I wouldn’t call these newsletters a “streak” just quite yet, but I am working on my Q3 commitment to ship more valuable content. Why? My growth is built from individuals willing to teach and coach and share, and so I’m inspired to do the same.

Realizing my own ambitions for writing rarely meet up to my ability and committed time to write, I’ll be sending out updates roughly once a month.


What I’m Up To

Here’s my schedule for the next few weeks…

This Week – Pushing The Boundaries of Experience

I’m headed to my ranch in Northern Idaho to whiteboard and completely reimagine the Design Pickle experience. Inspired by the work of Disney and the Imagineers, a few core team members and I are going to create a clean slate on what it means to be a Design Pickle client. The idea here is to challenge ourselves and think way outside the jar. 

Next Week – EXPAND Graduations

My high-end, high-impact mastermind group, EXPAND, graduates 12 new members next week – The classes of EXPAND 07, 08 and 09. Congrats to everyone in advance for their hard work these last 90-days!

Expand is closed for 2019 – but we will be announcing EXPAND X, our best and most comprehensive experience, next month.

Next Month – September is for Strategy

Two significant events in September, both focused on strategy: 

1. We are getting the entire leadership team together to finalize our Q4 plan and build out the 2020 roadmap. Part summer camp fun, part deep-dive presentations, it’s a long-overdue retreat for our team leaders.

2. I am attending my own 2-day mastermind experience to finalize the outstanding details on my efforts inside of everything ahead.


Why Charging More Is Always A Great Idea

If there is one piece of advice for anyone, in any industry, building anything, it’s this simple concept: Charge more. 

It has been over a year since we launched our Pro tier of service, an enhanced graphic design experience for Design Pickle clients – and it’s a runaway success. So much so we sold out of slots this month! Charging more, and subsequently having more capital inside your business has a positive compound effect: 

1. Our client’s brands are more mature, making the design work far more straightforward

2. We can invest more in recruiting and training top tier designers

3. We can invest more in providing a better experience for our clients (with live chat and a dedicated account manager)

4. Clients who pay more often have more gratitude – which in turn, provides better energy and vibe throughout the client-designer relationship

There’s no shortage of experts preaching this wisdom, but from the first-hand experience, it’s a no brainer.


Book Review: The Coddling of The American Mind

Last week I knocked out the book The Coddling of the American Mind: How Good Intentions and Bad Ideas Are Setting Up a Generation for Failure by Greg Lukianoff and Jonathan Haidt. Ouch. This was a tough read. Namely, because I am a parent (I have a 3, 7, and 14-year-old daughter) and the significant issues the authors present are staring me in the face.

Here’s the gist – 

1. The world is safe. Really, really safe by all standards in just about every country. Even still, we treat our kids like fragile teacups, never letting them out of our sight.

2. If we coddle our children, prevent them from experience anything tough (mentally or physically), we effectively rob them of their ability to deal with future challenges (large and small). 

3. Free play and other unstructured time navigating life without parent intervention is the best way to develop critical thinking and problem-solving skills.

4. The world isn’t black and white, good vs. evil. As a parent, we must expose our kids to different ideas, experiences, and ways of thinking.

Highly recommended book for any parent and the book inspired an upcoming episode on my podcast with Mika, Good To Be Home.


My Next Project: The Map Room

I was fortunate enough to visit the Churchill War Rooms this Summer, a profound experience to say the least. I’m no WW2 historian or mega fan by any means, but the ability for Britain to run their war efforts, under constant bombardment from a small, underground facility is impressive. Inside the War Rooms was The Map Room – the epicenter of the war efforts, strategy, and critical decision making. 

Leaving this museum, I realized what can be accomplished when a strategy is visually represented – not hidden behind Asana projects or Slack messages.

Which leads me to my next project: The DP Map Room. Off of my office there is an unused balcony. Over the next two weeks, we will be converting this into our own hub to coordinate and run the global Design Pickle efforts.

More photos and project updates coming next month.


I hope this message connected with you. 

What is one action you’re going to take, today, inspired by something you read or saw?

Leave a comment below and let me know!