Data says there are only two seasons for fundraising and one secret window

Russ Heddleston Contributor Share on Twitter Russ is the cofounder and CEO of DocSend. He was previously a product manager at Facebook, where he arrived via the acquisition of his startup Pursuit.com, and has held roles at Dropbox, Greystripe, and Trulia. Follow him here: @rheddleston and @docsend More posts by this contributor Data tells us that investors love a good story Pitching your product will kill your fundraising

One of the top things that keeps a startup CEO up at night is the worry of running out of money. As a second-time founder and CEO of DocSend, I consider raising money and keeping my startup sufficiently funded a primary responsibility.

If “don’t run out of money” is a universally accepted warning, then the next question becomes when should you raise your next round of funding? There’s a lot to consider in coming up with an answer. If you start too soon before you have some wins to share, you might fail. If you wait too long you might put yourself in a bad negotiating position or worse, run out of money altogether!

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