

Exited Owner to M&A Advisor: The Journey of Jessica Fialkovich
Dec 7, 2023
Jessica Fialkovich, a business exit expert and founder of Exit Factor, shares her fascinating transition from corporate roles in sports and real estate to entrepreneurship. She discusses her experiences launching a boutique wine business and the strategic sale that followed. Jessica highlights key traits for successful business brokers and the importance of preparing businesses for sale. She also touches on franchising Exit Factor for broader impact and reflects on the challenges of finding purpose after exiting a business, offering a personal glimpse into post-sale life.
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From Wine Bar To Luxury Collector Exit
- Jessica and her husband launched a retail wine store with a tasting bar in Naples after 2009 layoffs.
- They pivoted into luxury collector wine and sold the business within a year under contract for strong cash up front.
Sale Terms And Post-Sale Reality
- Jessica sold the wine business at 29, stayed on consulting for a year, and took 90% cash up front with a 10% seller note.
- The new buyer cut the profitable collector division and ran only the retail storefront for several years before it closed.
Bought Her Own Personal-Assistant Service
- Jessica bought a personal-assistance company after hiring its owner and fearing losing the service.
- Her sister later turned it into Mod Assistance focused on virtual assistants while Jessica kept a personal assistant for herself.