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Continue reading →: First Time Entrepreneurs Should Avoid Two-Sided MarketplacesIf you are thinking of starting a company, there is one decision that you need to make right up front. Are you trying to create a product or service for one market or are you going to attempt to create a two-sided marketplace?
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Continue reading →: Roy Hobbs, Single Malts, and Destiny’s ChildOver the years, I’ve been interviewed many times for various publications. The most recent time was this week when I was interviewed for an article that appeared on BostInno. It’s sometimes hard to convey who you really are when you are asked a series of seemingly random questions — but I thought the…
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Continue reading →: Just Pick Up the F*#@ing PhoneLike most people, I send dozens of emails a day. Pretty much anything that I work on can be dealt with using email. But is that always the right choice? Most of the time, the communication is simple and requires a simple answer so email is a good choice. Other times, emails…
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Continue reading →: The Bad Advice of College Career OfficesPunchbowl hires a few interns every year, and the candidates usually come from job postings we’ve circulated through local college career centers. Our requirements aren’t crazy – we want someone who is thoughtful, a good writer, has some personality and wants to pursue a career in Marketing or Public Relations. However, the…
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Continue reading →: The Doctrine of Completed Staff WorkA few years ago, my boss at Bose Corporation gave me a simple 2-page document that changed the way I thought about “managing my boss” forever. It really opened my eyes for what he expected and how to get the most out of our relationship. Last week in a conversation…
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Continue reading →: NDAs Are Stupid (Mostly)A few weeks ago, I asked our System Operation Manager to get a quote from a new service provider. To get a quote, we would need to provide some basic information about our server configuration, and the service provider would give us pricing. But rather than a simple conversation, the vendor decided…
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Continue reading →: Eight Years Ago Today, We Incorporated Punchbowl, Inc.It’s April 11, 2014 — which means that eight years ago we incorporated Punchbowl, Inc. as a Delaware company. I’m always nostalgic on April 11th, thinking about how far we’ve come as company and how far I’ve come as a entrepreneur. On a day like today, I wish I could reach…
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Continue reading →: Six Things I Want to Teach My Dog About WorkDharmesh Shah recently wrote a blog post about the lessons of entrepreneurship that he wants to teach his son called “12 Things I Want to Teach my Toddler about Work.” It was an neat post which offered his typically pithy insights, with the twist that it was directed at his three-year-old son. After…
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Continue reading →: It Took Me 25 Years to Meet Mickey MouseBy now, hopefully you have heard the news — Punchbowl has been named the exclusive provider of digital invitations featuring Disney characters. To say I’m excited would be a gross understatement. This is the kind of deal that doesn’t come easily and requires many, many meetings. Over the past two…
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Continue reading →: The ‘Flyover’ StatesLike most startup CEO’s, I spend most of my time dealing with companies on either the East Coast or the West Coast. Between Boston and New York on the East Coast, and San Francisco, Silicon Valley, LA and Seattle on the West Coast there are a lot of potential partners…






