The Andrew Experiment, Part 2: How to Become a Millionaire By Age 40

A few months ago, we published the first installment of  “The Andrew Experiment.” This was a case study of Andrew, a Dough Roller reader and listener who was feeling overwhelmed by the process of investing and starting to build wealth. The purpose of the experiment was to test my hypothesis: With the right coaching, any […]


How I Reached Financial Independence By Age 40

Learning how to achieve financial independence and retire early (FIRE) is pretty simple in theory. I’ve covered some key technical concepts is past articles. These include the math behind building wealth quickly and simple tax planning strategies common in the FIRE community. While the concepts are simple in theory, they are not always easy in […]


How to Create Wealth and Make Your Life Easier

A common problem in America today is the growing wealth disparity between the rich and poor. We see it written and talked about all the time, in fact. And it is often pointed out that the odds are stacked against the poor and middle class, while the wealthy have many advantages. It’s true that it […]


Tools of Titans: How the Most Successful People Got Where They Are

Tim Ferriss is a tech investor, entrepreneur, and serial-experimenter, who is best known among personal finance junkies for his first book, The 4 Hour Work Week. This book made terms like “lifestyle design” and “mini-retirements” commonplace, leaving readers seeking a change in their lives. Ferriss’ most recent project, Tools of Titans: The Tactics, Routines, and […]


The Andrew Experiment: Can You Easily Learn to Be a DIY Investor?

Recently, a Dough Roller reader and listener, Andrew, sent in a question that was read on episode 240 of the DR Podcast. Andrew said that he wants to take control of his finances, start building wealth, and learn about investing. However, he is feeling overwhelmed figuring out where to get started. It is a situation […]


What You Need to Know About Health Care Sharing Ministries (HCSM)

If you’re looking to leave the traditional workforce to be an entrepreneur, freelance worker, or early retiree, one of the biggest financial challenges you will face is medical insurance. Health Care Sharing Ministries (HCSM) are an alternative to traditional health insurance policies, and could be a viable solution for some people. Why an alternative is […]