What’s more brutal than talking to your family about politics, sex and religion over the Holidays? Money! It’s not easy, but a few frank and honest conversations with your family members can result in a joyous New Year (and beyond). We'll explain what you should tackle and how to broach the subject of retirement and estate planning with your family members.

Everyone has at least one bad money habit that leads them to spend too much or save too little. In this show, we’re going to share some practical tips and tricks to help you break the bad money habits and replace them with better ones. We’ll also get some decent love advice from the Federal Reserve.

Everyone has at least one bad money habit that leads them to spend too much or save too little. In this show, we’re going to share some practical tips and tricks to help you break the bad money habits and replace them with better ones. We’ll also get some decent love advice from the Federal Reserve.

We break out the polyester pants and the double entendres to play the Financial Advisor dating game. We’ll give you the questions to ask and the red flags to look out for when enlisting help managing your money. We also look at the pros and cons of 401k loans and avoid saying the word leakage.

We break out the polyester pants and the double entendres to play the Financial Advisor dating game. We’ll give you the questions to ask and the red flags to look out for when enlisting help managing your money. We also look at the pros and cons of 401k loans and avoid saying the word leakage.

We investigate some of the most infamous stock market superstitions with Morgan Housel and taste test the best goodies pumpkin spice season has to offer. It’s a very Halloween episode of Motley Fool Answers and [spoiler] it’s going to get weird.

We investigate some of the most infamous stock market superstitions with Morgan Housel and taste test the best goodies pumpkin spice season has to offer. It’s a very Halloween episode of Motley Fool Answers and [spoiler] it’s going to get weird.

Should you pay down your mortgage or invest the money? Are annuities good or bad? Collect Social Security ASAP or wait? We debate the merits of both sides of common money conundrums. Also, we head to the mailbag for your questions on managing your 401k yourself, owning your company’s stock, if it’s ever too late to open a Roth, and more.

Should you pay down your mortgage or invest the money? Are annuities good or bad? Collect Social Security ASAP or wait? We debate the merits of both sides of common money conundrums. Also, we head to the mailbag for your questions on managing your 401k yourself, owning your company’s stock, if it’s ever too late to open a Roth, and more.

We found the diary of a financial advisor and brought him on the show to talk about the surprising things he’s learned throughout his career. Also, is being frugal in your DNA and can a family of four really live off of $14K a year?