Entrepreneurship

Posts from David DeWolf on entrepreneurship, his experience as an angel investor and board member, and important lessons he has learned that fellow entrepreneurs should heed.

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The Top 4 Lessons I’ve Learned from Acquisitions
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I’ve been involved in a fair share of acquisitions over the years. We recently completed 3 in a span of 8 months, and our first acquisition dates back to 2009.…

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The Top 3 Lessons I’ve Learned Raising Venture Capital
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On March 9th, 2020, just as the global pandemic began to surge and public markets became unstable, 3Pillar closed a strategic investment. This investment was the culmination of a long…

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In the Market for VC Funding? Start Here.
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I’ve had the good fortune to lead 3Pillar through a few significant investment rounds over the last 10+ years. Investors in our business have included leading venture capital and private…

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How We Built 3Pillar Into a $100MM+ Company
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I founded 3Pillar Global, or Three Pillar Software as it was originally called, in 2006. I was the lone employee when I signed the paperwork incorporating the company, and that…

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How I Put Principled Leadership Into Practice
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I wrote in a recent post about why I believe so strongly that a widescale recommitment to principled leadership is a must.  Why is it a must? It’s the best…

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How I Hire a New Executive
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Hiring a new member of your executive team is such a key decision. Building your team wisely can put you on a path for rapid growth and success, while one…

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True Competitive Advantage Comes From How Well You Execute, Not What You Know
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More information is at more people’s fingertips than at any time throughout human history. In this brave new world, almost 5 billion people are regular internet users. It’s hard, if…

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Why the Best Ideas in the World Come From Idea Stacking
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As I wrote about in a recent post, the list of massively successful companies that started as something wholly different than what they’ve become include Slack (acquired by Salesforce for…

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The 5 Actions of Leading by Influence
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Leadership is a funny thing. Many people want to be in leadership positions…until they’re in one. Once they get their wish, they may be stressed by the weight of their…

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5 Keys to Building High-Performing Teams
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In my two most recent posts, I shared what I’ve found to be imperatives of organizational design. If you haven’t read the previous posts already (The Fatal Flaw of Organizational…

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