DiscoverHello You Show76. I Made the Big Leap and Everything Went Wrong (Here's What I Learned) | Hello You Show
76. I Made the Big Leap and Everything Went Wrong (Here's What I Learned) | Hello You Show

76. I Made the Big Leap and Everything Went Wrong (Here's What I Learned) | Hello You Show

Update: 2025-06-17
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Want to know the REAL story of how I transitioned from a corporate engineer to a successful executive coach? In this episode of Hello You Show, I'm sharing my personal journey of career change, from engineering executive to executive coaching, and the lessons I learned along the way.


If you're considering a similar transition or looking to create a successful executive coaching business, this video is for you. I'll share my experiences, from overcoming barriers to becoming a thought leader in my niche, and offer valuable insights on how to create the mindset shifts that drives business success. Whether you're in the Bay Area or beyond, this video will provide you with actionable career guidance and inspiration to take your executive transition to the next level.


What really happens when your entrepreneurial journey doesn't match expectations:

✨ Why corporate to entrepreneur transition is harder than anyone tells you

✨ The hidden entrepreneur mindset shifts that can make or break your success

✨ How to handle career change regret and turn it into fuel for growth

✨ Why your startup struggles are actually preparing you for bigger success

✨ The calibration approach that saved my dream business from failure


This isn't another "hustle harder" episode. This is about learning to see your struggles as preparation, your setbacks as calibration, and your journey as exactly what it needs to be.


Perfect for: Women entrepreneurs in the messy middle, anyone experiencing business expectations vs reality, and career changers who need encouragement that the struggle is part of the process.


The real talk? Your entrepreneur struggles aren't a sign you made a mistake - they're a sign you're being prepared for your next level. Sometimes we just need to hear that from someone who's been in the trenches.


Drop a comment: What part of your entrepreneurial journey feels like it needs calibrating right now?


🎧 New episodes every Tuesday | Subscribe for more real conversations about entrepreneurship reality


Connect with Jessica:

Hello You Show: https://helloyoushow.com

Website: https://jessicaricecoaching.com

Newsletter: https://landing.jessicaricecoaching.com/powerhouse-insights

LinkedIn: https://linkedin.com/in/jessicakarlrice

Instagram: @jessicaricecoaching



Key sections:

00:00 - Welcome & Setup

01:35 - The Trap of Constant Achievement

05:42 - When Enough Never Feels Like Enough

11:10 - Cultural Narratives That Fuel Burnout

16:40 - How to Identify Your Own "Enough"

22:25 - Signs You’re Operating on Autopilot

28:00 - Ambition vs. Alignment

33:15 - Letting Go of External Validation

38:20 - Thought Starters: What Do *You* Want?

42:45 - Closing Thoughts & Weekly Reflection


#EntrepreneurStruggles #BigLeap #CareerChange #BusinessReality #EntrepreneurialJourney #HelloYouShow #WomenEntrepreneurs #BusinessMindset #FindingPurpose #RealTalk

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76. I Made the Big Leap and Everything Went Wrong (Here's What I Learned) | Hello You Show

76. I Made the Big Leap and Everything Went Wrong (Here's What I Learned) | Hello You Show

Jessica Karl Rice