Influence is political
If you don’t do politics, politics will do you.
Ryan Rumsey
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2 min read
Ryan Rumsey
I'm looking for a co-founder at CDO School
Not an employee, not a freelancer, not a side hustle.
Ryan Rumsey
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1 min read
Eight words for leading yourself
"Lead yourself" is one of those concepts that is quite well known, but seriously, how the hell do
Ryan Rumsey
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1 min read
Embracing the entrepreneurial spirit while working in-house
I always enjoy my conversations with Marc Fonteijn! He’s a kind, and thoughtful host. This is a rich, deep
Ryan Rumsey
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2 min read
Why the first test of solopreneurship is emotional
Becoming an owner or entrepreneur is a full time job. Focusing on the emotional side of this adventure is critical to get through the business stuff.
Ryan Rumsey
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6 min read
Nevertheless No. 1
I'm hosting an unconfernce and invited 17 new friends to Vermont
Ryan Rumsey
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1 min read
Unconferencing
Suppose I were to host a one day "unconference" at my place for 8-10 people who want to
Ryan Rumsey
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1 min read
I asked Claude to talk about the state of design leadership, but in the voice of Maria Bamford
This is the reply.
Ryan Rumsey
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1 min read
The possibilities of hosting strangers for an unconference
We'll walk in the woods. We'll eat local cheese. We'll pet cows. We'll scheme.
Ryan Rumsey
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1 min read
The Hidden Side of Layoffs Rarely Talked About.
A raw, honest look at the psychological toll leaders face when forced to make impossible choices – and why the most caring leaders suffer the most.
Ryan Rumsey
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2 min read
All these things matter
The current practice of forcing candidates into a 2-page boring bullet list robs them of their dignity., and strips hiring teams of their curiosity, connection, and imagination.
Ryan Rumsey
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2 min read
What I hear when you say…
The reactions people have when you show up as yourself lets you know exactly who they are
The biggest challenge I believe we face at work
Way back in June, which feels like ages ago, I was lucky enough to lead some workshops and give a talk at the ITX Corp. Product & Design Conference. And, as luck would have it, they invited me to record a live episode for their Product Momentum podcast while I was in town.
Ryan Rumsey
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1 min read
Every business rule is made up
All business rules are made up–just like design. Remaking the rules opens the gates to new possibilities.
Ryan Rumsey
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2 min read
Step on toes
I'm so proud of the Chief Design Officer School team* for successfully migrating our website from Squarespace to
Ryan Rumsey
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1 min read
All problems are rational or relational
Over the last 5 years, I’ve talked ad nauseam about the importance of learning business. I still think it&
Ryan Rumsey
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1 min read
Introducing The Strategy Studio
I have my sights set on the most overused, understood, and desired skills out there–Strategy.
Ryan Rumsey
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2 min read
A fundamental flaw in how Product Strategy is taught
Every day, I see individuals and teams struggle with connecting product work to the big picture, and I keep coming
Ryan Rumsey
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1 min read
We're in the Limp Bizkit stage of tech
Boring and manufacture, but it's about to get weird and mischievous again
Ryan Rumsey
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1 min read
I know how a Designer will show up to a party
The perils of being predictable.
Ryan Rumsey
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2 min read
I Had to Stop Following Popular Design Leadership Advice to Actually Lead
The day I realized that all the "how to be a better design leader" guidance was making me worse at my job.
Ryan Rumsey
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2 min read
The advantages of losing an identity
The surprising way to break free from professional echo chambers, and why it matters for your career
Ryan Rumsey
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1 min read
Figma's Hidden Billing Trap Is Costing You Hundreds (Here's How to Fix It)
Figma users are getting hit with surprise bills due to true-up billing. This is not a bug, but a feature. Learn how this billing trap works and the steps to protect yourself from unexpected charges.
Ryan Rumsey
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2 min read
15 Better Reasons Why Designers Should Learn Business
Understanding business isn't about advancing your career – it's about knowing when to walk away and having the power to do it.
Ryan Rumsey
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2 min read