10 Lessons from 10 Years of Being My Own Boss

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As of this month, I’ve been my own boss for 10 years. TEN YEARS! I deserve a promotion. It wasn’t my original plan. I was laid off during the recession, and ended up landing freelance clients. In order to start a business bank account, I had to form an LLC, and thus Pressler Collaborative was born. I hate working from home, so I rented an office. (Fun fact: I was […]

Lori Eberly: Fighting Fuckery, One Executive at a Time

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I recently had the privilege of sitting down with hospice social worker-turned- badass executive coach, Lori Eberly.  Her well-received book Fuckery, discusses the perils of rudimentary habits that damage trust within the workplace and offers advice on how to change the behaviors that create this toxic environment. She currently is the founder of Radius ECD, an executive coaching and development firm located in Portland Oregon.  Now before I dive into […]

Are You Living Your Practice Life or Your Real Life?

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As a life and career coach, I’m supposed to have my shit together. But I don’t. I don’t make enough money to pay my bills. I don’t eat right. I don’t have a life partner. I’ll never be in shape the way I was when I was swimming 4 miles a day. Or when I was training for a marathon. It’s beyond embarrassing to admit this—that I don’t have my […]

Five Steps to Consciously Creeping Your Lifestyle

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Sometime in the past few years a little phrase started to make its way into the vernacular around water coolers and on entrepreneur blogs everywhere. Lifestyle Creep is the term used to describe the phenomenon of spending rising in proportion to income. If your expenses rise at the same rate your income ascends you never feel as though you have extra – it’s already spent. The articles I have read […]

Book Brief: Company of One by Paul Jarvis

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Company of One:  Why Staying Small is the Next Big Thing For Business Paul Jarvis Houghton Mifflin Harcourt 2019   The Idea When business advisors talk about “scaling” and “VC” and “staffing up”, do your eyes bug out or glaze over… or both? Have you wondered if there’s something wrong with you if these aren’t ideas in your mission statement? In his book, Company of One: Why Staying Small is […]

Culture Guru: Be Authentic. Also Culture Guru: But Not Like That.

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Have you ever looked in the mirror and been surprised that the person staring back at you was so much OLDER than you feel inside? That cognitive dissonance could be the result of a poorly defined self-image, but more often that not it’s because our core being doesn’t really age. Even as time passes and life presents new challenges and opportunities, who we are at our core remains unchanged, timeless. […]

August 2019: Lifestyle Choices

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Pregame members aren’t known for taking the simpler path. As creators, entrepreneurs, and all-around ambitious individuals, we’ve consciously chosen lifestyles that don’t always follow the norm. As such, we’re presented with particular challenges. Even the mundane can carry new dimensions depending on our circumstances any given day. Is my business making a positive impact? How can I be present as a parent and partner? How can I make a living […]

Book Brief: Girl Code by Cara Alwill Leyba

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Girl Code: Unlocking the Secrets to Success, Sanity and Happiness for the Female Entrepreneur Cara Alwill Leyba Portfolio/ Penguin Random House, 2015, 2017 The Idea If you are a male entrepreneur, you may want to skip this month’s book review. This month, it’s all about the women, as Cara Alwill Leyba shares her coaching philosophies in the cloak of bright shininess and luxe living. This book evolved from her blog, […]

When Positivity is Privilege: Nonviolent Communication for Emotional Intelligence

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Who among us hasn’t felt—in a moment of heartache or sorrow or rage or any other or so-called “negative” emotion—that if we just could change X about ourselves (or someone else) we could achieve Y, Z, or maybe the entire rest of the alphabet? The allure of this sort of magical thinking compells me to write frequently about the perils of positive psychology and for good reason: the more obsessed […]

Referral Repellant

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Over the years I’ve done a lot of work with people who work in the self-improvement business and many of them encounter a similar problem when it comes to getting people to refer business to them. In many cases, a referral feels natural and exciting to the other person you are talking to when you, for example, refer a restaurant that has great food or offer to help connect someone […]