Salesforce Trails and Trials
Helping Salesforce pros start, elevate, and maximize their careers.
Episodes
October 28, 2025 • 51 mins
Jon, Erik, and Mike discuss opportunities for Dreamforce and lots of other topics including using AI to create navigable minisites for documentation.
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October 14, 2025 • 55 mins
In this inspiring episode of Salesforce Trails and Trials, host Jon Cline chats with Kevin Hubschmann, entrepreneur and founder of Laugh.Events. Kevin shares his remarkable journey from an aspiring lacrosse player who got cut from his team to becoming an unexpected student body president, which ignited his passion for entrepreneurship and community leadership. He dives into his early career at an event marketing software company (S...
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October 7, 2025 • 40 mins
## Podcast Title
Navigating AI in Sales: Opportunities, Job Impacts, and Future Skills
## Short Summary
In this episode of Salesforce Trails & Trials, host Jon welcomes guest Mike to discuss how AI is transforming the business landscape, emphasizing augmentation over replacement with analogies like McDonald's (efficiency-focused) versus Chick-fil-A (human-centered). Jon shares personal projects, including using AI to build and sec...
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September 23, 2025 • 53 mins
Jon and Matt discuss the power of working a problem and gleaning the insights and character along the way.
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September 9, 2025 • 37 mins
A journey from trainer to coach and user to shepherd the Salesforce ecosystem.
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September 2, 2025 • 25 mins
Jon reviews data from the 2025 World Economic Forum report highlighting the top 10 core skills employers are looking for.
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August 12, 2025 • 55 mins
We congratulate Mike on a big milestone and walk through his interactive resume and chosen demo to learn what others might do on their hiring journey. We also discuss ways to lead through the hype without pressuring others.
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July 29, 2025 • 58 mins
Join Jon, Erik, and Mike as they discuss recent news items around the Swiss public LLM initiative, ways to leverage packaging beyond the AppExchange, and a few key release highlights among other topics in the conversation. Listen in and subscribe here and via LI @ https://linkedin.com/in/joncline. Show notes always at www.salesforcetrailsandtrials.com.
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July 15, 2025 • 53 mins
Jon Cline and Nick Romanos discuss why removing all friction from our physical and digital experiences actually reduces our enjoyment and capacity.
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July 8, 2025 • 15 mins
Jon provides a high level overview of technical debt, the negative impact it has on your Salesforce Org, and some symptoms you can recognize when it is impacting your business.
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July 1, 2025 • 53 mins
Jack McCurdy and Jon Cline discuss solving the people puzzle in DevOps. This episode first appeared on the DevOps Diaries podcast.
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Stephen Klein, a guest on "Salesforce Trails & Trials," shares his 20+ year journey and AI insights. Klein's background includes a fine arts degree in poetry, valuing literature and art for distinguishing humans from AI. His diverse career path encompassed journalism (UMass Daily Collegian editor), early tech at Wang Laboratories, 12 years in advertising (built largest New England agency, European ops), global product/marketing at ...
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June 17, 2025 • 27 mins
Jon and Mike catch up on trends, projects, and perspectives while Erik is on vacation.
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June 10, 2025 • 57 mins
Mike Mikula joins Erik and Jon to discuss recent projects, learning, and trends.
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June 3, 2025 • 50 mins
This was a big topic for many as Jon attended Tahoe Dreamin' and Texas Dreamin' so we are including it here as a reply.
This episode of the "Sales Force Trails and Trials" podcast offers advice on acing a Salesforce job interview by leveraging soft skills. The hosts emphasize the importance of thorough preparation, including researching the company and its goals. They suggest demonstrating tenacity by showcasing problem-solving sk...
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May 27, 2025 • 51 mins
The Erik & Jon show returns with a wide ranging discussion of AI uses and a couple great books.
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This episode of the Jon Cline Show focuses on the human side of technology and building stronger teams in an AI-driven world. Host Jon Cline discusses recent news in the AI world, including potential decreases in AI spending at Amazon and the increasing prevalence of AI hallucinations. As a continuation from a previous episode on why tech projects fail, the show delves into the most common risks and symptoms Jon has observed in ove...
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This episode features the journeys of Akshay Panse and Omar Youssef, who found their way to the Salesforce ecosystem from diverse backgrounds in engineering and consulting. They discuss common bottlenecks and challenges in Salesforce implementations and the discovery process, often rooted in communication and managing varied client needs. To solve these pain points, they created Cloobot, an AI-powered tool designed to streamline im...
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May 6, 2025 • 61 mins
Janeen has navigated significant physical challenges throughout her life, undergoing over 30 surgeries, including multiple joint replacements and plates in her body. Her Taekwondo journey, pursued for achievement and mind-body connection, shows her resilience in pushing through limitations. She emphasizes that not all disabilities are visible and the importance of giving grace to others.
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April 29, 2025 • 51 mins
Jon Cline's show/podcast highlights significant tech project failure rates (45-95%, AI 70-85% in 2019) based on extensive data. Jon Cline argues people fail projects, not AI itself. He identifies top reasons: 1. Poor requirements/goals, 2. Ineffective communication/stakeholder management (citing Foxmeyer drug failure), and 3. Inadequate project management (favoring incremental delivery). Success requires people-first skills. Jon Cl...
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