Headshot photo of Benjamin Roos, Volunteer Financial Mentor @ 3rd Decade

Volunteer Financial Mentor

Benjamin Roos

Passionate About...
Budgeting Entrepreneurship/Small Business Retirement Plans (Traditional)

I didn’t truly learn how to manage my finances until graduate school. In college, I lived month-to-month on a stipend and GI Bill support with little long-term planning. That changed when I started using YNAB and manually tracking every transaction. Seeing my behavior in real time forced accountability and helped me shift from reacting to money to using it intentionally.

Today, I’m disciplined but not anxious. I structure my finances around clear goals—retirement planning, major life expenses, and investments—and review my accounts weekly to stay aligned. My primary financial objective is early retirement by around age 50.

I hold an MBA and work as an operations manager, where I’ve managed P&Ls up to $30M and led multimillion-dollar capital projects. I consider myself an intelligent spender, own a rental property, do my own taxes, and have self-taught knowledge across investing vehicles.

As a mentor, I enjoy helping people—especially younger adults—set meaningful financial goals and understand the reasoning behind decisions. I’m educational, data-driven, and non-judgmental. Outside of work, I love learning, travel, and connecting with diverse people. I grew up in a military family, and my long-term goal is to retire early and move to Brazil with my wife.

Get to Know Benjamin

What is a quote you like to live by? "Champagne! In victory one deserves it, in defeat one needs it!" - Napoleon. This quote reminds me that we should celebrate the good times, but also not to let bad times keep us feeling bad for too long. Champagne is not only for celebrations, and sometimes the act of opening a bottle of Champagne (doing something fun or positive) can often get us out of the rut we find ourselves in.
Do you have any pets? If so, tell us about them. I have grown up with animals my entire life - as a kid we had dogs, cats, horses, sheep, frogs, lizards, snakes, ducks, a hedgehog, and Madagascar Hissing Cockroaches. I don't have any pets myself but my family has had German Shepherds for the last 15 years; we love them because they have unique personalities just like people do, and similar intelligence.
Would you like to share a short quote about the impact you hope to make by volunteering for 3rd Decade? My goal is to help people who were like me - lacking vision and clarity around their finances - understand the why behind their financial choices so they can build systems that support their goals long after our sessions end.