Dan Cunningham

I love investing and I care deeply about my clients' success. Working with clients across the United States, I look forward to the challenge every day. Here's my background.

Growing Up

I grew up in Bennington, Vermont, a wonderful small town in the southwestern corner of the state. I came from a frugal household: my mom sewed all of our drapes and taught me not to spend money. One of my father's aphorisms was "A fool and his money are soon separated."

Seeing my computer and business interests, my dad, who was a physician, advised me not to become a doctor. (I heeded his advice right up to my wedding day, when I married one.)

Princeton University

I attended Princeton University. At Princeton I took a course in the economics department with the electrifying name "Corporate Finance," where I was first exposed to the idea of index investing. Burton Malkiel, one of the fathers of indexing, was a professor in the department and likely had convinced all the other professors to assign his book, "A Random Walk Down Wall Street." I was so fascinated by the concept (1), and so excited to get out of the engineering labs, that I read the entire book in one sitting during spring break.

A lot of intelligent people I knew from Princeton are in the financial industry. I realized in my early 20's that these were not people you want to try to outsmart. Humility is a better trait than arrogance when it comes to finance.

Starting & Growing Businesses

I have started several businesses prior to One Day In July. The common thread that has emerged over the years from testing business models and products is that "simplicity works." In all aspects of One Day In July I have created a simple, clear approach that is easy for you. Simplicity leads to understanding, understanding leads to discipline, and discipline leads to good long term results.

Burlington, Vermont

Today I live in Burlington, VT (aka BTV) with my wife and 4 children who attend Burlington public schools. We love it here and plan to stay in the area for a long time. When not working or taking care of my kids I read, run, downhill ski, and play my cello. Not necessarily in that order.

Doing well in your investments is important, but it's not everything. Community engagement is a critical part of happiness. I recommend this article on the topic.

I am a registered Investment Advisor Representative and I hold a Series 65 securities license.


Please reach me by contacting Katie Muttitt at (802) 503-8280 or katie@onedayinjuly.com.


(1) The thesis of the book "A Random Walk Down Wall Street" is that a monkey throwing darts at a newspaper page to choose securities can outperform a Wall St. financial professional. Both the result and the visual image are intriguing.

(2) Click here to learn about inspiration sources of One Day In July.

Fast Facts


Princeton University


Bennington, Vermont

Where I Live Now

Burlington, Vermont