Darrell Estabrook

The Daily Sprint—Coaching for Product Designers

Business EN ↓ 22 episodes

As a UX Product Designer, do you lead well when the perception is good design "just happens"? We will discuss ways to improve not only your design skills and design leadership wherever you are in the organization, but also how to connect meaningful value with the people and stakeholders around your products, teams, and company. Hosted by Darrell Estabrook, 30 years of practicing product design while working with hundreds of organizations including Carmax, IBM, and Cigna and coach to Designers & Design Managers.

Author

Darrell Estabrook

Category

Business

Podcast website

designy.com

Latest episode

Jun 18, 2026

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Episodes

Become a Fireproof Designer 18.06.2026

You’ve heard about it—the US government created conditions where Anthropic decided to shut down its latest AI model Fable 5 days after releasing it. Many people are talking about AI governance, the influence of government in regulating business, but I want to talk to the personal impact this has on your future as a designer. I’ll show you the 4 ways you can become a fireproof designer. Thing to fo...

Managing Anxious Stakeholders 08.06.2026

How do you navigate the stakeholder that seems to always swirl for one reason or another. The times when they changing requirements suddenly, or they don’t seem to be aware of the impact of the requests they make. Today on the Daily Sprint, we’ll look at what makes stakeholders anxious and how you can respond in a Designy way to get them on the right track. Check out the course you take during you...

Time to Get Designy 02.06.2026

What's the single most challenge you're facing today in UX Product Design? Is it an Al overtake? Your stakeholders are confusing? Or how can you deliver with impossible timelines? Whatever you're facing in design, it's time to take a step back and get a fresh mindset. I'll go over what makes me tick and how you can get Designy, too. If you want to double down on the Designy Framework, check out th...

The Invisible AI Feature 25.05.2026

Is the AI chat box the best product design solution? If you’re caught up in the “AI helps me design screens faster buzz” you may be distracted from the real challenge of design in an AI world. I’ll walk through how I designed a product where AI is used as an invisible feature. Sounds simple? We’ll cover how to design with an unknown AI output, instill user trust, and still make the user’s task spe...

More Than Taste 18.05.2026

How are your design tastebuds? Do you have good taste? Bad taste? Should we even be talking about this thing people call “taste”? We’ll talk about what it is, and why you need to be concerned with far more than taste. Mentioned in this episode: LinkedIn Post by Thomas Kant: https://www.linkedin.com/posts/thomas-kast-6804ba14_ai-design-creativity-share-7461777513606701056-EZjQ Masterclass on Design...

Not Good Enough 11.05.2026

I discuss the pressures product designers face of either not being “good enough” or thinking that producing a low bar of quality is “good enough.” and give you three ways to break out of those mindsets. You’re not alone, and you can start changing that today! Free course for “Getting Design Feedback That’s Actionable”: https://academy.designy.com/getfeedback Masterclass “Design for value" launch s...

The Design Power of Time 04.05.2026

Do you ever want to fast-forward the design process? There’s times you must, but often it’s forced on us by deadlines. I discuss the ways designers miss out when they don’t consider time in their design process, and three ways you can use the power of time to improve your work. Watch these episodes on YouTube: https://youtube.com/@thedailysprintbroadcast Check out the design process deep dive in “...

Tool vs. Process with Guest Charles Forman 27.04.2026

Watch the full hour with screen share on YouTube: https://youtu.be/83c9JVbAWQ8 Is your head spinning with all the AI product design tools out there? Have you tried them? More importantly, where do they fit in the design process? My guest, Charles Forman of Overland Designer and founder of Explmore, and l kick the tires on a few GenAI tools for the purpose of seeing whether they help, hinder, or hi...

Spoiler Alert: Design Wins 20.04.2026

Today we’re talking about how you should be thinking about all the AI design tools flooding the product design space. Has design disappeared? What does it really mean to lead design if product owners and engineers can create screens themselves? Will you simply be the “human-in-the-loop” designer reviewing AI’s work? I’ve got good news on this front, but I don’t want to spoil it for you, so keep li...

What is Your Why? 13.04.2026

As designers, we need to define purpose in order to make strong design decisions, but what drives you to be a designer? Have you found the purpose in the work you do, or is it literally a grind? I’ll share my why, how it affects all my design decisions, and how it might impact yours as well. Read “My Why” on Designy: https://www.designy.com/my-why/ Apply to become a guest on The Daily Sprint: http...

Think. Act. Feel. 06.04.2026

What drives your decision making? Do you start with thinking or with feelings? Each approach has different results, and affects both your decision making and how you guide how others make decisions. Become a guest on The Daily Sprint podcast! If you’re a product designer, find out more and apply here: https://www.designy.com/become-a-guest-on-the-daily-sprint Subscribe to the free newsletter on ht...

Staying Aligned with Guest Andreea Lotak 30.03.2026

My guest Andreea Lotak and I talk about aligning designs with stakeholders, do you have it, do you know when you’ve lost it, and how do you get it back? Andreea is currently a Product Designer in the Health Insurance sector. Learn how to stay aligned with your stakeholders with this quick course, "How to Make Vague Requirements Clear” on Designy Academy https://academy.designy.com/how-to-make-vagu...

Never a Wrong Design 23.03.2026

Today we’re talking about those times your design was totally wrong in a stakeholder design review, what went wrong and how to prevent it from happening again. Two courses on Designy Academy that will help you: How to Make Vague Requirements Clear Getting Design Feedback That's Actionable

Leading by Design 16.03.2026

Good, solid leadership is in short supply, but you can step up and be one of those leaders. Here are three of my top-ten character traits of an effective design leader. You can get all ten in a free email course from Designy. Sign up at: https://designy.com/10-character-traits-of-an-effective-design-leader Checkout new courses for UX Product Designers at Designy Academy: https://academy.designy.co...

Essential Skills Beyond the Tools 09.03.2026

Product design tools are changing every week, but today we’re talking about the top 5 product design skills you need that go beyond the tools you use. Two new courses available at Designy Academy! Check out https://academy.designy.com Subscribe to the newsletter to stay informed: https://designy.com

When Design Decisions Matter 02.03.2026

Today we’re talking about the thinking that drives design decisions. I’ll walk through a new design tool, not to review it, but to ask the question: what happens when you turn your design decisions over to AI? Link to the video walkthrough: https://www.tella.tv/video/what-happens-when-you-turn-design-decisions-over-to-ai-afe9 Link to the new Designy Academy course, How to Make Vague Requirements C...

Design is Dead Final, Final 23.02.2026

You’ve heard it before, but does AI finally take design out of the product design process? We’ll talk about the implications for your design decision making, the old process is out and the new process is in, and a universal process you can rely on regardless the tool. Check out the premium coaching offer at academy.designy.com for realtime, interactive, product-specific guidance.

When AI Reviews Design 16.02.2026

Today we’ll be talking about AI generated design support and look at three examples. What happens when you use them to review your design, and are there any alternatives? Included is a link to a free 30-minute quick course on “Getting Design Feedback That’s Actionable” Go to https://academy.designy.com

Making Messy Design Clear 09.02.2026

Not all stakeholders understand the value of design because it seems messy. Designers want a step by step process. Both are extremes, but the Designy Framework is a clear approach. In this episode we’ll talk about: why is design so messy? Why are there so many attempts to quantify it? I’ll share my Designy Framework and show how it can help not just explain design, but get product design done in b...

Design for Value 02.02.2026

Are you making design decisions which generate value? We’ll explore the three kinds of value Product Designers are in the best position to deliver. Also, we’ll review your homework from episode two (then you’ll get a break). Mentioned in the podcast: The long road to learning: https://www.designy.com/the-designy-mission/ Learn more about individual coaching and free 1-hour session: https://designy...

Grow Your Influence as a Designer 26.01.2026

How will you use today to turn your design skills into design leadership? Today we’ll talk about what kind of influence do you have as a product designer, and analyze your homework (homework? In a podcast?). Plus, a bonus exercise. Have a question? Send them to https://designy.com/ask

What is the Daily Sprint? 19.01.2026

We discuss what is the Daily Sprint and how you can leverage it towards design leadership. Also, we start an exercise to discover what’s challenges us as designers. Sign up for the free newsletter at https://designy.com

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