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Saw this problem myself with my dad's computer. What ended up actually working was going into Program Files, Out of the Park Developments, OOTP 9 and clicking on the .exe there(looks like an OOTP9 logo). Game started right up. Give that a try as well. It appears that the desktop icon got disconnected somehow.
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Fidel Montoya
Asahi2 Baseball ex-Commissioner(Historical League Since 2004)
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