@Scott Jensen
Thanks for the contributions, again. I was kind of sad to see the limits on who the funds can be given to, but thanks for the info. I'll be honest, so far, I don't really understand the Roth conversion ladder after looking at a couple sites. My brain just seems to get lost in these taxation concepts. It's actually quite weird to me as I'm very analytical but I just find myself having a hard time focusing. I think people have explained the difference in pre tax vs post tax treatment of a Roth/traditional at least 25 times now in my life, but I still have to ask every time.
Do you think you could take a crack at explaining the concepts of a Roth Conversion ladder?
I feel like you're perhaps familiar enough with my goals to help. Again, we have ~$30k available in cash or liquid accounts in the Self Directed Traditional IRA, in addition to that asset that produces ~$1,100 / mo in income. We contribute to the 529 on a standard schedule, for both kids. Those funds would be available to move over to a contribution to a Roth IRA on a regular schedule, if it'd help.
@Account Closed
Hey Michael what you just did is nearly the definition of trolling. I'll give you the benefit of the doubt, and allow you to critically explain your stance (which, you didn't do the first time). However, you've got an upward hill to climb, and you didn't start by doing so. While we all don't have to agree, at least putting in the reasons/details why you are writing things that are incendiary might be more persuasive. There's plenty of examples of cases where it's just about a no brainer to get a 401k going, including one of which is if you get free money in a company match. I don't think you're doing yourself justice by taking such a rigid stance. In this case if you're so confident as you're expressing, some humility in expressing who you are, and how/why this has worked for you, would again be more persuasive.
@Damaso Bautista
I'm honestly biased towards a 4 year degree, and I accept that. So at least you know where I'm at :) I'd love to hear more of your perspective of why you feel it was a mistake for your kids to go to a 4 year college. Where are they at in life, and what do you feel that they gave up by going to the 4 year college, and not taking the $$$?
@Dennis M.
Thanks for the thoughts here Dennis. One of the other things my grandfather recommended was for me to read a book called 'The Millionaire next Door' when I graduated. It's got conclusions of what leads to wealth, and what does the opposite, backed up with verifiable data/statistics. I'm very grateful to have read that book at the impressionable age I did. With that being my main source, I find two things 'wrong' with the prospect of gifting a house / rental property that potentially produces income for a child, vs. investing that money in education. The first is, from that book, that gifts or economic support seems to do the exact opposite of its intended purpose - they do not improve the economic situation overall of the child, and perpetuate the dependency relationship/expectation. The other, is the overwhelming correlation between those with lots of wealth, and their stress in the importance of education for themselves and their children. I think by shifting what you're giving, you're sacrificing on both of these fronts, and I'd suggest you read that book as in my opinion, you're making a mistake.
@Steven Ko
Thanks Steven! I think I understand where you're coming from. In some ways, I think having the money separate is simpler. Certainly working through a custodian comes with its own compliance hoops to jump through. That said, we've got the self-directed IRA already going, which for me was because of 401k monies I contributed to when I was in the W-2 world. I don't know what I would have done with that money had I not socked it away in the company plan at the time, but although in some ways I was ahead of my time in terms of money, I also got by butt kicked around professionally a bit, and ended up (looking back) owning a lot of liabilities (furniture, etc). I may have spent that money elsewhere on things that wouldn't have helped me. Meanwhile, we're in a strong position with the self directed IRA at the moment, and we have tax advantages (that I hardly understand). I do agree there are tax (and other) advantages to having that money outside of the IRA (for instance, our ability to use leverage, and all the depreciation and interest deductions, etc) - but these advantages are kind of hard for me to compare apples to apples to the tax advantages within the IRA.