Skip to content

David Sherry

Members Public

Rumi Wisdom

Occasionally I want to send you something unrelated, or maybe very related, to the conversations we're having about work/purpose/growth. Here are some quotes I've pulled from Rumi, a 13th century poet, who's words still resonate. There are of course many different translations, and no doubt these have lost

Rumi Wisdom
Members Public

Is it normal to feel guilty about taking a break?

If you have a 9-5 without much pressure, it might be easy for you to disconnect on weekends, seeking escape from thinking about work. Entrepreneurs have the opposite problem, they can't disconnect, and space isn't freeing, but rather anxiety-inducing. If you’re a founder, have raised capital, or are freelance

Is it normal to feel guilty about taking a break?
Members Public

Leadership Communication Problems in Startups and What to Do About Them

One of the least talked about, but most prevalent problems within companies are communication and people issues. Almost every founder I know has been through some type of communication issue with a co-founder or team member. These often lead to messy “breakups,” difficult and complex situations around equity or ownership,

Leadership Communication Problems in Startups and What to Do About Them
Members Public

The 4x4 Founder Development Framework

You don't have to be happy to be successful. In fact, you can be downright depressed and successful. Lots of celebrities are (at least intermittently). Or you can be mean and be successful (hello politicians). Or just not really a good person (hello all people doing bad while in positions

The 4x4 Founder Development Framework
Members Public

The "2-Minute Rule" Google rule for learning

When I'm reading a book, like a book on investing I read last night, I often come across terms I don't know. For example, last night I highlighted "backdoor IRA conversion" "529 account" and a few other terms I didn't know. It's normal in reading a blog or book to

The "2-Minute Rule" Google rule for learning
Members Public

How many hours of deep work can you do per day?

It seems like many people WANT to do deep work but they get frustrated. Maybe you have a new job, a new opportunity, or something you want to accomplish but sitting down to focus and not get distracted by the internet is hard. Plus, if you're working from home... it's

How many hours of deep work can you do per day?
Members Public

Why failure is often better than "it's not ready yet."

I used to be worried about failing... and but now I'm worried about not failing enough. When your biggest fear is how you're received by the market, it's easy to delay making any real progress. When something becomes important to you, like a new project, idea, or hobby, it's easy

Why failure is often better than "it's not ready yet."
Members Public

Why is it so hard to stay consistent?

I’m planning to write more, to publish, maybe daily and it has me thinking about the topic of consistency. So maybe you want to write more too, or study more, or get to the gym, or prioritize something in your life that you’ve left by the wayside. I’

Why is it so hard to stay consistent?
Members Public

The Maze of Opportunity Toward Your Goals

When we set goals, we try and navigate our way to them like a maze. In this maze of progress, we are met with a mixture of all types of interesting people, opportunities, insights, and obstacles along the way. When done right, any path, toward any goal, reaps a variety

The Maze of Opportunity Toward Your Goals
Members Public

Seeing Your Inbox as a Gift

Email – the dreaded inbox – can be a source of stress for many. You wake up and the first thing you do is see what you need to respond to. Obviously, that's not a great way to own your own time and attention. I was caught doing this myself, leaving emails

Seeing Your Inbox as a Gift