

1651 – Business Is A Video Game with Can’t Wait To Retire’s Jessica Dragan
Aug 29, 2023
16:17
In this episode of the Thoughtful Entrepreneur, your host Josh Elledge speaks with the Owner of CWR, Jessica Dragan.
In this episode of the Thoughtful Entrepreneur, your host Josh Elledge speaks with the Owner of Can’t Wait To Retire, Jessica Dragan.
Jessica's journey into business transition investment was a complex one. After leaving the military, she accidentally fell into business ownership. She built and grew her own business, but eventually, she disliked it and wanted to sell. However, the pandemic allowed her to pivot and explore new ventures.
One of these ventures was managing a mini golf course, an experience that led her to discover her passion for mergers and acquisitions. Jessica explained that her business ownership background and ability to evaluate and fix businesses naturally led her to this field.
Jessica shared her experience of hating her business due to the constant focus on the company, lack of work-life balance, and challenges managing a large staff. She emphasized the importance of having a balance and enjoying the work you do.
When asked for advice on processing these feelings and making a change, Jessica suggested a solution for business owners who want to sell but still want to be involved in the company. They can stay in the company and choose the role they enjoy while Jessica and her investors take over the business operations. This can be an excellent option for those who don't want to exit their business altogether.
Key Points from the Episode:
- Discussion on the value of veterans in the business world
- Jessica's military experience and how it influenced her approach to business
- Jessica's role as a business transition investor and her journey into this field
- Jessica's experience of building and selling her own business
- The impact of the pandemic on Jessica's career and her pivot into mergers and acquisitions
- Jessica's reflections on the challenges of business ownership and the importance of work-life balance