How Should You Start Your Company As A Solo Founder?

“Do you remember when we first met?” I said to “Ray,” the solo founder and CEO of a startup that I’ve been advising for over three years. “Yes,” Ray said. It was in that park where we went for a walk where we saw all those deer.” [Do you want to grow your business? Maybe…

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How Much Value Added Should You Expect From Investors?

“Change depends upon unreasonable people.” Do you want to grow your business? Maybe I can help. Click here. “Brutal honesty trumps hypocritical politeness.” “We help the daring build legendary companies.” “Partnering with ambitious early-stage founders building category-defining companies.” “We help entrepreneurs build market leaders.” Do you know who wrote these phrases? We’ll get back to…

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How Much Luck Do You Need To Be Successful?

“How many lives do I have left?” I asked myself. My goodness, I’d already survived a ton of near-death experiences, yet we hadn’t even released a product or gotten any funding. Maybe the startup gods were trying to tell me something? Do you want to grow your business? Maybe I can help. Click here. But…

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How Many Hours Should You Work Weekly As The CEO?

It was around 5 PM on a Thursday. I was in my office, and I looked down at my to do list. Every item was checked off. Do you want to grow your business? Maybe I can help. Click here. I literally had nothing to do. “This just can’t be right,” I said to myself.…

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How Do You Tell Investors Why You Will Beat Your Competitors?

“They brought up companies we didn’t even know existed,” Mike, the managing partner of the venture capital firm where I was an Entrepreneur in Residence (EIR), said in our debrief after a startup pitched us. Everyone was impressed with the CEO, the company, and we decided to continue forward with the investment. Do you want…

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How Do You Start A Business With No Money?

“How am I going to raise $2 million,” “Casey” asked me. “I don’t know anyone who can give me that money.” [Do you want to grow your business? Maybe I can help. Click here.] “You know more people than you think,” I said. “I’ve been down this road a few times, and the other entrepreneurs…

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How Do You Keep Your Startup From Being Undercapitalized?

“How long is the new funding going to last you?” I asked “Sam.” Sam said, “About one year.” [Do you want to grow your business? Maybe I can help. Click here.] “That’s not long enough,” I replied. You really want your funding to last eighteen months. Ideally, you’d like your funding to last two years. “Why…

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How Do You Evaluate A Potential Technical Co-Founder?

I considered a lot VP Engineering/CTO candidates before Jeroen agreed to join me as co-founder. The candidates were the good, the bad, and the ugly. [Do you want to grow your business? Maybe I can help. Click here.] There were a lot of near misses where the fit just wasn’t there or something wasn’t quite…

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How Do You Deal With A Broken Co-Founder?

“Tell me about your background,” I said to “Jim.” “John,” my co-founder who recommended Jim to me as our VP Engineering, and I were having lunch with Jim at Bucks. [Do you want to grow your business? Maybe I can help. Click here.] Bucks, for those of you not living in the Silicon Valley, is…

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How Do You Build Credibility When You’re Raising Money?

“What you did was incredible,” the associate at the venture capital firm, “Donald Ventures,” said to me. “I’ve never seen anyone handle ‘Raul’ like that.” Do you want to grow your business? Maybe I can help.  Click here. We were walking out of a diligence meeting at DV’s office on Sand Hill Road. This meeting…

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