Tentative

Tentative

www.tentative.fm
Tentative is a podcast about digital product design. Hosted by thoughtbot’s Chief Design Officer Kyle Fiedler & Boston Design Director Jaclyn Perrone.


83: The Future is Beige
Jan 31 • 23 min
Jaclyn plans an intimate design sprint exercise for developers as well as a large design-thinking workshop, discusses why you can't just start ideating, and getting a large group to converge on a problem-statement. 3-12-3 Brainstorming Royal Tenenbaums…
82: Fruit by the Foot, Twix by the Yard, Jerky by the Inch
Jan 3 • 27 min
Happy new year! We welcome back Jaclyn, refreshed after her break, and discuss burn-out, task prioritization, MVP-ing your mental load, and setting goals & themes for the new year.Yard ‘O TwixHow Long is Fruit by the Foot?Buc-ees Jerky…
81: Selling Design (Miles Johnson)
Dec 6, 2019 • 28 min
Miles Johnson, designer at thoughtbot London, joins Kyle to discuss leveling-up sales skills, when to introduce clients to your process, maintaining the focus of development & design as a cohesive unit, and the joy of being a ‘generalist’.
80: Sparkle Makes Everything Magical (Elaina Natario)
Nov 22, 2019 • 30 min
Elaina Natario enlightens Kyle on all things jazz hands, as well as discusses Storybook, documenting design, working effectively alongside development, and how to use emoji.StorybookThe Hot Potato ProcessThere are many ways to spell tszuj 👨‍🍳✨Sobbing…
79: The User, the Code, and Me (Chris Schnaars)
Nov 8, 2019 • 36 min
Chris Schnaars joins Kyle to discuss computational design, creative control, design vs art, and the nature of design tooling.Sol Lewitt: A Wall Drawing RetrospectiveBret Victor - Inventing on PrincipleThings for macOS & iOSChris on Instagram
78: Everyone Can Draw (Skipper Chong Warson)
Oct 25, 2019 • 28 min
Skipper Chong Warson, Design Director of thoughtbot San Francisco, joins Kyle to discuss the psychology of podcast recording, overcoming awkwardness in communication & public speaking, and avoiding proxies when engaging with clients.“Steve would really…
77: A Hop of Faith (Keiran King & Tyson Gach)
Oct 4, 2019 • 31 min
Live from New York, it's Keiran King & Tyson Gach! They join Kyle to discuss designing apples, comparing and contrasting jobs-to-be-done to other frameworks, and defining 'customer success'.Jobs-to-be-done Workshop ReplaySolving Real Problems With Design-…
76: I Can Wait!
Sep 20, 2019 • 32 min
Jaclyn is taking a break for a little bit and Kyle sets a course for happiness. We talk about embracing change as an opportunity to define yourself, and having a similar mindset to build good habits between projects. Also, experimenting with and evolving…
75: Make It Pretty
Aug 14, 2019 • 24 min
Kyle has fun with a hiring-promo read, while Jaclyn dislikes the polling system in Slack. Also, presenting visual design to clients for feedback, frameworks for critique, and fostering creativity through constraints. This episode of Tentative is sponsored…
74: Commute to the Basement
Jul 31, 2019 • 25 min
While Jaclyn gives interview tips (both user and hiring), Kyle does his best Michael Keaton impression. Also, active listening, pizza facts, trying to keep a work / home balance when working remotely, and interview horror stories. This episode of…
73: 11:15 is a Time, Too
Jul 17, 2019 • 27 min
Jaclyn puts together a role-playing workshop for consulting your way through difficult conversations, and building empathy for the other parties. Kyle discusses conducting team 1<>1’s all on one day vs spreading them throughout the week. Plus, some…
72: Good Crafternoon
Jun 20, 2019 • 22 min
Jaclyn designs wristbands for a 5k, fiddles around with CSS Grid, and kicks off a new project. Meanwhile, Kyle attends many serious meetings. We discuss up-front user-research, timeline interviews, and pacing interviews for sustainability. J.P. Morgan…
71: Get Back Up Again
Jun 6, 2019 • 16 min
This week Kyle follows his calendar, while Jaclyn wraps up a research project and celebrates a fruitful sales-call, and we discuss trying to focus on positive reinforcement, the importance of being able to communicate your design work, and ‘clicking’ with…
70: Down the Doughnut Hole
May 8, 2019 • 24 min
Jaclyn is frustrated with calendars, and Kyle continues work on the thoughtbot.com redesign. Also skills evaluations, and lots of interviews. Calendly 15Five Put a Bird on It
69: Stand in Your Emotion
Apr 18, 2019 • 19 min
Kyle deals with a "dentist situation" and writes a blog post, while both he & Jaclyn return to IC design work. Also, manager training, partnering with an offshore development team while on a tight deadline, and the "good problems" of a large design…
68: iPod + a Case of Beer
Mar 28, 2019 • 35 min
Jaclyn goes on a ski trip, Kyle eats cake on the microphone (sorry). Also, de-stressing techniques, Austin weather (surprise), daylight savings time, the UI of car clocks, making the most of small gaps in your schedule, enriching collaboration with…
67: In This Kitchen, We Iterate
Mar 14, 2019 • 28 min
Jaclyn hosts a cooking show while Kyle does what his calendar tells him to. Also, being excited by invalidating ideas, devoting more time to synthesizing, taking TL;DR level sprint-notes, how switch interviews can influence your design sprint, and end of…
66: Drink Punctuations
Feb 28, 2019 • 28 min
Jaclyn starts a new Meetup and wonders about ice-breaking activities & community building. Kyle tries his hand at video editing after filming a skill interview, and starts work planning a thoughtbot.com redesign. Also, stress around social media email /…
65: No Tangents Friday
Feb 7, 2019 • 24 min
Jaclyn and Kyle discuss remote interview methodology, skillset tracking, Design Sprint 101™️, and Kyle’s skills as a Beer Ninja. Zoom Kyle During Usability Tests Plucky Cards
64: I Know, That You Know, That I Know What a Progress Bar Is
Jan 24, 2019 • 33 min
Jaclyn & Kyle wish you a (very belated) Happy New Year, and discuss the shortcomings of video-chat during interviews, using GitHub as a project management tool for company policy, the weirdnesses of user-interviews, and de-jargoning the term "prototype".
63: Solutionland™️
Jan 9, 2019 • 29 min
Jaclyn sells some art, kicks off a giant design sprint, and prepares a presentation on how to co-facilitate a design sprint. Kyle deals with new-office echoes & internet woes. We share the projects that we worked on for this year’s Ralphapalooza; plus,…
62: Down With Portfolios
Dec 13, 2018 • 31 min
Jaclyn & Kyle discuss the value of in-person meetings, the philosophy of Trello backgrounds, nostalgia for antiquated recording mediums, refining thoughtbot's designer hiring process, and design implementation. Squad Goals Background bikeTunes The ZIP…
61: Zebras Drinking Mint Juleps
Nov 29, 2018 • 33 min
Jaclyn & Kyle chat about the new thoughtbot Austin office, designing for Android, feelings on maintaining Sketch file tidiness, trying to make tabular data exciting to present, and commiserate over call-center software workflows. Material Design for…
60: Mimosas on a Tuesday
Nov 8, 2018 • 32 min
Jaclyn wraps up a project to hand off to a client’s design team, Kyle looses his voice after giving a design sprint presentation, plus personal habits to pursue before speaking engagements or while in Product Design Sprints, design patterns in children’s…
59: WHAT DO YOU DO ABOUT BEARS, KYLE?!?!
Oct 25, 2018 • 25 min
Jaclyn & Kyle discuss prototyping with a different tool, providing feedback for teammates, and practice spooky voices for Halloween / team 1-on-1 purposes. Medieval Times An Everyone Culture- Robert Kegan, Lisa Laskow Lahey Creativity, Inc.- Ed Catmull,…
58: I Love Little Notebooks
Oct 4, 2018 • 38 min
Jaclyn & Kyle discuss disrupting a good flow state, quitting coffee, balancing support & client work, and negotiating a healthy work/life balance. Kyle near a segway Kyle on a segway
57: Summit Shenanigans
Sep 20, 2018 • 34 min
Jaclyn & Kyle record in person (for the first time ever!) as thoughtbot gathers for our annual Summer Summit, and discuss the language around design / development, switch interviews, opinions about post-it notes, and the point of design sprints. Wanna Go…
56: From Entomology to Etymology
Sep 6, 2018 • 39 min
Dawn & Sam take the reigns this week and discuss designing filter systems, World Emoji Day, a11y in Emoji, and how ‘design goals’ should merge with ‘business goals’. Dawn on Twitter Sam on Twitter World Emoji Day input type="emoji" Compare Emoji Across…
55: Hired to Help (Robert Indries)
Jul 26, 2018 • 35 min
Jaclyn and Kyle are joined by Robert Indries of DG Studio to discuss applying design principles to other industries, deadlines (and procrastination), as well as the importance and difficulty of communication. DG Studio DermaSensor GDPR Robert on LinkedIn
54: Solutionize: Test the App, Not the User
Jul 6, 2018 • 33 min
Sameera Kapila, a designer from thoughtbot Austin, joins Kyle to talk about prototype user testing, being wary of leading questions, challenging assumptions, and ways to take action on your findings. Podcasting Chic UserInterviews.com Rocket Surgery Made…
53: BAM! Here’s Your App!
May 23, 2018 • 25 min
This week we discuss the importance of keeping a tight feedback loop on communication, and allowing time for experimentation & validation. Also, are retro notes helpful? thoughtbot Playbook What’s the Hardest Word to Spell? Just Like Mario
52: Kyle’s Think Hut™
May 2, 2018 • 31 min
Dealing with React Native, designing email templates for Outlook, "Designer News", and combating distraction. SendGrid Designer News no name®️ 5 steps to nailing your portfolio presentation in design interviews The First Cut is the Deepest Deep Work Carl…
51: Batman’s Fanny Pack
Apr 18, 2018 • 30 min
This week, we discuss approaches to prototypes in User Testing, Sharpie preferences, how Batman arrived at the final design of his utility belt, and defining thoughtbot’s design values. Tuxedo Snuggie Wonder Woman Snuggie Batman’s Utility Belt thoughtbot…
50: Immersed in Chaos
Apr 4, 2018 • 34 min
While recovering from SxSW Kyle & Jaclyn discuss design experiences in day-to-day life, and surviving conferences / networking events. Massive Change: Bruce Mau Bruce Mau’s 24 Principles for Massive Change South by Southwest Kyle @ SxSW Build Conf Wilson…
49: Food for Thought
Mar 21, 2018 • 37 min
Kyle & Jaclyn discuss weather apps, maintaining focus in User Interviews, tips for managing frequent contexting switching, and documentation during a design sprint. Daily UI Challenge Dragon Speech Recognition Kyle’s New BFF
48: Remove Thy Bias
Mar 2, 2018 • 29 min
Jaclyn & Kyle catch up and chat about user testing, and empathizing with user-problems you haven’t personally experienced. Other tangents include: sleep, traveling to NYC, the weather, spelling & pluralization techniques, the annoyance of advertisements,…
47: Cubital Fossa
Feb 16, 2018 • 33 min
We’re a bit giddy this rare pre-coffee morning recording, before Segway-ing into naming conventions in CSS, as well as communicating about the design process and decisions. AeroPress Elbow Pit BEM The Agile Bicycle
46: The Danger Zone
Feb 2, 2018 • 36 min
Jaclyn and Kyle ponder their past lives and spirit animals, and manage to squeeze in some design talk about condensed sprints, tips for managing remote user testing, reinforcing best-practices, and time management. Danger Zone
45: Happy Mistakes
Jan 19, 2018 • 31 min
Kyle & Jaclyn are back for 2018! This week they discuss Die Hard, designing on an iPad, the importance of community to creation, and embracing the flaws in your art. Daily UI Challenge My Kid Could Paint That Trailer Art & Fear: On the Perils (and…
44: Helvetica Wasn’t Designed Yet
Dec 15, 2017 • 33 min
Kyle & Jaclyn chat about Stranger Things, design approaches to personal sites, using improv to build better trust & communication on a team, & the importance of naming and language. Keep Ruby Weird Kyle on thoughtbot Blog Rocket Surgery Made Easy- Steve…
43: I Don’t Know What NeoPets are Either
Nov 24, 2017 • 48 min
Brenda and Dawn talk about early experiences with tech, CSS DevConf, code review, performance considerations around the world, and refactoring legacy sketch files. Keep Ruby Weird Elle Meredith KRW Keynote NeoPets CSS Dev Conf CSS Layout Club NYC…
42: Start Building, Start Meeting
Nov 9, 2017 • 31 min
Jaclyn and Kyle talk about ways to start a design career, as well as what happens when you’re deep in the trenches building products. Headspace thoughtbot Jobs thoughtbot Purpose Beginning HTML5 and CSS3 for Dummies A Complete Guide to Flexbox | CSS…
41: Happy Birthday Kyle
Jul 31, 2017 • 36 min
Reda & Kyle discuss color consistency across tools and devices, as well as the inefficiencies of design workflows. Making Sense Of Color Management- Craig Hockenberry React Sketch.app "Inventing on Principle"- Brett Victor Talk Abstract
40: CoolGraphics.com
Jun 30, 2017 • 32 min
Kyle & Reda discuss search engines, documentation searches, reminisce about Photoshop Slices in Dreamweaver, and question Reda’s Google-Fu. DuckDuckGo Dash Documentation Dreamweaver Keep Ruby Weird Call For Proposals PSD2HTML
39: Too Much Fiddling
Jun 9, 2017 • 28 min
Kyle & Dawn discuss end-of-project planning / organization, jobs vs user stories, and the merits of Austin TX. thoughtbot Home Page Parent/Child Management for Trello Converting to Jobs Stories
38: Grid Locked
May 26, 2017 • 26 min
Brenda joins Reda to discuss CSS Grid Layout, the reasons they don’t use grid frameworks as much anymore, iPad design, and the pros/cons of client vs product work. CSS Layout Club CSS Working Group "Learn CSS Grid"- Jen Simmons Neat
37: That Sounds Very Obvious Coming Out of My Mouth
Apr 28, 2017 • 24 min
Dawn and Kyle talk about Dawn’s recent experience running usability tests, and what learned from running them. Kyle discusses how he’s using Jobs-to-be-done theory to build a marketing landing page. Finally, how they approach which resolution screen to…
36: Floating in Space
Apr 7, 2017 • 35 min
Reda and Jack talk about design from the perspective of a developer, why CSS sucks for layout, retro game making, and App Store things. Jack’s Twitter Safari default CSS CSS Grid module CSS Flexbox Build Phase Scribattle FlippyBit App Store purge
35: Design Debt
Mar 24, 2017 • 27 min
We talk about the dichotomy of perfection in design, versus shipping something that is ‘good enough’. Reda discusses how he is keeping track of the places in the app that he wants to improve while trying to hit deadlines. Also, recent experience jumping…
34: Big Human Aspect
Mar 10, 2017 • 30 min
We discuss whether it is better to have a bunch of work waiting for you or none when getting back from a vacation, what it’s like being the only designer on a project, documenting design, and trends / style specifically for iOS (and how it relates to the…
33: Design Speak
Feb 24, 2017 • 30 min
Kyle is joined by Jaclyn Perrone to talk about designing with seed data, and how to make a new interface not look empty. They discuss using jobs-to-be-done to influence a product through interviews and job statements, as well as how they approach…
32: Sprinting Remotely
Feb 10, 2017 • 23 min
Kyle is joined by Dawn Delatte to discuss the different tools and methodology employed in tackling a remote design sprint. They cover some of the success and failures of a recent sprint and how they split up work afterwards.Dawn talks about diving into…
31: A Whiff of a Story
Jan 26, 2017 • 27 min
They’re back! Reda and Kyle team up for a new season of Tentative. In this episode we discuss the thought process, tools, and execution plan for goals and resolutions in the new year. Plus, books for Reda to read over the coming year, and the importance…
30: 50 Shades of Blue
Aug 19, 2016 • 39 min
Using Instagram’s redesign as an example, we discuss the new wave of apps that are starting a trend of black and white UI. This leads to a debate on having concrete style trends, and why it doesn’t always make sense to follow them (but why it might make…
29: A Midsummer Night’s Podcast
Jul 15, 2016 • 35 min
Reda and Kyle talk about how Kyle is tackling a branding project for a fantasy sports app. They then dig into how both are planning for upcoming design sprints, and the methodology behind their different approaches. Stattleship Logo Dribbble thoughtbot…
28: A Big Blob of Happiness
Jun 24, 2016 • 29 min
This episode Reda and Kyle talk about WWDC. They review new features for both iOS and the Apple Watch before discussing Apple’s public attitude towards design, and speculate about the process Apple follows building software. WWDC iOS watchOS macOS WWDC…
27: Rollercoaster of Feelings
Jun 10, 2016 • 27 min
This episode Reda and Kyle start off by talking about podcasting competition and Reda’s childhood psychology. Then they talk about how both are tackling SVG and walk away with different feelings about it. Reda wraps up by bashing HAML while Kyle tries to…
26: Vector of a Tack
May 27, 2016 • 41 min
This week Reda and Kyle talk about content and typography, how both apply to the web, and why they try to use real content as much as possible. Also, the problems that they run into when designing forms and the trade offs between usability and style.…
25: Everything’s a Nail
May 13, 2016 • 37 min
Reda and Kyle talk about the new thoughtbot.com. Kyle explains some of the reasons why they redesigned instead of iterating over the existing design. They talk about parts of their process and how tools like code and graphical editors fit in. They discuss…
24: Hunky Dory All the Time
Apr 22, 2016 • 38 min
On this episode Reda and Kyle rehash their conversation about Should designers code. They talk about teams and how design should fit in. They discuss design and design thinking at a high level in the company and design leadership in our community. Should…
23: Darkish-Gray Patterns
Apr 4, 2016 • 42 min
Cheerful Reda and Kyle talk about ethics in their work. Discussion hovers around dark patterns in design. They talk about dark patterns with cable companies, airlines, and domain registrars. And how dark patterns can effect the long term sustainability of…
22: Best of Both Words
Mar 18, 2016 • 40 min
Reda and Kyle talk about writing as a designer. What their process is for writing, what the process is like writing for thoughtbot, and how they differentiate posts on thoughtbot’s blog and their personal blog. Plus Reda goes on a rant against Medium.…
21: Snapchat For Design Feedback
Feb 26, 2016 • 31 min
This week Reda and Kyle talk about tools for collaborative design feedback. They talk about how they’ve used tools at thoughtbot and what are the pros and cons of each of the tools. They also talk about how they use these tools to get feedback from other…
20: Minimal Viable Design
Feb 12, 2016 • 35 min
In this episode Red-A and Kyle talk about product design and development at thoughtbot. They go over how they use tools like Trello and Slack to communicate with their teams and their clients and how design fits into that process. They talk about how they…
19: Death to GUIs
Jan 22, 2016 • 44 min
During this episode, Reda and Kyle talk about conversational user interfaces. They talk about popular implementations of conversational UIs, how they use these tools and what effect it has on the future of graphical user interface.
18: It’s Not Satisfying Unless You Blow Into the Cartridge
Jan 8, 2016 • 44 min
In this episode Reda and Kyle talk about the homogenization in web design. How styles have evolved in the pas and how they see style trends in graphic design evolving in the future. They discuss the issues and problems facing archiving application design.…
17: Let’s Talk About CSS Baby (Lets Talk About You and Me)
Dec 24, 2015 • 43 min
During this episode, Reda and Kyle talk about their qualms with CSS. They talk about CSS naming conventions, how they tackle layout and the wonderful world of flexbox. Kyle tries to educate Reda on some early 90’s pop music and fails. Let’s talk about sex…
16: Master of IE
Dec 4, 2015 • 45 min
In this episode Reda and Kyle talk about browser testing. They discuss how they approach testing each browser and operating system and devices. They talk about the differences in type rendering, browser user interface, and layout. Reda talks about how he…
15: X is bad for Y
Nov 13, 2015 • 42 min
In this episode Reda and Kyle discuss iteration and design process. They talk about the differences between how a junior designer takes on a project and how a senior designer takes on a project. Kyle talks about how jobs to be done fits into his design…
14: Photoskop and Other Tools
Oct 23, 2015 • 45 min
This week Reda and Kyle talk about the tools that they use during their design process. They touch on everything from graphical editors, color pickers and task list applications. Text Editor Episode Photoshop Illustrator Sketch Chrome preference for…
13: Designing For Human Emotion
Sep 18, 2015 • 36 min
This week Reda and Kyle talk about empathy in design and keeping in mind a users state of mind while designing. They give examples when when humor and playfulness are good to add into user experience and some cases when it isn’t. Reda’s tweet about Slack…
12: How Many Questions Do You Ask?
Sep 4, 2015 • 42 min
This episode Reda and Kyle talk about the thoughtbot hiring process for designers. They talk about what they look for in designers, what they look for in a portfolio, and details about each step in the hiring process. Blurred lines Organically designing…
11: Your Favicon is Ugly
Aug 28, 2015 • 46 min
Reda and Kyle follow up on SVGs, talk about differences between Chrome and new Safari’s pinned tabs. They discuss some of the ways of allowing users control over design and themes of the app they are designing. Lastly they talk about how they design with…
10: Doing Things the Hard Way (Brenda Storer)
Jul 31, 2015 • 43 min
In this episode, Brenda Storer stands in for the vacationing Reda. Brenda and Kyle talk about Brenda’s recent talk on SVG’s. The in’s and out’s of her process of learning about them and talking about them. They also talk about giving talks. This episode…
9: Should Designers Code?
Jul 17, 2015 • 36 min
In this episode, Kyle and Reda tackle the ‘should designers code’ debate. They talk about the differences between designing vs implementing, what to look for in a good designer and if developers should know how to design. This episode of Tentative is…
8: Padding Rocks & Kerning Waves
Jul 3, 2015 • 40 min
In this episode, Kyle and Reda talk about vacation as a designer, some of the signs that they are burning out and how they deal with burnout. This episode of Tentative is sponsored by: Code School: Entertaining online learning for existing and aspiring…
7: Hamburgers Are an Abomination
Jun 19, 2015 • 48 min
In this episode, Kyle talks about his current project, Reda talks a lot about accessibility and how he designs for it, and Kyle trolls Reda into a rant about the Hamburger icon. World Accessibility Day Color Oracle is free Mac app to help you view your…
6: Peeling Potatoes With Scissors
Jun 11, 2015 • 43 min
In this episode, Kyle & Reda finally talk about design sprints, they discuss the process at thoughtbot, argue about prototyping and how they pick the right tool for the right job. Invision Marvel thoughtbot Design Sprint Repo Google Ventures design sprint…
5: It’s Pronounced Al-u-minney-um
May 22, 2015 • 40 min
In this episode, Kyle & Reda follow up about product focus, then move on to talk about designer job titles and experimentation in UI design. JTBD New apple building Definition of Product Rototo Little Big Details
4: Leggo’ My Ego
May 8, 2015 • 46 min
In this episode, Kyle & Reda talk about giving design feedback to peers, and receiving feedback from clients and users. On Design Feedback Sassquatch- Use coupon code TENTATIVE for 25% off!
3: A Fridge with Key Bindings
Apr 27, 2015 • 34 min
In this episode, Kyle & Reda talks about text editors, Sassquatch, and Sass. Macvim Sublime 3 Sassquatch- Use coupon code TENTATIVE for 25% off!
2: Game-changing UX
Apr 10, 2015 • 30 min
In this episode, Reda & Kyle—mostly Reda—talk about game design versus app design, juggling between projects, and creativity. Rototo
1: Don’t Say UX
Mar 19, 2015 • 36 min
In our inaugural episode, Reda & Kyle discuss the latest browser announcements, React Native, and buzzword pet-peeves. Microsoft Announces "Project Spartan" Vivaldi React.js Conf 2015 Keynote- Introducing React Native