Part 4: Dealing With Challenges

Dear Founder, You’re needing some inspiration right now. Maybe you’re looking for a great idea, or perhaps you need to find another way to solve a gnarly problem. Where does inspiration...

Dear Founder, You’re needing some inspiration right now. Maybe you’re looking for a great idea, or perhaps you need to find another way to solve a gnarly problem. Where does inspiration...

Dear Founder, I’m sorry you’re feeling overwhelmed. Unfortunately, this is a normal feeling for most of us. The important thing is to realize that this is a momentary state. By...

Dear Founder, I can only imagine how you’re feeling. I have a lot of sympathy. As a perfectionist myself, it kills me when I don’t deliver on what I committed...

Dear Founder, I’m sorry you’re dealing with this. It’s not fun. But you have to fix it—because your directors won’t. I’ve outlined ways to do so below, but first, let’s...

Dear Founder, So, you’ve found yourself in a crisis. It’s never fun to have something unexpected bomb-in on your plans and day, but it happens to all of us and...

Dear Founder, You can feel energy in rooms. It’s palpable. It radiates. When teams are energized, everything seems possible to achieve. On your best days, your people feel how the...

Dear Founder, Selecting a co-founder is one of the most pivotal decisions you’ve made to date. You went in hoping for a decades-long partnership. You’ve admired what the legendary co-founders—Bill...

Dear Founder, I am very sad that you find yourself in this situation. Most people truly do not like to inflict pain and discomfort on someone else, which is what happens...

Dear Founder, I’m sure you’re somewhere between being pissed off that you are being deserted, and worried about what you’re going to do to make up for this person’s contributions....