Josh McFarland, partner at Greylock Partners, draws on his time as a tech entrepreneur to illustrate that there's no ideal time to start a company, nor do you need to hurry. He stresses the importance of having positive and enthusiastic people around when you decide to take the leap, and to be bold once things start falling into place and you're forced to decide whether or not to risk it all. "Everything you want is on the other side of fear," he says.

Venture capitalist Josh McFarland explains how being frugal when he was a tech-startup founder helped in the beginning, but hindered the venture once it entered the high-growth phase. He shows a somewhat tongue-in-cheek photo marking a successful round of fundraising at the time, urging aspiring entrepreneurs to celebrate the fun moments in a startup's life because they help build culture and lore later on.

Josh McFarland of Greylock Partners shares advice from peers about how to hire senior-level executives to work at a startup. He discusses the concept of “confident humility,” the need to thoroughly check references, and having board members who will call out your own issues. McFarland underscores the importance of learning how to argue well, so confrontations become constructive and informative.

Josh McFarland of Greylock Partners reveals how a deal for Twitter to acquire his startup, TellApart, almost fell apart. All appeared to be in order from his perspective, but the social-media giant's legal team raised some last-minute questions that seemed to put the nearly $500 million deal in jeopardy. As the acquisition went through, the CEO of Twitter at the time, Dick Costolo, texted McFarland: "Every deal dies three deaths."

Tech startup founder and venture capitalist Josh McFarland shares inspirational words from renowned architect Daniel Burnham. "It is as hard to run a company of two people as it is to run one of 200," McFarland elaborates. "Really bring the full force of everything you have." He also warns against bringing home all the negativity that comes with startup life and dumping it on loved ones. "Help them believe why this is going to be successful," he says.