matthew James are joined by Justin McDonald, Co-founder and CEO of Saleo, to discuss how demo automation technology is transforming the presales landscape. They explore the evolution of presales over the past 20 years, the hidden costs of demo preparation (the "demo tax"), and how AI is revolutionizing how solutions engineers create and personalize demonstrations. Justin shares insights on building relational capital, the importance of in-person meetings, and why the future of presales lies...
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In this episode, Jack Cochran and Matthew James are joined by Hannah Bloking, and Allison Macalik, co-founders of 4Under3. They discuss the universal challenge of imposter syndrome in the pre-sales profession, exploring how it manifests, why it affects nearly everyone, and practical strategies to address it. Hannah and Allison share insights from their workshops, including powerful techniques like the "lighthouse speaker" mindset and the importance of naming your imposter to take control of those negative thoughts. Thank you to Storylane for sponsoring this episode. Follow the Hosts and Guests...
info_outlineIn today’s episode, Jack Cochran (General Manager, PreSales Collective) and new co-host Matthew James discuss the evolution of PreSales Collective and key industry trends for 2025. They announce the expansion of local PSC chapters, tease upcoming leadership conferences, and explore controversial topics like AI in pre-sales and team structure debates. The episode offers insights into career development opportunities beyond traditional paths and emphasizes the importance of community involvement in shaping the future of pre-sales.
To join the show live, follow the PreSales Collective’s LinkedIn page or join the PSC Slack community for updates. The show is bi-weekly on Tuesdays, 8AM PT/11AM ET/4PM GMT.
Follow the Hosts
- Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/
- Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/
Links and Resources Mentioned
- Follow the PreSales Collective's LinkedIn Page: https://www.linkedin.com/company/presalescollective
- Join PreSales Collective Slack: https://www.presalescollective.com/slack
- PreSales Collective newsletter: https://www.presalescollective.com/newsletter
- Simon Sinek's "A Bit of Optimism" podcast episode with Trevor Noah: https://simonsinek.com/podcast/episodes/trevor-noah-makes-my-brain-hurt/
- Jack's YouTube video on microphone quality: https://youtu.be/B6nl64Sv7pw?si=wtOud1fS27ryqavI
Timestamps
00:00 - Welcome
01:26 - PSC Unlimited
02:34 - Show Kickoff
05:20 - Regional Community Leader Launch
12:24 - In-Person Leadership Conference Teaser
16:12 - Changes to PreSales LIVE & PreSales Podcast
18:02 - What Have You Been Listening To?
22:03 - Topics for 2025
28:16 - How to Get Involved in the PSC
Key Topics Covered
1. PreSales Collective Updates
- Launch of PreSales Live show
- New regional community leader program
- Upcoming leadership conferences (announcement pending)
- Slack community surpasses 16,000 members
2. Industry Trends for 2025
- Presales influence within organizations
- Career paths and organizational changes
- Moving beyond demo-centric roles
- AI and automation in presales
- Team structure debates (pre/postsales integration)
3. Getting Involved
- Regional Community Leader opportunities
- Content creation and speaking opportunities
- Local chapter participation
- Blog writing and podcast guest appearances