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Wealth & Money Quote by Bill Kurtis

"You know, in the beginning when your first payroll comes up and you have to borrow money to meet the payroll, you lose sleep the night before, and you say to yourself real fast, 'Well, maybe I should keep working a couple more years.' It's sobering"

About this Quote

Entrepreneurship gets sold as liberation; Kurtis frames it as a quiet, stomach-dropping transfer of risk. The first payroll isn’t a milestone so much as an alarm bell: the moment you realize you didn’t just “start a business,” you became the backstop for other people’s rent, groceries, and medical bills. That’s why the image lands where it does - not in a boardroom, but in the night before, when the numbers stop being abstract and start breathing down your neck.

The line “you say to yourself real fast” is doing more work than it seems. It captures the speed of rationalization, the way fear manufactures a neat argument on demand: go back to the safe identity, keep the steady paycheck, postpone the leap. Kurtis isn’t romanticizing hustle; he’s documenting a private negotiation between ego (“I can do this”) and responsibility (“what if I can’t”). Borrowing money to make payroll is the sharpest version of that: you’re not investing in growth, you’re borrowing to keep promises.

As a journalist, Kurtis’s intent reads like reportage from the inside - a small scene that reveals a whole system. The “sobering” tag matters because it rejects the bravado that often decorates business origin stories. It suggests that the real test isn’t creativity or grit, but the moral pressure of obligation: once you hire, your risk tolerance is no longer purely personal. The quote works because it punctures the startup myth with a single sleepless night.

Quote Details

TopicStartup
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Citation Formats

APA Style (7th ed.)
Kurtis, Bill. (2026, February 16). You know, in the beginning when your first payroll comes up and you have to borrow money to meet the payroll, you lose sleep the night before, and you say to yourself real fast, 'Well, maybe I should keep working a couple more years.' It's sobering. FixQuotes. https://fixquotes.com/quotes/you-know-in-the-beginning-when-your-first-payroll-122370/

Chicago Style
Kurtis, Bill. "You know, in the beginning when your first payroll comes up and you have to borrow money to meet the payroll, you lose sleep the night before, and you say to yourself real fast, 'Well, maybe I should keep working a couple more years.' It's sobering." FixQuotes. February 16, 2026. https://fixquotes.com/quotes/you-know-in-the-beginning-when-your-first-payroll-122370/.

MLA Style (9th ed.)
"You know, in the beginning when your first payroll comes up and you have to borrow money to meet the payroll, you lose sleep the night before, and you say to yourself real fast, 'Well, maybe I should keep working a couple more years.' It's sobering." FixQuotes, 16 Feb. 2026, https://fixquotes.com/quotes/you-know-in-the-beginning-when-your-first-payroll-122370/. Accessed 5 Mar. 2026.

More Quotes by Bill Add to List
Borrowing Money to Meet First Payroll - Bill Kurtis on Entrepreneurship
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About the Author

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Bill Kurtis (born September 21, 1940) is a Journalist from USA.

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