Derek Weber

Are You Waiting for Permission to Be Successful? 

I am a voracious consumer of content, year after year: 50+ books, 12 Harvard Business Reviews, lots of HBR Articles, a dozen “non-fiction” podcast subscriptions, 20+ speakers/workshops, and…and…and. A few years ago, one of my mentors posed the simple question of “why?” that has remained unanswered all this time. Don’t get me wrong, I was able to give him a perfectly suitable answer of “I want to learn from the mistakes and failures of others …

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Power of Wins

If you walk into our office on a Monday morning at 8:30am, you will find our entire team congregating for one of the most important meetings in our company. Where our values, culture, and purpose are consistently expressed, reinforced, and cemented. Where we share our stories and where we often laugh until we cry. Where the soul of our company emanates. All this power, all this impact, all from a simple stack of Post-It notes. …

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Why Employees Burn Out & What to Do About It

The value alignment of our employees over time is very similar to water skiing. When skiing within the wake zone, the boat breaks most of the waves making the water really smooth. But once outside the wake zone, you are out on your own feeling the full impact of every single wave in your legs.    When in alignment with our values, there is very little friction; the work is still hard and demanding, but …

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Do You Have a Team of Short Order Cooks or Sous Chefs?

One of my team members is a former restaurant manager. After working together for several years, I’m now convinced that there is a food (and/or sports) analogy for pretty much anything. When it comes to building an effective team, it’s sometimes hard to put into words what exactly we’re looking for besides “a good cultural fit” which we diligently focus on, but we sometimes struggle to identify the root cause underlying the friction that occurs …

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Why Do We Do This Again?!?

Over the last 16+ years of my entrepreneurial journey, I’ve actually experienced a couple mental and emotional breakdowns from stress and anxiety that have led to extended bouts of depression.   My 2 favorites from the highlight reel:  2007: right at the front edge of the Great Recession, about midway through what ended up being a 21 bank odyssey to get financing for what would eventually become our office, I was sitting at my computer …

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What Piece of the Business Puzzle Do You Bring?

Thinking about business as a giant puzzle, I’ve noticed there are 4 distinct roles to bring a business to fruition, the people who: Choose/create the picture (vision – purpose/problem/people) Construct the edge pieces (rules of engagement – values, strategy) Place the middle pieces (execution – 4 business functions) Break up middle pieces making them ever smaller, more intricately integrated (optimization – continual improvement as well as reducing the seams between/among business functions) All four of …

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Would You Enthusiastically Rehire Every Person on Your Team?

Recently I was listening to a speaker who challenged the room with a simple, but powerful question: “Would you enthusiastically rehire every person on your team?”   Growing and developing your team is a lot like maintaining a garden full of orchids or azaleas (two of the most notoriously difficult plants to grow). It requires constant attention—not only to the plants themselves, but to the environment. Without knowledge and the right tools, it’s a hopeless …

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Discovering Your Unfair Advantage

I love playing and competing in sports. I played baseball and basketball all through high school, and have continued to play other sports into my late 30s ensuring my doctors can stay gainfully employed and put their kids through college. But I am also what some may call “vertically challenged” at 5’8” (although if you were to track down a program from my varsity basketball team, somehow I have shrunk down from the 5’10” I …

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Your “How” Matters Just as Much as Your “Why”

I was burnt out. I mean “passed out with a crispy charcoal black frozen pizza in the oven” burnt out. (One of my buddies in college was notorious for doing this and actually kept his “trophies” up on top of the kitchen cabinets proudly on display…how did we all make it through college alive again?!?) But, I digress… You may be asking, what led to such an epic state of burnout? It’s because as my …

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Are You Stuck on the Entrepreneurial Treadmill of Hell?

My mind was completely blown. How is it possible that we are going downhill when driving from sea level up to a ski town?!? Is this like some crazy “the-Nile-actually-flows-north-alternate-universe” type stuff, or what? My wife and I were driving with a friend from Vancouver to Whistler on the Sea-to-Sky Highway, which if you’ve never done it, is the most beautiful drive I have ever been on—ocean, mountains, giant green trees…remarkable. But my brain was …

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