Five Practical Strategies for Entry-Level Designers in the AI Era

In Part I of this series on the design talent crisis, I wrote about the struggles recent grads have had finding entry-level design jobs and what might be causing the stranglehold on the design job market. In Part II, I discussed how industry and education need to change in order to ensure the survival of the profession.

Part III: Adaptation Through Action 

Like most Gen X kids, I grew up with a lot of freedom to roam. By fifth grade, I was regularly out of the house. My friends and I would go to an arcade in San Francisco’s Fisherman’s Wharf called The Doghouse, where naturally, they served hot dogs alongside their Joust and TRON cabinets. But we would invariably go to the Taco Bell across the street for cheap pre-dinner eats. In seventh grade—this is 1986—I walked by a ComputerLand on Van Ness Avenue and noticed a little beige computer with a built-in black and white CRT. The Macintosh screen was actually pale blue and black, but more importantly, showed MacPaint. It was my first exposure to creating graphics on a computer, which would eventually become my career.

Desktop publishing had officially begun a year earlier with the introduction of Aldus PageMaker and the Apple LaserWriter printer for the Mac, which enabled WYSIWYG (What You See Is What You Get) page layouts and high-quality printed output. A generation of designers who had created layouts using paste-up techniques with tools and materials like X-Acto knives, Rapidograph pens, rubyliths, photostats, and rubber cement had to start learning new skills. Typesetters would eventually be phased out in favor of QuarkXPress. A decade of transition would revolutionize the industry, only to be upended again by the web.

Many designers who made the jump from paste-up to desktop publishing couldn’t make the additional leap to HTML. They stayed graphic designers and a new generation of web designers emerged. I think those who were in my generation—those that started in the waning days of analog and the early days of DTP—were able to make that transition.

We are in the midst of yet another transition: to AI-augemented design. It’s important to note that it’s so early, that no one can say anything with absolute authority. Any so-called experts have been working with AI tools and AI UX patterns for maybe two years, maximum. (Caveat: the science of AI has been around for many decades, but using these new tools, techniques, and developing UX patterns for interacting with such tools is solely new.)

It’s obvious that AI is changing not only the design industry, but nearly all industries. The transformation is having secondary effects on the job market, especially for entry-level talent like young designers.

The AI revolution mirrors the previous shifts in our industry, but with a crucial difference: it’s bigger and faster. Unlike the decade-long transitions from paste-up to desktop publishing and from print to web, AI’s impact is compressing adaptation timelines into months rather than years. For today’s design graduates facing the harsh reality documented in Part I and Part II—where entry-level positions have virtually disappeared and traditional apprenticeship pathways have been severed—understanding this historical context isn’t just academic. It’s reality for them. For some, adaptation is possible but requires deliberate strategy. The designers who will thrive aren’t necessarily those with the most polished portfolios or prestigious degrees, but those who can read the moment, position themselves strategically, and create their own pathways into an industry in tremendous flux.

As a designer who is entering the workforce, here are five practical strategies you can employ right now to increase your odds of landing a job in this market:

1. Leverage AI literacy as competitive differentiator
2. Emphasize strategic thinking and systems thinking
3. Become a “dangerous generalist”
4. Explore alternative pathways and flexibility
5. Connecting with community

1. AI Literacy as Competitive Differentiator

Just like how Leah Ray, a recent graphic design MFA graduate from CCA, has deeply incorporated AI into her workflow, you have to get comfortable with some of the tools. (See her story in Part II for more context.)

Be proficient in the following categories of AI tools:

• Chatbot: Choose ChatGPT, Claude, or Gemini. Learn about how to write prompts. You can even use the chatbot to learn how to write prompts! Use it as a creative partner to bounce ideas off of and to do some initial research for you.
• Image generator: Adobe Firefly, DALL-E, Gemini, Midjourney, or Visual Electric. Learn how to use at least one of these, but more importantly, figure out how to get consistently good results from these generators.
• Website/web app generator: Figma Make, Lovable, or v0. Especially if you’re in an interaction design field, you’ll need to be proficient in an AI prompt-to-code tool.

Add these skills to your resume and LinkedIn profile. Share your experiments on social media. 

But being AI-literate goes beyond just the tools. It’s also about wielding AI as a design material. Here’s the good part: by getting proficient in the tools, you’re also learning about the UX patterns for AI and learning what is possible with AI technologies like LLMs, agents, and diffusion models.

I’ve linked to a number of articles about designing for AI use cases:

• Design Patterns For AI Interfaces
• The 4D Method to Build AI Products That Users Actually Want
• Post-Chat UI
• The Receding Role of AI Chat

Have a basic understanding of the following:

• Agents: Think of AI agents as independent AIs that can call other more specialized AIs. Read “Beyond Copilots: The Rise of the AI Agent Orchestration Platform.”
• MCP: This is an open standard developed by Anthropic but adopted by many companies. It allows agents to interface with existing software platforms without the need for specialized APIs. Read “MCP Explained: The New Standard Connecting AI to Everything.”

Be sure to add at least one case study in your portfolio that incorporates an AI feature.

2. Strategic Thinking and Systems Thinking

Stunts like AI CEOs notwithstanding, companies don’t trust AI enough to cede strategy to it. LLMs are notoriously bad at longer tasks that contain multiple steps. So thinking about strategy and how to create a coherent system are still very much human activities.

Systems thinking—the ability to understand how different parts of a system interact and how changes in one component can create cascading effects throughout the entire system—is becoming essential for tech careers and especially designers. The World Economic Forum’s Future of Jobs Report 2025 identifies it as one of the critical skills alongside AI and big data. 

Modern technology is incredibly interconnected. AI can optimize individual elements, but it can’t see the bigger picture—how a pricing change affects user retention, how a new feature impacts server costs, or why your B2B customers need different onboarding than consumers. 

Early-career lawyers at the firm Macfarlanes are now interpreting complex contracts that used to be reserved for more senior colleagues. While AI can extract key info from contracts and flag potential issues, humans are still needed to understand the context, implications, and strategic considerations. 

Emphasize these skills in your case studies by presenting clear, logical arguments that lead to strategic insights and systemic solutions. Frame every project through a business lens. Show how your design decisions ladder up to company, brand, or product metrics. Include the downstream effects—not just the immediate impact.

3. The “Dangerous Generalist” Advantage

Josh Silverman, professor at CCA and also a design coach and recruiter, has an idea he calls the “dangerous generalist.” This is the unicorn designer who can “do the research, the strategy, the prototyping, the visual design, the presentation, and the storytelling; and be a leader and make a measurable impact.” 

It’s a lot and seemingly unfair to expect that out of one person, but for a young and hungry designer with the right training and ambition, I think it’s possible. Other than leadership and making quantitative impact, all of those traits would have been practiced and honed at a good design program. 

Be sure to have a variety of projects in your portfolio to showcase how you can do it all.

4. Alternative Pathways and Flexibility

Matt Ström-Awn, in an excellent piece about the product design talent crisis published last Thursday, did some research and says that in “over 600 product design listings, only 1% were for internships, and only 5% required 2 years or less of experience.”

Those are some dismal numbers for anyone trying to get a full-time job with little design experience. So you have to try creative ways of breaking into the industry. In other words, don’t get stuck on only applying for junior-level jobs on LinkedIn. Do that but do more.

Let’s break this down to type of company and type of role.

Types of Companies

Historically, I would have always recommended any new designer to go to an agency first because they usually have the infrastructure to mentor entry-level workers. But, as those jobs have dried up, consider these types of companies.

• Early-stage startups: Look for seed-stage or Series A startups. Companies who have just raised their Series A will make a big announcement, so they should be easy to target. Note that you will often be the only designer in the company, so you’ll be doing a lot of learning on the job. If this happens, remember to find community (see below).
• Non-tech businesses: Legacy industries might be a lot slower to think about AI, much less adopt it. Focus on sectors where human touch, tradition, regulations, or analog processes dominate. These fields need design expertise, especially as many are just starting to modernize and may require digital transformation, improved branding, or modernized UX.
• Nonprofits: With limited budgets and small teams, nonprofits and not-for-profits could be great places to work for. While they tend to try to DIY everything, they will also recognize the need for designers. Organizations that invest in design are 50% more likely to see increases in fundraising revenue.

Type of Roles

In his post for UX Collective, Patrick Morgan says, “Sometimes the smartest move isn’t aiming straight for a ‘product designer’ title, but stepping into a role where you can stay close to product and grow into the craft.”

In other words, look for adjacent roles at the company you want to work for, just to get your foot in the door.

Here are some of those roles—includes ones from Morgan’s list. What is appropriate for you will depend heavily on your skill sets and the type of design you want to eventually practice.

• UI developer or front-end engineer: If you’re technically-minded, front-end developers are still sought after, though maybe not as much as before because, you know, AI. But if you’re able to snag a spot as one, it’s a way in.
• Product manager: There is no single path to becoming a product manager. It’s a lot of the same skills a good designer should have, but with even more focus on creating strategies that come from customer insights (aka research). I’ve seen designers move into PM roles pretty easily. 
• Graphic/visual/growth/marketing designer: Again, depending on your design focus, you could already be looking for these jobs. But if you’re in UX and you see one of these roles open up, it’s another way into a company.
• Production artist: These roles are likely slowly disappearing as well. This is usually a role at an agency or a larger company that just does design execution.
• Freelancer: You may already be doing this, but you can freelance. Not all companies, especially small ones can afford a full-time designer. So they rely on freelance help. Try your hand at Upwork to build up your portfolio. Ensure that you’re charging a price that seems fair to you and that will help pay your bills.
• Executive assistant: While this might seem odd, this is a good way to learn about a company and to show your resourcefulness. Lots of EAs are responsible for putting together events, swag, and more. Eventually, you might be able to parlay this role into a design role.
• Intern: Internships are rare, I know. And if you haven’t done one, you should. However, ensure that the company complies with local regulations about paying interns. For example, California has strict laws about paying interns at least minimum wage. Unpaid internships are legal only if the role meets a litany of criteria including:
• • The internship is primarily educational (similar to a school or training program).
  • The intern is the “primary beneficiary,” not the company.
  • The internship does not replace paid employees or provide substantial benefit to the employer.

5. Connecting with Community

The job search is isolating. Especially now.

Josh Silverman emphasizes something often overlooked: you’re already part of communities. “Consider all the communities you identify with, as well as all the identities that are a part of you,” he points out. Think beyond LinkedIn—way beyond.

Did you volunteer at a design conference? Help a nonprofit with their rebrand? Those connections matter. Silverman suggests reaching out to three to five people—not hiring managers, but people who understand your work. Former classmates who graduated ahead of you. Designers you met at meetups. Workshop leaders.

“Whether it’s a casual coffee chat or slightly more informal informational interview, there are people who would welcome seeing your name pop up on their screen.”

These conversations aren’t always about immediate job leads. They’re about understanding where the industry’s actually heading, which companies are genuinely hiring, and what skills truly matter versus what’s in job descriptions. As Silverman notes, it’s about creating space to listen and articulate what you need—“nurturing relationships in community will have longer-term benefits.”

In practice: Join alumni Slack channels, participate in local AIGA events, contribute to open-source projects, engage in design challenges. The designers landing jobs aren’t just those with perfect portfolios. They’re the ones who stay visible.

The Path Forward Requires Adaptation, Not Despair

My 12 year-old self would be astonished at what the world is today and how this profession has evolved. I’ve been through three revolutions. Traditional to desktop publishing. Print to web. And now, human-only design to AI-augmented design. 

Here’s what I know: the designers who survived those transitions weren’t necessarily the most talented. They were the most adaptable. They read the moment, learned the tools, and—crucially—didn't wait for permission to reinvent themselves.

This transition is different. It’s faster and much more brutal to entry-level designers.

But you have advantages my generation didn’t. AI tools are accessible in ways that PageMaker and HTML never were. We had to learn through books! We learned by copying. We learned by taking weeks to craft projects. You can chat with Lovable and prompt your way to a portfolio-worthy project over a weekend. You can generate production-ready assets with Midjourney before lunch. You can prototype and test five different design directions while your coffee’s still warm.

The traditional path—degree, internship, junior role, slow climb up the ladder—is broken. Maybe permanently. But that also means the floor is being raised. You should be working on more strategic and more meaningful work earlier in your career.

But you need to be dangerous, versatile, and visible. 

The companies that will hire you might not be the ones you dreamed about in design school. The role might not have “designer” in the title. Your first year might be messier than you planned.

That’s OK. Every designer I respect has a messy and unlikely origin story.

The industry will stabilize because it always does. New expectations will emerge, new roles will be created, and yes—companies will realize they still need human designers who understand context, culture, and why that button should definitely not be bright purple.

Until then? Be the designer who ships. Who shows up. Who adapts.

The machines can’t do that. Yet.

I hope you enjoyed this series. I think it’s an important topic to discuss in our industry right now, before it’s too late. Don’t forget to read about the five grads and five educators I interviewed for the series. Please reach out if you have any comments, positive or negative. I’d love to hear them.