Clutter is everywhere. We buy more stuff to make us happy and all it does is makes us miserable and broke. How do we get out of the cycle? On today's show we'll talk to Tracy McCubbin, founder of cleaning and organizing company dClutterfly. On today's show we'll Declutter your stuff by getting behind the emotions of clutter and dispelling some long-held myths.

Plus, during our headlines segment, we'll cover one shocking piece by InvestmentNews, claiming that retirees are going to miss out on $3.4 trillion by claiming their Social Security too early. Is this a case of needing more cash for basic living expenses, or just ill informed retirees cashing in a few years too early? In our second headline we'll erxamine one trend that's gaining a bit of traction: financial apps that charge users to save money. Is it worth paying money to save more?

After a little dose of Doug's trivia, we'll turn our attention to the Haven Life Line. Mike calls in today asking about 529 plans. His parents want to contribute to Mike's son's 592 plan. Can Mike use the interest from the account to invest in another account he owns?

And as we finish out our letters bag, we'll tear open some mail from Brian, who has some questions about Roth conversions and the pro-rata rule. Can Brian and his wife avoid the tax hit if the conversion is done in his wife's name?

Thanks to Skillshare for supporting Stacking Benjamins. Get TWO months of courses for free at Skillshare.com/SB.