From Adventures Making And Saving Money To The Penny Hoarder

“I think it’s in those really low moments…those moments of feeling like it’s all lost is when the best ideas are formed.” – Kyle Taylor

Kyle Taylor (@thepennyhoarder) is the founder and CEO of The Penny Hoarder, one of the largest personal finance websites. They help millions of readers worldwide earn and save money by sharing unique job opportunities, personal stories, freebies and more. In 2016, Inc. 500 ranked The Penny Hoarder as the No. 1 fastest-growing private media company in the U.S.

Kyle began to blog about his adventures in making and saving money. Readers responded and this culminated into the launch of

Under his leadership, The Penny Hoarder has grown from a personal blog to one of the largest publications on the web reaching millions of readers a month. The Penny Hoarder has pioneered a new kind of personal finance media with stories about real people and actionable money tips that make a true difference in our readers’ budgets.

Kyle is active in local politics after spending nearly six years on the road as a campaign worker crafting media strategy, directing field workers, and raising millions of dollars for important causes. Kyle feels passionate that people should earn a livable wage no matter what their job.

Below are some highlights:

Below Are Some Highlights From This Episode:

2:50 How The Penny Hoarder Got Started

3:30 Being A Beer Auditor

8:00 Racking up $50,000 In Credit Card Debt With No Degree To Show For It

8:30 Borrowing Money From The Parents

11:10 What’s The Closest You’ve Ever Gotten To Quitting

13:15 Several Weeks To Bounce Back

14:30 Tips On Overcoming Failure

16:40 The Spiral Of Death

20:00 Hiring The Wrong People & Failing Your Way To Success

25:30 Taking Too Long To Hire Your First Employee

28:00 Hiring People Smarter Than You

29:30 Imposter Syndrome

35:00 Grocery Budget Makeover

38:45 Lessons From Self Doubt

41:15 What’s Your Most Recent Failure?

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Bonus Content

As you may already know, every guest on our show completes and submits a “Resume of Failures”. You can find Kyle’s here.



Beyond every major success, you’ll find countless missed attempts, oversights and mistakes.  What matters most, is how YOU choose to respond to it!

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“The majority of men meet with failure because of their lack of persistence in creating new plans to take the place of those which fail.” ~Napoleon Hill
“Success consists of going from failure to failure without loss of enthusiasm.” ~Winston Churchill
“Failure doesn’t mean you are a failure… it just means you haven’t succeeded yet.” ~Robert Schuller
“Life’s real failure is when you do not realize how close you were to success when you gave up.” ~Anonymous
“I am not discouraged, because every wrong attempt discarded is a step forward.” ~Thomas A. Edison
“I can accept failure, everyone fails at something. But I can’t accept not trying.” ~Michael Jordan
“The only time you mustn’t fail is the last time you try.” ~Charles F. Kettering
“You always pass failure on your way to success.” ~Mickey Rooney
~“The better a man is, the more mistakes he will make, for the more new things he will try.” ~Peter Drucker
“Failure is simply the opportunity to begin again, this time more intelligently.” ~Henry Ford
“I failed my way to success.” ~Thomas Edison
“In order to succeed you must fail, so that you know what not to do the next time.” ~Anthony D’Angelo
“Failure is instructive. The person who really thinks learns quite as much from his failures as from his successes.” ~John Dewey
“Anyone who has never made a mistake has never tried anything new.” ~Albert Einstein
“Many of life’s failures are people who did not realize how close they were to success when they gave up.” ~Thomas A. Edison
“I have not failed. I’ve just found 10,000 ways that won’t work.” ~Thomas Edison
“My reputation grows with every failure.” ~George Bernard Shaw
“You can’t have any successes unless you can accept failure.” ~George Cukor
“The only real failure in life is one not learned from.” ~Anthony J. D’Angelo
“There are two kinds of people in this world: those who want to get things done, and those who don’t want to make mistakes.” ~John Maxwell
“The greatest mistake you can make in life is to be continually fearing you will make one.” ~Elbert Hubbard
“My great concern is not whether you have failed, but whether you are content with your failure.” ~Abraham Lincoln