Victoria Jessup, founder of a Junebaby Hospitality, shares her journey from dental assistant to entrepreneur, including challenges with Airstream renovation, opening a coffee shop, and transitioning to property management. She emphasizes risk tolerance, self-trust, and the value of learning from failures. Victoria encourages aspiring entrepreneurs to take action on their dreams and pursue their passions with confidence.

Connect with Victoria on Instagram

Or through her website Junebaby.ca

Chapters

• 00:00 Introduction and Busy Season
• 00:54 Founding a Hospitality Company
• 01:46 Venturing into Airstream Renovation
• 03:14 Challenges with Airstream Renovation
• 04:44 Career Aspirations and Early Ambitions
• 05:26 Transition from Dental Assistant to Entrepreneur
• 06:25 Balancing Side Hustles and Full-Time Job
• 07:41 Opening a Coffee Shop
• 08:35 Challenges with Coffee Shop Partnership
• 09:32 Transition to Property Management
• 10:13 Exciting Locations for Hosting
• 11:36 Future Plans and Business Expansion
• 12:41 Helping Others with Business Ventures
• 14:23 Key Skills for Success
• 15:18 Risk Tolerance and Self-Trust
• 16:16 Balancing Entrepreneurship and Planning
• 17:49 Encouragement for Aspiring Entrepreneurs
• 19:07 Taking Action on Dreams
• 20:43 Learning from Failures and Self-Growth
• 22:16 Approach to Risk and Contingency Plans
• 23:42 Advice for Aspiring Entrepreneurs
• 24:28 Contact Information

This podcast is for informational and entertainment purposes only and does not constitute professional advice. Views expressed by guests are their own. Some links may be affiliate links. © 2026 Leap Mode Podcast. All rights reserved.