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Jonathan Clements: ‘Humility Is a Hallmark of People Who Are Financially Successful’

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On the podcast today, we welcome back Jonathan Clements, who was among our first guests when we launched this podcast back in 2019. Jonathan is the founder and editor of HumbleDollar, and he is also the editor of a new book called My Money Journey, which is a compilation of essays from 30 individuals about how they found financial freedom. Jonathan also sits on the advisory board of Creative Planning, one of the country’s largest independent financial advisors and is the author of nine personal finance books. Earlier in his career, Jonathan spent almost 20 years at The Wall Street Journal, where he was the newspaper’s personal finance columnist and six years at Citigroup, where he was director of financial education for the bank’s U.S. Wealth Management arm.




My Money Journey, edited by Jonathan Clements

Current Conditions

What I Don’t Own,” by Jonathan Clements,, March 4, 2023.

Happy Talk,” by Jonathan Clements,, Nov. 19, 2022.

Behaving Badly,” by Jonathan Clements,, Sept. 18, 2021.

Nine Roads to Ruin,” by Jonathan Clements,, March 6, 2021.

New Rules for Success,” by Jonathan Clements,, Nov. 26, 2022.

Pay It Down,” by Jonathan Clements,, Aug. 17, 2019.

Indexing, Retirement, and Real Estate

Four Questions,” by Jonathan Clements,, Feb. 22, 2020.

Jonathan’s Portfolio,” by Jonathan Clements,

Mix and Match,” by Jonathan Clements,, Dec. 4, 2021.

Risking My Life,” by Jonathan Clements,, Aug. 8, 2020.

Jonathan’s Retirement,” by Jonathan Clements,

How to Overhaul Your Retirement Portfolio in Just 7 Days,” by Jonathan Clements,, Jan. 3, 2019.

The Long Game,” by Jonathan Clements,, Feb. 4, 2023.

Jonathan’s Homes,” by Jonathan Clements,

Theory and Thrift

Helpful in Theory,” by Jonathan Clements,, Feb. 11, 2023.

Don’t Overdo It,” by Jonathan Clements,, Jan. 23, 2021.


Jonathan Clements: ‘It’s in Wall Street’s Interest to Make Everyday Investors Think That They Are Stupid,’” The Long View podcast,, July 31, 2019.

Credit Scores and Committed Relationships,” by Jane Dokko, Geng Li, and Jessica Hayes,, August 2015.

Morningstar Investment Conference 2023

If you’re looking for even more investing insights, data, and analysis, join us at this year’s Morningstar Investment Conference, April 25 through 27 in Chicago. We have a great agenda this year, featuring top financial minds from market gurus like Liz Ann Sonders to great investors like Steve Romick to retirement planning experts like Mary Beth Franklin and Dr. Laura Carstensen. There’s something for everyone looking to tackle the challenges and opportunities for investors in the current market. We’re in-person only this year. So, check out the link in our show notes to register. We’re looking forward to seeing you in Chicago.

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