Brad Feld on the Most Challenging Thing

“The most challenging thing for a young entrepreneur is to think long-term.

When you are 22 years old, it’s hard to think in 22-year increments since that’s as long as you’ve been alive. But it’s really important to view your life as an entrepreneur as a long journey that consists of many short-term cycles. It’s relatively easy to focus on the short-term cycle, such as the 90 days of an accelerator program; it’s a lot harder to think about the next decade and how what you are doing today impacts where you want to be ten years from now.”

Brad Feld


The concept of the long haul has been bouncing around in me for a while. But no one’s made me think about it quite the way Mr. Feld has.

For more from him (and on this concept) check out this interview. This was my introduction to Mr. Feld… I became an instant groupie.

Jerry Colonna on Reality

Face reality.”

Jerry Colonna


What a phenomenal interview. Mr. Colonna can feel a little on the precious side at times but the insights and point of view he brings are gutsy and pungent for me. Remind me of this in a year.

I’ve been listening to this show for about 30 episodes or so. At first I couldn’t stand Calcannis. That’s many peoples’ knee-jerk reaction to him. But he’s growing on me. I think there’s a little more under the surface than I thought.

And I certainly applaud the guy for getting on such great founders and sharing these conversations. I’ve gleaned a ton from them.

Thoughts on Scaffolding, Completed Work & The Creative Process

The first third of every project is building scaffolding. Don’t fear waste. Don’t fear redundancy. Don’t fear inefficiency. Yet.”

Frank Chimero


The balance between scaffolding and the finished product is tricky.

I recently shipped a large project (the scaffolding of which is pictured above). It’s a training course on the essentials of website design for people who who are building their own business. It’s that rare connection of “something I care a great deal about” + “something I know a great deal about.” (There’s a video from the course and more about info about it here).

Throughout the project I moved back and forth between scaffolding (notes on a card or post-it note) and polished words a few times as the structure of the thing emerged over time.

I’d create the bones and say, “yea, that’s good.”

And then I’d write it out and stumble on something that was unclear. I’d work to push through the ambiguity and realize I need to restructure the scaffolding a bit.

This back and forth is a bit harrowing. There’s (more…)

The Most Remarkable Look

The most remarkable look I’ve ever seen was the face of my wife when labor started to really set in on our first son.

We were about 54 hours in (Yes, 54 hours) and something switched. It was no longer “grin and bear it.” It became more of a “THE FUCK!?” kind of thing.

That’s when she looked up at me with these doe eyes, like a deer in headlights. It all became a bit too much and a confused 2 year old inside her locked eyes with the only face in the room she recognized.

It’s been 4 years since that look and we’re about to see it again.

With our first son we’ve already come through hell and high water — though I’m sure there’s plenty of clamor and chaos to survive through yet.

Through all of my love and mania and businessing and scheming and partnering and filming and designing and relationshipping that look cuts through, reminds me what matters.

Sometimes you have to find a familiar face and latch on. I hope I can be that face for Mellisa, Aiden and the soon to arrive Rowan. Wish us luck.

The Foolscap Method: Get it on One Piece

‘God made a single sheet of foolscap to be exactly the right length to hold the outline of an entire novel.’ (foolscap is 8.5 x 14 inch legal paper)

[…]

Outline the sucker.

Break it down to its fundamentals.

Identify its theme.

Do it on one page. Do it without preciousness. Do it now.

Don’t start the actual writing until you know where you’re going and what you’re trying to accomplish.”

Stephen Pressfield


I think for the first time I just read a thing and knew full well it was going to change the way I worked forever.

This tip has that “ugh, duh! goddamit, of course” quality; like something in me already knew it was true, I just needed someone to articulate it for me.

As I’m in the middle of creating a large and {hopefully) important course for business builders, this tip is about 4 days late.

But I’ll be prepared for next time. (I’ll try that one and go for these if I like it more than using blank printer paper).

One piece of paper… hand written. Duh!

How To Connect With Anyone

“You and I have been able to connect because I wrote this and you’re reading it. That’s the web. Despite our different locations, devices, and time-zones we can connect here, on a simple HTML page.”

Justin Jackson


What a stellar fk’n reminder. We don’t “write HTML.” We don’t code or market or sell or “create content.” We share something with the world.

Ugh, read this whole thing and help me remember this.

Stephen Pressfield on Artistic Distance

“What helped me achieve artistic distance was I stopped writing about myself. I made a conscious decision that I would never again write anything that was “true.” I would work from the imagination only and from universes that had nothing to do with “mine.”

I also, though it took me years to realize this, made the decision to write for the reader, not for myself. I learned how to bounce back and forth in the working process between the right brain and the left, between the stuff that was coming unfiltered from the Muse and the stuff that I would ultimately put on the page.

I stopped caring what the reader thought of “me.” I took “me” out of the equation entirely.”

Stephen Pressfield

Neil Gaiman On The Rules

“The main rule of writing is that if you do it with enough assurance and confidence, you’re allowed to do whatever you like. (That may be a rule for life as well as for writing. But it’s definitely true for writing.) So write your story as it needs to be written. Write it -honestly, and tell it as best you can. I’m not sure that there are any other rules. Not ones that matter.”

Neil Gaiman