Salesforce Trails and Trials

Salesforce Trails and Trials

Helping Salesforce pros start, elevate, and maximize their careers.

Episodes

#46 - Why Friction can help you flourish with Nick Romanos

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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#45 - What is Technical Debt and why should you care?

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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#44 - Guest Episode: Gearset DevOps Diaries w/ Jon Cline

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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#43 - AI Boom or Bubble, Poetry to Platforms, Co-op and Reflective AI, interview with Stephen Klein

June 24, 2025 • 51 mins
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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#42 - People First vs. AI First, Slack Data Changes, Co-op AI Coding w/ Cursor + Cline

June 17, 2025 • 27 mins
Jon and Mike catch up on trends, projects, and perspectives while Erik is on vacation.
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#41 - Agentforce Testing Center, Cursor + Cline, Level-Up Your Role

June 10, 2025 • 57 mins
Mike Mikula joins Erik and Jon to discuss recent projects, learning, and trends.
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#40 - Best Of: How to prepare for your Salesforce interview

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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#39 - AI Snake Oil, Off-Platform Agents, a Google Gem, and harmony from Japan

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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#38 - The Jon Cline Show: AI Hallucinations rising, risks of no playbook, People First prompt engineering.

May 20, 2025 • 44 mins
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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#37 - Construction Management to Cooperative AI: Trailblazer Stories with Akshay Panse and Omar Youssef

May 13, 2025 • 44 mins
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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#36 - Curiosity as curator: A Trailblazer's journey with Janeen Marquardt

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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#35 - The Jon Cline Show: Top 5 Reasons Why Tech Projects Fail

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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#34 - The Jon Cline Show: Klarna reversal, Caller is new on the team, Liberty Enhancing AI, NotebookLM superpowers

April 22, 2025 • 47 mins
This episode is sponsored by The Salesforce Recruiter (https://thesalesforcerecruiter.com/) and the People First AI Playground (http://www.joncline.com/trail).
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#33 - Become Visible and Valuable with a Great Portfolio

April 15, 2025 • 14 mins
Leverage existing tools to expand your comfort zone and become experienced in using AI, CLI, and code co-pilot tools.
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#32 - The Jon Cline Show: AI Transcription and Summary

April 8, 2025 • 50 mins
Learn more about your host and also key ways to leverage AI transcription and summary services without losing your People First Power.
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#31 - From Patterns to Platforms: Talia's UX Journey in the Salesforce World

April 1, 2025 • 54 mins
Salesforce Trails and Trials features Talia's journey into the Salesforce ecosystem, emphasizing User Experience (UX). Starting from a creative background in art and design, she transitioned to Salesforce through experiences like her photo booth business and programs like Supermums and Talent Stacker. Talia highlights the crucial role of user-centered design for all Salesforce professionals. She shares her experience facilitating a...
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#30 - Tales from the Fails: The Birmingham City Council ERP Disaster

March 25, 2025 • 34 mins
Podcast explores Birmingham Council ERP failure due to non-technical issues: poor planning, communication, over-customization, weak leadership. Learn from failures to improve project success.
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#29 - Agent Personas: Cultural Anthropology to the "Ai Team" with Kay Stoner

March 18, 2025 • 60 mins
In this episode of Salesforce Trails & Trials, host Jon Cline welcomes Kay Stoner, a seasoned tech professional, to discuss her unique journey and her innovative approach to artificial intelligence using personas. Kay shares her early aspirations as a writer and her background in cultural anthropology, explaining how her interest in understanding people and cultures unexpectedly paved the way for her career in technology. She recou...
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#28 - Storytelling, Discovery, & Demo Failures with Paul Pearce

March 11, 2025 • 51 mins
Discover the secrets to Salesforce success with Paul Pierce, a 20-year ecosystem veteran! Learn how to transform soft skills into hard cash by mastering storytelling, discovery, and the art of the demo. Paul shares insights on crafting compelling narratives, conducting effective discovery at every client interaction, and delivering impactful software demonstrations. ◦ Key Takeaways: ▪ Storytelling: Use stories about your customer o...
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#27 - Agentforce acceptance, overcoming Imposter Syndrome, Architect Dreamin', and the power of a single word.

March 4, 2025 • 39 mins
This episode covers the Admin Skills Kit, differing definitions of "technical", and imposter syndrome. It provides advice for career growth, clear communication, and sharing knowledge while overcoming self-doubt.
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