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Navigating the storm: A startup founder’s guide to layoffs.

Founders spend so much energy on hiring. They read about it. They practice. They build rituals. They do... Read more

A Financial Plan You’ll Actually Use

Since 2015, the General Partners at Enjoy The Work (ETW) have advised the founders of more than 125... Read more

There Is Life After Being a Founder — I’m Joining Enjoy The Work!

I identify as an entrepreneur. I’ve been in the startup world since the 1990s, have started three very... Read more

Raising Series B: Forget Everything You Think You Learned From Your Earlier Raises. It’s Time to Think Like a Banker

Since 2015, Enjoy The Work (ETW) has guided more than 300 separate transactions, ranging from $1M seed rounds... Read more

Management Debt – The Perilous Cost Of Not Knowing How To Run A Larger Org

I have a neighbor. Name is George. Marine veteran. Early 70s. Built like a mountain carved down into... Read more

From Founder to Master Operator

How it started: In 2015 I became obsessed with a simple question: How do founders get better at... Read more

Time To Armor Up — A New Era Of Fundraising Is Upon Us

We guide a lot of fundraises. And we see them across a wide spread of geographies, domains, and... Read more

All-In or All-Out

Let me know if this scenario sounds familiar. You’ve hired someone, ramped them, and set them loose. While... Read more

Working With Vs. Working For — A Musing on How Language Shapes a Company’s Culture

To “work with” or to “work for”? That is the question. Or at least, it’s the question I’ve... Read more

Do → Manage → Coach

In the early startup days, life is a blur. You’re involved in everything. You’re doing everything. You’re building... Read more

An Opportunity Too Good to Pass Up

I grew up playing soccer. It was an everywhere activity; I loved it — soccer balls scattered the... Read more

Return vs. Remote

There are party lines being drawn. Each side is fiercely self-righteous. Their arguments are persuasive and well-considered. The... Read more

We’re So Bad At This

It’s simple. We’re bad at this! Read more

Good vs. Bad Board Members

And How to Vet Them Appropriately A productive board of directors is a beautiful thing. It’s an accelerant.... Read more

An Optimal Response

I was asked by a founder this week, looking for support, “Any chance you guys have guidance to... Read more