Designed Today

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Practical UX career mentorship, one conversation at a time.

The gist

Designed Today treats UX as a career path, not just a toolkit. Dylan Winspear mixes coaching-minded solo framing with guest conversations on management, empathy, accessibility, ambition, distraction, and the habits that help designers mature.

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About Designed Today

Designed Today is a UX career show with a coaching backbone. It treats design as work done through people, tradeoffs, and personal growth. Dylan Winspear presents the show as a place to improve a designer's UX game from beginning to end. The episodes lean toward the moments when a designer has to decide what kind of professional to become next. One conversation follows the shift from individual contributor work into management, with attention to coaching, feedback, alignment documents, and the quieter forms of impact that can disappear from a portfolio. Another episode closes a soft-skills series by taking empathy seriously after the word has become industry shorthand. The discussion moves from UX research posture into broader habits of curiosity, question-asking, and understanding people beyond familiar circles. That gives the show a wider human register without losing its practical design focus. Career ambition gets treated as useful fuel, but also as something that needs balance and self-awareness. The show is especially interested in fit: not just getting hired, but finding a situation where both sides can actually help each other. Accessibility appears as a core design responsibility rather than a passing trend, with Doug Collins positioned as an accessibility expert and advocate. Product leadership also comes through, especially in the conversation with Catherine Wong about lessons learned through work and mentorship. The tone is informal but purposeful. It can be personal. It stays anchored in career movement, design community, and concrete professional habits. Designed Today also reaches beyond UX process into attention and behavior through the episode with Near, whose books Hooked and Indistractable frame questions about habits, products, and focus. The recurring pattern is clear: craft matters, but judgment matters too. Designers are asked to build skills, relationships, perspective, and resilience together. The show is strongest for listeners who want mentorship-shaped design conversations without losing touch with the day-to-day realities of interviews, teams, managers, and users.

Made for: Designed Today is for early and mid-career UX designers who want clearer judgment around career growth, interviews, soft skills, accessibility, leadership, and product work. It also fits design-adjacent professionals who care about how UX careers actually develop.

What sets it apart: The show combines UX craft with candid career coaching, treating ambition, empathy, management, and workplace fit as design skills in their own right. Its guest conversations stay grounded in professional turning points rather than abstract industry commentary.

In their own words

Designed Today brings you insights to help bridge the world of Design & Business. I’ve centered my career on being the bridge between the “design eye” and the “business mind”. Learn how you can improve your design, branding, marketing, and advertising skills all in one place. In this show, we’ll explore the startup world, flexing the entrepreneurial muscles, from a User Experience perspective.

Why you'd press play

An all-star UX team stuck fixing screens is the kind of career snag you came to untangle.

Press play if you want

  • to replace interview self-selling with an honest conversation about mutual fit
  • to hear Dylan Winspear ask what pulls a designer from hands-on work into management
Read the full recommendation in PlayNext →
UX career growthindividual contributor to manager transitionsempathy and understandingaccessibility in designambition and interviewsnetworking and professional relationshipsproduct leadershipfocus and distraction

Talks about

Best episodes of Designed Today

Short reviews from the PlayNext desk, based on the episodes we processed.

Individual Contributor to Manager (w/ David Hoang) // Ep. 111Mar 16, 2021

A reflective conversation about how leadership can grow out of design work before management is actively pursued.

The move from individual contributor to manager is treated as a shift in how impact gets measured. Leadership here is not presented as pure ambition or ladder climbing, but as work that can arrive through circumstance: coaching someone through a hard challenge, giving useful…

Soft-Skills: Empathy (Week 7) // Ep. 109Mar 2, 2021

A candid UX conversation reframes empathy as the practical work of understanding where other people come from.

Empathy can get flattened into UX shorthand, but this episode gives it a more practical shape. The conversation links a designer's curiosity to the habit of asking about people's histories, rights, and privileges, then keeps widening the frame beyond product work.

Podcasts like Designed Today

Episodes

  1. 1

    Individual Contributor to Manager (w/ David Hoang) // Ep. 111

    Hidden gem

    Design Today episode 111 pairs Dylan Winspear with Webflow director of design David Hong to talk about the shift from individual contributor to manager.

    Mar 16, 2021·43m·2 clips
  2. 2

    Next Level of Goals (w/ Drew Bridewell) // Ep. 110

    Mar 9, 2021·52m
  3. 3

    Soft-Skills: Empathy (Week 7) // Ep. 109

    Hidden gem

    Empathy in UX is "downplayed" when it becomes a buzzword, and understanding can be enough.

    Mar 2, 2021·32m·2 clips
  4. 4

    The Recruiter Dilemma (w/ Joe Taft) // Ep. 108

    Feb 23, 2021·41m
  5. 5

    Soft-Skills: Listening (Week 6) // Ep. 107

    Feb 16, 2021·41m
  6. 6

    Becoming a User Defender (Jason Ogle) // Ep. 106

    Feb 9, 2021·41m
  7. 7

    Soft-Skills: Collaboration (Week 5) // Ep. 105

    Feb 2, 2021·41m
  8. 8

    Designing for Voice (Lauren Madsen) // Ep. 104

    Jan 26, 2021·42m
  9. 9

    Soft-Skills: Facilitation (Week 4) // Ep. 103

    Jan 19, 2021·38m
  10. 10

    Transparency & Communication (w/ Freelance Designer Jeremy Mura) // Ep. 102

    Jan 12, 2021·43m
  11. 11

    Welcome to 2021 // Ep. 101

    Jan 5, 2021·10m
  12. 12

    2,549 Minutes // Ep. 100

    Dec 1, 2020·1h 18m
  13. 13

    Strategic UX Writing (w/ Content Strategist Torrey Podmajersky) // Ep. 99

    Nov 24, 2020·42m
  14. 14

    Soft-Skills: Articulating Design Choices (Week 3) // Ep. 98

    Nov 17, 2020·33m
  15. 15

    Preparing for a Freelance Career (w/ Freelance Designer Connor Fowler) // Ep. 97

    Nov 10, 2020·43m
  16. 16

    Soft-Skills: So You Think You've Got It All (Week 2) // Ep. 96

    Nov 3, 2020·35m
  17. 17

    What is Accessible Design (w/ VP Laura Silva) // Ep. 95

    Oct 27, 2020·56m
  18. 18

    Soft-Skills: Introduction (Week 1) // Ep 94

    Oct 20, 2020·28m
  19. 19

    Both Sides of the Hiring Table (w/ Jared Spool) // Ep. 93

    Hidden gem

    Design Today host Dylan interviews Jared Spool about entering UX, hiring junior designers, and designing hiring processes around first-year outcomes.

    Oct 13, 2020·49m·3 clips
  20. 20

    Getting Started & Finding Inspiration (Q&A Session) // Ep. 92

    Oct 6, 2020·18m
  21. 21

    Your Unique Journey Into UX (w/ @UXGoodies Ioana Teleanu) // Ep. 91

    Ioana Teleanu recommends applying the UX process to career decisions before choosing a mentor.

    Sep 29, 2020·41m·2 clips
  22. 22

    Daily UI Copycat Challenge // Ep. 90

    Sep 22, 2020·7m
  23. 23

    The Power of Vulnerability (w/ Logo Designer James Martin) // Ep. 89

    Sep 15, 2020·44m
  24. 24

    Micro Case Studies // Ep. 88

    Sep 8, 2020·7m
  25. 25

    Discovering Your Voice (w/ Product Design Instructor Elize Todd) // Ep. 87

    Sep 1, 2020·44m
  26. 26

    Sometimes You Just Need To Show Up // Ep. 86

    Aug 25, 2020·5m
  27. 27

    Build Product Like Disney Imagineers // Ep. 85

    Aug 18, 2020·50m
  28. 28

    Story Time: I Fired A Client // Ep. 84

    Aug 8, 2020·9m
  29. 29

    The Value Of UX Deliverables // Ep. 83

    Aug 4, 2020·38m
  30. 30

    The Tortured Designer // Ep. 82

    Jul 28, 2020·4m
  31. 31

    Beginning Your Freelance UX Career // Ep. 81

    Jul 21, 2020·46m
  32. 32

    Overcoming Stockholm Syndrome // Ep. 80

    Jul 14, 2020·5m
  33. 33

    How To Successfully Demonstrate Your Ambition // Ep. 79

    Designed Today features Uliti Fangupo describing his move from Tonga to the University of Kansas with $300, followed by a UX boot camp and 123 unsuccessful job applications.

    Jul 7, 2020·46m·3 clips
  34. 34

    Avoiding Design Biases // Ep. 78

    Jun 30, 2020·6m
  35. 35

    Organizational Design: From 150 to 600 // Ep. 77

    Jun 23, 2020·39m
  36. 36

    Float Like A Butterfly // Ep. 76

    Jun 16, 2020·5m
  37. 37

    What I Learned After UX Bootcamp // Ep. 75

    Jun 9, 2020·41m
  38. 38

    How To Develop A Champions Mindset // Ep. 74

    Jun 2, 2020·5m
  39. 39

    How To Design For Easy Accessibility // Ep. 73

    Host Dylan Winspear introduces accessibility expert Doug Collins and promotes a free resume course for designers.

    May 26, 2020·31m
  40. 40

    Who's the Design Diva Now // Ep. 72

    May 19, 2020·7m
  41. 41

    A Journey of Hustle // Ep. 71

    Host Dylan Winspear interviews Catherine Wong, Chief Product Officer at Domo, discussing lessons in design, business, and leadership.

    May 12, 2020·33m
  42. 42

    Stand-ups, Neumorphism and More // Ep. 70

    May 5, 2020·18m
  43. 43

    The Many Faces of Mentorship // Ep. 69

    Apr 28, 2020·38m
  44. 44

    The Creativity Killer: Apathy // Ep. 68

    Apr 20, 2020·6m
  45. 45

    Starting The Wave of Inclusivity // Ep. 67

    Apr 14, 2020·30m
  46. 46

    The Chesterton Principle // Ep. 66

    Apr 7, 2020·4m
  47. 47

    How to become Indistractable // Ep. 65

    The host interviews Nir Eyal, author of Hooked and Indistractable, about building habit-forming products and controlling attention.

    Mar 31, 2020·38m
  48. 48

    Welcome Back // Ep. 64

    Mar 24, 2020·14m
  49. 49

    How To Combat Imposter Syndrome // Ep. 63

    Nov 19, 2019·6m
  50. 50

    How To Collaborate More Effectively // Ep. 62

    Nov 12, 2019·40m