The Gen Mess with Tess
The Gen Mess with Tess
Podcast Description
Are generational divides in the workplace and in life driving you crazy?The Gen Mess with Tess is here to help! Hosted by Tess Brigham—certified coach, licensed therapist, TEDx speaker, author, and mom to a Gen Zer—this podcast tackles the challenges and complexities of navigating life and work across multiple generations. From the unique struggles of Gen Z to the evolving perspectives of Millennials, Gen X, and Baby Boomers, Tess brings her expertise to the table, offering practical advice, expert insights, and real conversations to bridge the generational gap. Whether you're trying to communicate better with colleagues, understand your kids, or just get a clearer perspective on the "mess" of it all, The Gen Mess with Tess is your go-to resource for understanding how different generations think, work, and live. Hosted on Acast. See acast.com/privacy for more information.
Podcast Insights
Content Themes
The podcast delves into themes such as generational divides, burnout, and workplace communication. Examples include episodes discussing the unique challenges faced by Millennials and Gen Z regarding burnout, and practical strategies for improving generational communication in the workplace. The show also highlights societal expectations and personal perspectives, aiming to bridge the gap among Baby Boomers, Gen X, Millennials, and Gen Z.
Are generational divides in the workplace and in life driving you crazy?
The Gen Mess with Tess is here to help! Hosted by Tess Brigham—certified coach, licensed therapist, TEDx speaker, author, and mom to a Gen Zer—this podcast tackles the challenges and complexities of navigating life and work across multiple generations. From the unique struggles of Gen Z to the evolving perspectives of Millennials, Gen X, and Baby Boomers, Tess brings her expertise to the table, offering practical advice, expert insights, and real conversations to bridge the generational gap. Whether you’re trying to communicate better with colleagues, understand your kids, or just get a clearer perspective on the “mess” of it all, The Gen Mess with Tess is your go-to resource for understanding how different generations think, work, and live.
Hosted on Acast. See acast.com/privacy for more information.
Ever wondered why your business feels stuck in chaos—no matter how innovative your big idea is? Here’s the shocker: The real bottleneck might be you.
In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with Jhana Li, operations expert and founder of Spyglass Ops, who shares how even the most visionary entrepreneurs can unintentionally hold their businesses back. Jhana reveals why the skills that get you started—wearing all the hats, holding the reins tight—are the same habits that keep your company from reaching the next level of growth.
Key Highlights:
- Jhana’s candid journey from failed startup employee to 22-year-old COO and coach—plus what she learned about leadership and operations along the way
- The surprisingly simple difference between visionary founders and world-class operators
- Why trying to “do it all” is a growth killer, and the power of delegation and trust in building successful teams
- Confronting the mirror: The radical role of self-awareness, emotional work, and personal growth in business success
- How Jhana leverages her unique position as a young woman in a male-dominated space to create a competitive advantage
- The truth about Gen Z and Millennial work habits—debunking the “entitled/lazy” myth with real stories from small, successful remote teams
- Leadership hacks: Why focusing on outcomes (not hours worked) and genuinely caring about team members’ goals creates high-performing, motivated workplaces
Want to go deeper? Connect with Jhana Li at Spyglass Ops or follow her on LinkedIn and Instagram @jhanali. For more generational insights and practical strategies, subscribe to Gen Mess with Tess, and visit tessbrigham.com for coaching, courses, and more!
Remember: Cleaning up the “gen mess” in your business starts with one real, honest conversation—and that starts with you.
Timestamped Overview
00:00 From Failure to Entrepreneurial Success
06:21 Balancing Leadership: Vision vs. Details
08:59 Founders Struggle to Delegate
11:38 Generational Shift in Communication Styles
14:26 “Standing Out as a Competitive Advantage”
17:29 Finding Growth in Challenges
22:44 Shifting Confidence Sources
23:48 Navigating Quarter-Life Crisis
27:33 “Focus on Individual Needs”
34:08 Quarter-Life Crisis and Mental Health
37:26 “Seeking Growth-Oriented Collaborators”
39:39 People-Centric Leadership Focus
42:43 “Human Connection is Challenging”
46:05 Scaling Teams for Digital Founders
Hosted on Acast. See acast.com/privacy for more information.
Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.