Mark Cuban rejected an offer to make a $250,000 investment in Uber that'd now be worth $2.3 billion
Briefly

Cuban reflects on his missed opportunity with Uber, stating that despite his current success, he wishes he had invested during its early evaluation, illustrating the weight of lost chances.
Cuban acknowledged his initial reasons for avoiding the investment due to anticipated regulatory challenges but recognized that successful disruption often requires urgent, decisive action.
He expressed regret over not acting on the Uber opportunity, admitting that such oversights can resonate with investors, regardless of their financial status.
During a past conference, he emphasized the importance of being open to bold ideas, particularly in sectors facing disruption, urging entrepreneurs to approach him confidently.
Read at Fortune
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