Ask HN: I'm considering taking over my family's business and need advice

HN, I need some advice, but first I must give a bit of a back story. Apologies if it is a bit long. I’m also posting this from a throwaway account for privacy reasons, but I am an avid HNer and greatly respect the advice that so many people give freely within the community. If anyone thinks they have particularly good insights into this situation and would be willing to take some time to chat please send me a message at throwaway1445@gmail.com In 1996 my dad sold his shares of a software product and used the money to bootstrap the development of a business software application in a field that barely existed at the time, but has exploded since then. Here are some relevant facts about the business 15 years later: - Enterprise SaaS application - Annual revenue in the mid to high 6 figures. - Five employees counting both of my parents (my mom is the other co-founder of the business) - Located in a small city in a rural state - Global clientele - 80% of revenue comes from one client The com