I'm posting this today to get some advice in case anyone here has dealt with anything similar. I'm including some background because it plays into the situation (i.e. cultural differences)
Background: Early 20s, first-gen latin-American immigrant, engineer
Problem: My parents are some of the hardest working people I have ever encountered yet their personal finances are a total mess. After the recession, they encountered a great deal of success in their small business. This led them to invest in 2 homes - in addition to the modest home we lived in growing - that are totally paid off. They built up a small IRA nest egg as well. However, the homes have not been completed because of my father's inability to remain organized and stubbornness when it comes to his business and personal finances. This has totally created a situation where ROI is a non-existent. Being technical, there is a loss the longer they don't complete these projects.
For example, my father has this thing with credit cards where he buys things with them but doesn't prioritize paying them back (interest sucks), he doesn't view investments as assets that should work for him (the houses), can sometimes disregard our opinions (b/c of a traditional Latin American view of father as the head of household).
Part of the problem is a total cultural rift between my view on finances and that of my father (my mom is a better listener). They are in their 50s so I don't anticipate they will have the physical stamina to keep working in their line of business much longer. I worry that their sacrifices of years of work and immigrating to the US will not be enjoyed by them because of their lack of financial discipline. What can I do to help them get organized? Has anyone dealt with this before?