Work Should Feel Good with Diana Alt
Work Should Feel Good with Diana Alt
Podcast Description
Work Should Feel Good is the no-BS career podcast for people who want more from their work, without selling their soul to get it. Hosted by career strategist and layoff survivor Diana Alt, this show shares real stories, mindset shifts, and practical strategies to help you grow your career on your terms.
You'll hear from recruiters, entrepreneurs, leaders, and everyday professionals in episodes that drop most Wednesdays. Let's make work feel good - together.
Podcast Insights
Content Themes
The podcast covers a range of topics focused on career growth, work-life balance, and empowerment, with episodes featuring entrepreneurs and professionals sharing their journeys, like Liz Wilcox discussing unconventional business building and Mark Foster exploring the power of hope in challenging work environments.

Work Should Feel Good is the no-BS career podcast for people who want more from their work, without selling their soul to get it. Hosted by career strategist and layoff survivor Diana Alt, this show shares real stories, mindset shifts, and practical strategies to help you grow your career on your terms.
You’ll hear from recruiters, entrepreneurs, leaders, and everyday professionals in episodes that drop most Wednesdays. Let’s make work feel good – together.
In this episode of Work Should Feel Good, Diana sits down with product leader and consultant Michael Hirsch to explore what real product leadership looks like, especially as AI reshapes how product teams work. They discuss the difference between product management and product leadership, why most companies fail to prepare new leaders, and how AI can free product managers from tactical work so they can focus on strategic thinking.
Michael’s journey from working in his father’s business to leading product teams in tech
Why the transition from product manager to product leader is so difficult
The difference between product management and product leadership
Common mistakes new product leaders make
Why organizations rarely train leaders effectively
Tactical vs strategic product work (and why most teams get it wrong)
How AI can free product managers from busywork
Why the best product leaders prioritize developing their teams
The hidden political dynamics inside product roles
β³ Timestamps 02:18 The story behind “Break a Pencil Consulting” 05:54 Growing up in the family business and deciding to leave 13:30 Career uncertainty, layoffs, and betting on yourself 18:59 Why Michael moved into leadership coaching 22:02 Why the transition from product manager to leader is so difficult 26:34 Product managers vs engineering managers 30:11 Why product and project management should not be the same role 33:40 The problem with how companies define product management 39:56 Strategic vs tactical work in product roles 46:00 How AI can free up time for strategic thinking 51:30 What strong product teams do differently with AI
π‘ Take Action
π₯ Subscribe for future episodes β https://www.youtube.com/@dianaalt π Grab my Resume Don’ts Guide β https://www.dianaalt.com/resumedonts β Avoid these common job search mistakes β https://www.jobsearchmistakes.com πͺ Wondering if it’s time to walk away? β https://www.isittimetowalk.com πΌ Work with me β https://www.dianaalt.com
π’ Connect with Michael Hirsch
π Website β https://www.breakapencil.comπ LinkedIn β https://www.linkedin.com/in/mhirsch/ πΊ YouTube β https://www.youtube.com/@Break-a-Pencil π§ Newsletter β https://breakapencil.beehiiv.com
π² Follow Me On Social Media
LinkedIn β https://www.linkedin.com/in/dianakalt YouTube β https://www.youtube.com/@dianaalt Facebook β https://www.facebook.com/dianakalt TikTok β https://www.tiktok.com/@thedianaalt

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