Loading summary
Host
Imagine you've just been asked to lead a new project. You know, the kind that's full of complex, interconnected problems where it's super unclear how to get started. How do you attack that ambiguity and get momentum quickly? That's what this episode is all about. And we're going to start by hearing how Jenny Nguyen got momentum when she first started designing figjam.
Jenny Nguyen
The way that I usually approach, like a big open ended problem is I sort of like just like write down all the questions that we have and all the questions that we need to solve. And I actually remember doing this with figjam. We had this messy page in our figma file that just listed like all of the different questions that we had and that we knew we would have to solve before launching this.
Host
Spatial writing has pretty quickly become my favorite way to think, especially when dealing with really complex design challenges. The meatier the problem, the more likely I am to start my design process.
Jenny Nguyen
In figjam, it's big questions like, what is the relationship between figma and figjam? And small questions like how do you manipulate text? Like, really being exhaustive there.
Host
Your goal is to figure out which questions do you have to answer that unlock answers to other questions as well.
Jenny Nguyen
I will go through and sort of look at the questions and say, like, what are the questions here that really feel like once we crack them all the answers to all the questions, other questions will sort of be easy to answer and very obvious.
Host
These tipping point questions are often referred to as Eigen questions, and they're a key way to frame problems more effectively. Jenny even built an entire FigJam template to help designers get better at identifying and sequencing the right questions. But at some point you have to start answering them with pixels, which is why I love this line from my interview with Michael Wandelmeyer while talking about his time leading design at metalab.
Michael Wandelmeyer
I think truly designing to find an answer, not finding an answer to be able to design is a basic principle, isn't like, you absolutely have to get into it and be evaluating a solution.
Host
Jenny also talked about the importance of creating this momentum.
Jenny Nguyen
If there's a sort of big hairy question and you're like, not quite sure what to do. My instinct is always to, like, do something. It's like, okay, there could be a lot of options in this option space, but let me just like mock up one or two and sort of get those out there and get some feelers. Because having that information and that feedback about these two different options is going to help me just understand the option Space better.
Host
Now, here's the mistake I see designers make too often. Let's say you're exploring one of these tipping point questions, and you narrow in on, like, six different concepts that you think show a lot of potential. Now, the last thing that you want to do is present these as six separate concepts to the team. Here's Alex Cornell explaining why, if you're.
Alex Cornell
Just sharing, like a whole bunch of work, like, what do you guys think of this? And you don't really make it clear what you were really toiling over, you're going to get feedback all over the place. So I think it's very important to establish and make very clear the framework that was guiding you when you did the thing, so that it can sort of create an architecture around the ideas that you show that is very clear to people, so that it's not like just getting a whole bunch of mocks thrown at you. You actually help them understand what is distinct about this idea, why is it even being included in this combination? And where does it sit on this little map that I'm going to draw for you?
Host
That's why I'm such a big fan of presenting my work on a spectrum. If we do a good job of identifying those tipping point questions, then you can anchor all of your explorations along that spectrum. Now, all of a sudden, instead of looking at six isolated mockups, you're presenting two or three high level directions that your team can take. The key is to paint the edges first. And that's exactly what Jenny did while working on FigJam.
Jenny Nguyen
Like, there's just two extremes. So, for example, how fun and expressive should FigJam be? And, you know, there could be one side that's like, super not expressive, like very utilitarian, and one that's like, over the top. And I usually think with most design questions, it's actually never the polar opposites. It's always like, somewhere in between. The fine line is like, figuring out where it is in that middle. But I think just pushing the extremes lets you see, like, hey, if we just optimize for one certain thing, what does this actually design direction look like.
Host
When I'm presenting my ideas at crit, or maybe just making a simple loom video to drop it in slack. I'll often start my presentation with a simple visual representation of my spectrum. This helps people understand my mental models before we dive into specific concepts. And a lot of times that spectrum is just appetite. How much are we willing to invest in this? But another spectrum that I frequently used at Maven was This balance between power and simplicity. Take email marketing for instance. Should we allow instructors to customize their own automation systems? Or should we design an 8020 solution that works out of the box regardless of what spectrum you're operating on? The key is to make a recommendation.
Alex Cornell
Sometimes it can be useful to kind of whittle something down to like, here's a decision that's scoped that I can fully describe to you all of the sort of background and as a result of all that background that you now you have, you could kind of either go this way or that way. And here's the reasons why you might go one way or the other. And here's what they look like, here's a prototype of each of them, and here's why I think option two is the best one.
Host
The importance of having an opinion when presenting your work has definitely been the theme over the last 80 or so episodes. Rich Arnold even said it was one of the main lessons that he learned after he left vine and moved over to Instagram.
Rich Arnold
I think I had this habit of just sort of coming in with like a menu of solutions and being like, what do you think? Yeah, you want to pick one. And at Instagram in general, at Facebook, like, they're very good at not letting you take that decision off of your plate and put it onto them. So if you come in and you don't have an opinion on what's right, they'll just tell you to come back. When you think you know what the right thing to do is, then you have to come back and present why this is the right thing to do.
Host
And the reason is when you have a clear point of view, it forces people to react, which is why it's such an important tactic when you're dealing with these super open ended and ambiguous problems. It reminds me of when Michael explained why Metalab uses what he calls the ridiculously early hypothesis.
Michael Wandelmeyer
What this meant was to try to come back after a week of kickoff with a really strong, structured, narrative driven point of view as to what we should be doing next and to present that to get a reaction to the client so that we don't give like some four week span of like product definition without having really put an idea forward.
Host
Jenny talks about getting momentum in a similar way.
Jenny Nguyen
I'll always sort of have what I call like a straw man, just one option that I believe in the most, even if it's not going to be the final one. And I think just having an opinion and sort of asserting one option that I really care about is a Good way to sort of like move things forward as opposed to having analysis, paralysis.
Host
Real quick message and then we can jump back into it. Meet Trevor Nielsen. He's been designing products for the last decade plus, but after 14 months he canceled his Mid Journey account because he found a tool that he likes even more after listening to this show. And it's called Visual Electric. It's a new image generation tool that's built specifically for designers. It's the most photorealistic one out there. Even more than Mid Journey, they also have a bunch of beautiful predefined styles. And it's so incredibly easy to iterate because the entire experience happens on an infinite canvas. So you'll feel right at home. Honestly, the whole product is the epitome of taste. So the next time that you need imagery for a project, I cannot recommend Visual Electric enough. Head to Dive Club Slash Electric to check it out today. And if you like it as much as I know that you will, you can use the code Dive Club to get your first month for free. My favorite animation tool, Jitter, just had a game changer of a release. They just dropped their first set of community templates created by some of the best designers and studios that I know. And get this, they're all free. You don't even have to download anything because Jitter is like Figma, only for animation design. Just head to their new community page. It's full of incredible animations and when you find one that you love, you can remix it in a single click and make it your own with their intuitive editor. If you want to give it a try, Head to Dive Club slash Jitter. That's J I T T E R. Okay, now onto the episode. Getting momentum on a hairy problem is great, but when you keep pushing things forward, don't forget to make it very clear what the team is leaving behind.
Alex Cornell
It's not super defined the edges of where you could go. You at least understand that if we go this way, we're not going that way. And there's certain things down that way that we liked, but we're leaving them behind. And that's, I think, a good, a good place to be when people understand those trade offs.
Host
And that's why I like to think about building software products a bit like exploring a cave. Your role as the designer is to venture ahead, illuminate potential routes, share your findings with the group, then you can propose a direction and help the team get there. You're not committing to a specific UI at this stage, you're merely aligning on the map and choosing a high level route to take. I have an upcoming episode with Andre Harazimchuk, who was the first designer at both Adobe and Figma, and I think he does a really good job of explaining this idea.
Andre Harazimchuk
Good designers understand how to tell enough story, but leave themselves wiggle room so that when it changes, invariably down the road or during the process, at the end of it, they're not stuck with an unhappy executive customer. You know, whoever. The best designers I've worked with or managed have always been good at telling an inspiring story. Showing what's possible, but not showing what will be, only showing what could be.
Host
That's why when I'm exploring early concepts, the phrase that I use the most is it could look something like this. That tiny little disclaimer is a powerful communication tool and a great way to avoid visual nitpicking. Now I know what you're thinking. Wouldn't it be more obvious if the designs were low fidelity? And possibly. But again, you get better feedback when something looks and feels real. When you're exploring a cave, high fidelity prototypes serve as the brightest flashlights. Hey, it's red. Don't forget if you want to go even deeper. Each week I send an email out to over 10,000 designers with bonus resources and key takeaways from these conversations. So head to Dive Club email to sign up. Okay, I'll see you next week.
Dive Club Episode Summary: "Attacking Ambiguity with Design"
In this compelling episode of Dive Club, host Ridd delves into strategies for navigating complex and ambiguous design challenges. The discussion centers around how designers can effectively tackle open-ended problems to gain momentum and drive projects forward. Featuring insights from industry experts Jenny Nguyen and Alex Cornell, the episode offers practical approaches and valuable lessons for designers facing uncertainty in their projects.
The episode kicks off with Ridd posing a fundamental question: "Imagine you've just been asked to lead a new project. You know, the kind that's full of complex, interconnected problems where it's super unclear how to get started. How do you attack that ambiguity and get momentum quickly?" This sets the stage for an in-depth exploration of methodologies to address and overcome design ambiguity.
Jenny Nguyen shares her systematic approach to dealing with big, open-ended problems. She emphasizes the importance of "writing down all the questions that we have and all the questions that we need to solve" (00:21). By cataloging both major and minor questions, Jenny creates clarity and direction for her design projects.
Jenny Nguyen (00:21): "The way that I usually approach, like a big open ended problem is I sort of like just like write down all the questions that we have and all the questions that we need to solve."
This method was effectively applied during her work on FigJam, where she maintained a "messy page" listing all pertinent questions, facilitating a comprehensive understanding of the project’s requirements (00:21; 00:50).
Ridd introduces the concept of "tipping point questions," also known as Eigen questions, which are pivotal in unlocking solutions to other related questions. Jenny explains her process of sorting questions to identify those that, once answered, simplify the resolution of subsequent issues.
Jenny Nguyen (01:07): "I will go through and sort of look at the questions and say, like, what are the questions here that really feel like once we crack them all the answers to all the questions, other questions will sort of be easy to answer and very obvious."
This strategic prioritization ensures that efforts are focused on the most impactful areas, streamlining the design process.
Jenny emphasizes the importance of taking action to maintain momentum, especially when facing uncertainty. She advocates for creating "mockups" or exploring different options early on to gather feedback and better understand the design landscape.
Jenny Nguyen (02:01): "If there's a sort of big hairy question and you're like, not quite sure what to do. My instinct is always to, like, do something."
Ridd echoes this sentiment, highlighting the necessity of initiating tasks to prevent analysis paralysis and to gain actionable insights quickly.
Alex Cornell warns against presenting too many separate concepts to the team, which can lead to scattered feedback and confusion. Instead, he advises establishing a clear framework that guides the presentation of ideas.
Alex Cornell (02:41): "It's very important to establish and make very clear the framework that was guiding you when you did the thing... so that it's not like just getting a whole bunch of mocks thrown at you."
Ridd supports this approach by advocating for presenting ideas on a "spectrum," which helps anchor explorations along defined high-level directions rather than disparate mockups.
Ridd (03:17): "If we do a good job of identifying those tipping point questions, then you can anchor all of your explorations along that spectrum."
This method fosters clearer communication and more focused team discussions.
Having a strong, well-articulated opinion is crucial when presenting design solutions. Ridd references Rich Arnold’s experience, emphasizing that designers must advocate for their ideas rather than presenting a menu of options.
Rich Arnold (05:28): "When you think you know what the right thing to do is, then you have to come back and present why this is the right thing to do."
This proactive stance ensures that designers drive the conversation and guide the team towards the most effective solutions.
Michael Wandelmeyer introduces the concept of the "ridiculously early hypothesis," which involves presenting a strong, narrative-driven point of view shortly after project kickoff to elicit reactions and avoid prolonged periods of undefined product development.
Michael Wandelmeyer (06:09): "Try to come back after a week of kickoff with a really strong, structured, narrative driven point of view as to what we should be doing next."
Jenny aligns with this strategy by maintaining a "straw man" proposal—a preliminary option she believes in—to facilitate progress and prevent stagnation.
Jenny Nguyen (06:32): "Having an opinion and sort of asserting one option that I really care about is a good way to sort things forward as opposed to having analysis paralysis."
Alex Cornell further explores the importance of clarity in communication by ensuring that the team understands what is being pursued and what is being set aside. This transparency helps manage expectations and highlights the rationale behind design decisions.
Alex Cornell (08:37): "If we go this way, we're not going that way. And there's certain things down that way that we liked, but we're leaving them behind."
Ridd likens the design process to "exploring a cave," where designers illuminate potential paths and guide the team in choosing a strategic direction without committing to specific UI elements prematurely.
Ridd (08:52): "You're not committing to a specific UI at this stage, you're merely aligning on the map and choosing a high level route to take."
Andre Harazimchuk reinforces this by emphasizing the balance between storytelling and flexibility in design narratives.
Andre Harazimchuk (09:22): "Good designers understand how to tell enough story, but leave themselves wiggle room so that when it changes... they're not stuck with an unhappy executive customer."
Ridd adopts the philosophy of presenting concepts with the phrase "it could look something like this," allowing for creative exploration while avoiding premature fixation on specific designs.
The episode concludes with key takeaways on maintaining momentum in the face of ambiguity by clearly communicating design directions, establishing a strong framework for presenting ideas, and having a decisive point of view. These strategies empower designers to lead projects effectively, ensuring that teams remain aligned and productive even when initial problem definitions are unclear.
Ridd invites listeners to further engage with Dive Club by signing up for additional resources and upcoming episodes that continue to explore essential design principles and practices.
By integrating these strategies, designers can effectively navigate ambiguous projects, leading their teams with confidence and clarity.
For more insights and resources from this episode, visit Dive Club or subscribe to their email list to receive bonus materials and key takeaways from Dive Club conversations.