Enjoy The Work Blog

Founders often have good sales instincts. They can read the room. They can tell a solid story. It’s not always polished or entertaining, but authenticity and passion more than compensate. It works great for one-on-one interactions. Need to convince one person? Recruit one candidate? Court one investor? Most founders are up to the task. But what happens when a deal is not one-on-one? What if it’s one to many? What if it is highly complex with lines of authority, budget calendars, unclear politics, a procurement department, an RFP process, technology diligence, and/or a legal review? What if multiple people have to sign off to win the deal?

Hidden Costs Have you ever sat in a meeting and wondered halfway through what the hell people were talking about? Or have

Pursuit of Perfect Communication Imagine perfect information flow at a startup… The CEO articulates why the business must exist in the world.

Enjoying The Community Thirteen lovely people attended the first ever Enjoy The Work social. We occupied a single table at Chez Maman

A Dangerous Honeymoon Early-stage fundraising takes a toll. A successful raise often requires months of preparation, pitching, and negotiating. You must craft

The Bravest Phrase I met a founder recently who quickly won me over. We had a conversation about his business. We bounced

From ETW to Enjoy The Work When I left my prior startup, I spent several months actively avoiding anything that even loosely

Glass Jaw Syndrome There are so many diseases that afflict the young startup. I’ve written about many of them before: Frantic Founder

Relentless State of Negotiation Everyone wants something. Your investors want more of your company if it’s succeeding and less if it’s not.