In this episode of the Friends in Business podcast, Ben Wright and Jemimah Ashleigh candidly reflect on their own successes and setbacks, offering listeners practical strategies to avoid similar pitfalls in the future. As the conversation unfolds, both hosts share the challenges they have faced in managing professional relationships and expectations. Ben cautions against overreliance on personal connections in business, highlighting how misplaced trust can lead to difficult consequences. Likewise, Jemimah recounts her experience of a partnership breakdown when expectations were not aligned, ultimately leading to the project’s demise. Together, their reflections underscore the vital importance of establishing clear boundaries and well-defined expectations within professional relationships—lessons that resonate with entrepreneurs and business leaders alike.

Key Takeaways: 

• From the outset of any business collaboration, clearly establish expectations and protocols for all potential outcomes, including eventual exits or dissolutions.


• Engaging in open discussions about benchmarks and objectives in collaborations can prevent future conflicts.


• Maintain professionalism in business to avoid dependency on personal relationships, ensuring business integrity and control remain grounded.


• Both Ben and Jemimah highlight the invaluable lessons obtained from past mistakes, underscoring the importance of growth through reflection.


• Deploy robust systems and processes to navigate business ventures confidently and with preparedness.

Time Stamps: 

0:00 Intro

1:20 Jemimah’s Virtual Life

3:01 Mistakes

5:43 Ben’s Mistakes in Relationships

11:50 Jemimah’s Mistakes In Not Setting Expectations

15:41 Jemimah’s Advice In Making Mistakes

18:05 Outro

Be sure to stay tuned for more enlightening content from the Friends in Business podcast. If you enjoy the show, please like, share, and leave a review to support us and help others discover these valuable discussions.