Founders and Fundraising

5 Fatal Decisions You Don’t Want To Make

I walked into the office space, and there was no one there. It was just a bunch of empty cubicles. The space was dimly lit, and the ceilings were low. Do you want to grow your business? Maybe I can help. Click here. “My god, this space is depressing,” I said to my co-founder “Randy”.…

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Should You Ask An Advisor To Invest?

“I would like you to invest $50,000 in my startup,” “Peter” said to me. Do you want to grow your business? Maybe I can help. Click here. Peter and I had been introduced a few weeks earlier, and I’d met with him a couple of times. I really liked what Peter was doing, and I…

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Do You Need A CTO To Get Funding?

“I like you, Brett. And I really like what you’re (company is) doing,” Jack, the Venture Capitalist, said to me. “However, I think I’ll wait until you have a VP Engineering before I invest.” Do you want to grow your business? Maybe I can help. Click here. In my pitch I had been upfront with…

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What Are The Signs You’ve Chosen A Bad Co-Founder?

If there’s one thing I am an expert in, it’s bad co-founders. After all, the first two teams of co-founders I tried to start my company with didn’t work out. Do you want to grow your business? Maybe I can help. Click here. There were “Jim” and “John”, my first two co-founders. We worked together…

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What You Shouldn’t Say During A Pitch Meeting?

“You need to sign an NDA,” my co-founder “John”, said to David, the investor we were presenting to. It was our second meeting with David, and John’s comment took me totally by surprise, but David’s response didn’t take me by surprise. Do you want to grow your business? Maybe I can help. Click here. David…

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What Do You Do When A VP Quits During Fundraising?

“You can’t tell the new investors that ‘Tommy’ quit!” “Raul”, one of my investors, said to me when I told him our new VP Sales, had resigned that morning. Do you want to grow your business? Maybe I can help. Click here. “Your job now is to get him (Tommy) to change his mind,” Raul…

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When Should You Start Planning Your Exit Strategy?

If there’s one thing I hate, it’s when I meet an early stage startup CEO who’s focused on selling their company. Inevitably, I’ll ask the CEO, “Why are you focused on a sale now?” Do you want to grow your business? Maybe I can help. Click here. Inevitably, the answer, more times than not, comes…

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Who’s The Right Person To Be CEO?

“I’d like you to be the CEO of the company,” “Ray” said to me. We were meeting for the first time outside of a Starbucks in Los Altos. Do you want to grow your business? Maybe I can help. Click here. Ray had spent the previous thirty minutes explaining what his company was going to…

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How Much Money Should You Raise?

“We should be raising a $6 million round, not $12 million,” “Randy”, my co-founder, said to me. In fact, Randy was so pissed at the terms of our funding that he was threatening to quit. Do you want to grow your business? Maybe I can help. Click here. “Let’s meet, so I can walk you…

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Who You Should Never Add As A Co-Founder?

“I just bought a unit in new The Millennium building, up in the City,” my co-founder, “Ken”, said to me. “You should check it out!” Do you want to grow your business? Maybe I can help. Click here. “Really,” I said. “I thought you were going to buy a house on the peninsula, closer to…

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