<prompt> Human: Hey pf,Longtime reader, throwaway account here for obvious reasons. Still hope you can help.I know that the traditional, sage advice is that when you inherit a large sum of money, you should set aside a fixed amount to share with family. My situation is a little unique. Im around 30 years old, and I own a company that is doing quite well. Im now making north of 500k per year, I have around a million dollars in net worth stocks, bonds, house, etc. not counting whatever the value of the business might be.So while I havent inherited a large sum of cash, I am doing very well. I come from a humble background, my parents make around 40kyear combined, my brother makes around 30kyear. We all live in the Midwest so this is a lower middle class lifestyle for our area. They are hard working, honest people. We all have a very good relationship. They know that Im doing well but they dont know my net worth or how much I make. We live well below our means we are trying to avoid lifestyle inflation since Im not foolish enough to believe Ill make this kind of money the rest of my life as a guaranteed thing so most people would not guess we are making this type of money.At any rate, I am looking for suggestions on ways that I can share my success with my family without poisoning our relationship. They have never asked me for money, and I dont think they would outside of being in dire financial straights e.g. losing the house levels of bad. While they arent as financially savvy as me, they do live below their means and no one is in any major debt or anything like that. I do wonder if my parents will have enough to retire but thats probably 15 years away.Some thoughts Ive had:- Taking everyone on a big family vacation where we pay for everythingmost things.- However, then I think to myself would that seem extravagant to them? Maybe I should just give them each a lump sum gift that they can use on whatever is most pressing for them. I dont know the full details of their financial situations so for all I know a 5,000 gift would allow them to buy something theyve always wanted or start a side business or something like that.- Funding a college fund for my niece e.g. contribute 5kyear for the next 5 or 6 years to really set her up so that she can go to a flagship state school if she wants to.So basically -- any help is appreciated. Is it possible to share financial success with family without poisoning the relationship, turning into a walking ATM, having people feel like they owe you or need to put on a fake sincerity around you?I feel like if I do nothing here, I am just being selfish as Id like to think they would share this type of success with me if roles were reversed. I feel like if I do too much, Im going to cause large problems in our family.Help me, rpersonalfinance, youre my only hope.  <response>: Im going to go against the tide here, but Id be very very careful with the big family trip idea.The problem is that vacation can be frugal or extravagant, and it can be foreign or familiar. But its always fun discretionary entertainment stuff.So unless you get it just right which might be impossible if family members disagree, or if it doesnt work out perfectly, for any reason then youve spent a whole bunch of money on something that wasnt really worth it to them.The problem with that is, next time they can think of something that they really do need, they might feel resentful that you could waste money on some dumb trip, but they sometimes struggle with necessities.Now, it sounds like your family is decent and honest and hardworking and non-jealous. But I wouldnt play with their psyches like that. Weird things come out of weird situations. Some rise, some fall. I like your 529 plan or retirement bolstering ideas much much better. It doesnt draw attention to you, today, but it goes straight to a real need in the future, a need that just about all middle class families worry about. And you can deflect some of the generosity with the magic of compound interest explanation.tl;dr: big flashy trip is big and flashy, but might breed resentment; quieter financial planning is quieter, and more likely to be helpful. 