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TeachMeFinance.com - explain Shoestring historic definition... Shoestring -- A colloquialism ; when a speculator in stocks , for instance, begins with a small sum and concludes his operations with a large profit he is said to have started on a shoestring. The expression is sometimes amplified by saying that the speculator ran a shoestring up to a tannery or started on a shoestring and ran it up to a tannery. About the author Mark McCracken Author: Mark McCracken is a corporate trainer and author living in Higashi Osaka, Japan. He is the author of thousands of online articles as well as the Business English textbook, "25 Business Skills in English". Copyright © 2007 by Mark McCracken, All Rights Reserved. TeachMeFinance.com is an informational website, and should not be used as a substitute for professional financial or legal advice. TeachMeFinance.com and its owner recommend consultation with a professional financial advisor prior to any investment or financial decision. Please read our disclaimer.