<prompt> Human: Created a throwaway so I can paint a good picture. Their Combined income is 115kyear excluding rental property. Both at 50 years old. I have two other siblings. My sister and I are on our own now, but my youngest brother is still 11 and lives with them. nbsp; Their Debts:House 1 - 250k 4. They bought this house in 07 for 375k, now it is worth 275k based on comparative appraisals.House 2 - 145k 4.5. Renting it to tenants for 1100month. Home is currently valued at 180k.House 3 140k 4.25. Renting it to tenants for 1100month. Home is currently valued at 180k.Student Loan - 8k 4. Assets:40k cash in savings. 10k in a CD that matures 092015 earning only 1.5. Real estate assets in the Philippines combined value of approx 100k that they refuse to sell. Both of their cars are 2013 and paid off. nbsp; How we got here: Some life insurance salesperson came over their house yesterday. They invited me over to give me a chance to invest for the future. Now this guy proposed to them to dump all their assets into a life insurance plan, claimed to save tax, even mentioned to stop contributing to their 401k and to put it all in the life insurance plan because of the tax savings and the growth potential. Claims an 11 growth annually based on their plan being invested into SP500, even had PowerPoint charts and pictures. Told him I dont agree and vehemently opposed it. The insurance guy then starts telling me they are doing it for me and my siblings and wants to just speak to them privately. I walked away, came back and my parents said they will do what I would say. I asked the insurance guy to leave. Im in a very fortunate situation where my parents listen to me and my advice in most things. This was however the first time they really opened up about finances. I never offered or knew much to be able to give them any financial advice before except for 401k. So I really dont want to fuck this up. nbsp; My proposed solution: Right now I told them to pay off all the student loans first with the cash they have. Sell house 2 and house 3. They dont want to sell house 1 because my little brother can just walk to school from there, and its also close to where my house is. But if I insist, Im sure they would heed my advice and sell house 1. Open an IRA and max it out. Max out 401k They were only putting the minimum for awhile and got faced with huge tax bills every year. They live very frugally and approximately have 1800 extramonth after all expenses. I am NOT comfortable with putting my parents money in stocks even though I do it myself. I am fearful of letting them decide what to do with that extra money because they may put it in another risky investment that may end up in debt. They insist I invest it for them. My risk tolerance is different and I dont think I can manage three different portfolios with three different risk tolerance I already do mine and my SOs. Im thinking of dumping it into an index fund. nbsp; Am I missing anything else? Am I doing this right?Thank you.  <response>: Why sell the houses? They seem to be cash flow positive and they have equity. Id keep them. 