Editor’s Update: We published this series in 2014. Since then, thousands have worked through the 31-day money challenge, finding great success. Because it’s as relevant today as it was then, we are republishing it this year. We hope it helps you with your finances.

As we begin a new year, it’s a good time to give our finances a makeover. So for the next 31 days, we are going to tackle just about every personal finance and investing topic one needs to get out of debt, start investing, and begin moving closer to financial freedom.

There is a lot planned over the next 31 days. Each day, I will publish a new blog post and podcast. I have a number of great interviews lined up for some of the podcasts. Today, for example, I interview Jean Chatzky about financial freedom, including what it means to her, how to achieve it, and what holds most people back.

From there we’ll cover everything from budgeting to the one-and-done method of saving money to intro investing. There will even be a number of podcasts about how to make extra income. In short, I’ll be covering it all.

Here’s what I have planned for the 31-Day Money Challenge:

Day 1: What is Financial Freedom (with Jean Chatzky)

Day 2: How to Set Goals You’ll Actually Achieve

Day 3: How and Why to Prepare a Net Worth Statement

Day 4: 7 Tips to Effective, Stress-free Budgeting

Day 5: The 4 Rules of Budgeting (with Jesse Mecham of YNAB)

Day 6: The One-N-Done Way to Save Serious Money

Day 7: 20 Painless Ways to Save Money

Day 8: The Best Tools to Help You Better Manage Your Money

Day 9: Reader Q&A

Day 10: All About Credit Scores

Day 11: How to Improve Your Credit Score (interview with Maxine Sweet from Experian)

Day 12: How to get out of debt

Day 13: How to Use the Debt Snowball

Day 14: Which Way is Up? (Figuring out how to tackle your debt, emergency fund, and investments)

Day 15: Interview with Carl Richards (author of The Behavior Gap)

Day 16: Why you Should Invest Like a Business Owner

Day 17: How to Invest Like Warren Buffett (with Larry Swedroe)

Day 18: How to Create an Asset Allocation Plan

Day 19: How to Pick Investments that are Right for You

Day 20: How to Become a Retirement Super Saver

Day 21: How and Why to Keep Investing Costs Low

Day 22: A Look at My Investment Portfolio

Day 23: How to Invest in Real Estate [A rags to riches story with Brandon Turner]

Day 24: How to Tell if You Are On Track to Retire

Day 25: Jemstep–An Asset Allocation and Investment Selection Tool

Day 26: All About Term Life Insurance [Interview with Jeff Rose, CFP]

Day 27: How to Make Extra Income on the Side [Interview with Jay Money]

Day 28: How to Start Your Own eCommerce Business [Interview with Steve Chou]

Day 29: Mortgages 101

Day 30: All About Retirement Accounts

Day 31: Listener Q&A

If you haven’t already, subscribe to the Dough Roller podcast to make sure you get each of these shows.


  • Rob Berger

    Rob Berger is the founder of Dough Roller and the Dough Roller Money Podcast. A former securities law attorney and Forbes deputy editor, Rob is the author of the book Retire Before Mom and Dad. He educates independent investors on his YouTube channel and at RobBerger.com.