Working With Designers

Working with Designers

Your designer's new favorite podcast. We discuss how businesses and designers work together to make an impact. Hosts Kristin Silva and Jake Cooper - two professional designers, business owners, and RISD alumni - share the insights gathered from their independent journeys in the industry, as well as the gripes, banter, and humor that goes on behind the scenes.

Episodes

  1. The Truth About AI and the Future of Design Work

    06/23/2025

    The Truth About AI and the Future of Design Work

    AI isn’t coming for your job—but it is changing how designers work. In this episode of Working With Designers, we unpack the real impact of AI on creative work, design strategy, and client expectations. Jake and Kristin explore how AI tools like ChatGPT and Canva are showing up in real projects, what designers should (and shouldn’t) worry about, and how to navigate the shifting landscape of originality, ownership, and value. Whether you’re using AI to write proposals, polish emails, or speed up mockups, the message is clear: your value isn’t in what you make—it’s in how you think. In this episode How clients are misunderstanding AI’s capabilitiesThe best use cases for AI in a design workflowWhy taste, strategy, and curation matter more than everWhat new designers should not worry aboutThe legal and ethical gray areas of AI-generated work Chapters 00:00 Strategic Design vs. Production 01:39 AI in Creative Work 04:14 Understanding AI Tools 06:33 Communication and AI 09:00 Client Expectations with AI 11:30 The Accessibility of Design 14:07 Legal Implications of AI Generated Content 17:58 The Challenges of AI in Art and Copyright 19:50 The Rise of Handcrafted Art in a Digital Age 20:17 AI's Role in Communication and Professionalism 23:42 AI as a Tool for Brainstorming and Mental Health 26:59 AI: A Reactor, Not a Collaborator 29:42 The Future of AI and Copyright Issues 30:57 The Value of Human Curation in a Digital World 35:44 Navigating the Pressure of AI in Design 40:32 The Efficiency of AI in Creative Processes 48:56 The Impact of Social Media on Creativity and Comparison 50:24 Navigating Social Media's Impact 53:01 The Homesteading Trend: A Cultural Reflection 01:00:57 The Future of AI and Marketing 01:06:45 Authenticity in Marketing and Content Creation

    1h 17m
  2. "It's On Us to Dictate This"

    03/31/2025

    "It's On Us to Dictate This"

    Summary In this episode, Jake and Kristin dive into the messy, meaningful side of client work—where strategy meets real talk. They unpack the importance of setting expectations early, owning the process, and leading clients with clarity and confidence. From subscription models and value-based pricing to design briefs and project pivots, they share hard-earned lessons from the trenches. It’s a candid conversation about when to push, when to listen, and why it’s up to us—the creatives—to steer the ship. Takeaways Here’s the deal: if you’re not leading your projects, your clients definitely will—and that’s how good work goes off the rails. This episode is a reminder that it’s on us, as designers, to set the tone, define the process, and hold the line. That means crystal-clear briefs, real talk about strategy, and pushing back when things get fuzzy. Subscription models? They’ll eat you alive without boundaries. Value-based pricing? Useless if you’re afraid to talk about risk. The takeaway? Take control, stay accountable, and stop waiting for permission to lead. ‍ 00:00 — Intro 04:13 — Navigating Client Relationships and Design Tests 08:46 — Subscription Models: Pros, Cons & Pitfalls 15:00 — Strategy vs. Execution: Finding the Balance 28:08 — Why Design Briefs Matter (More Than You Think) 38:30 — Client Communication: Say It Early, Say It Often 49:58 — Owning Accountability in Your Creative Business 56:48 — Value-Based Pricing: What It Really Takes 01:12:12 — Pricing Models and Managing Risk 01:24:00 — Setting Expectations (Before They Set You) 01:29:27 — Outro ‍ Keywords creative business updates, managing client relationships, design process testing, design project workflows, subscription pricing for designers, retainer models for creative services, brand strategy implementation, client communication strategies, writing effective design briefs, educating design clients, professional development for designers, creative project management, accountability in client work, creative business strategy, value-based pricing for creatives, managing pricing risk, delivering impactful design, self-reflection in creative work, setting client expectations, boundaries in design projects, design feedback and iteration, scope creep management, onboarding design clients, creative services pricing models

    1h 30m
  3. Navigating Creative Partnerships

    03/10/2025

    Navigating Creative Partnerships

    Summary In this episode of 'Working with Designers', hosts Jake Cooper and Kristin Silva engage with Sean Clancy and Elina Picciocca, co-founders of Space Out Design. They discuss the realities of creative partnerships, the journey of starting a design studio, navigating roles and responsibilities, client relationships, and the challenges of transitioning to full-time freelancing. The conversation emphasizes the importance of financial strategies, mental health, and the design of one's life in the creative industry. In this conversation, Elina Picciocca, Jake Cooper, and Kristin Silva discuss the intricacies of managing a creative business, focusing on project processes, time estimation, financial goals, and the balance between work and personal life. They share insights on overcoming burnout, the transition from designer to business owner, and the importance of community support. The discussion also touches on productivity strategies, the role of music in creativity, and the necessity of setting boundaries to maintain a healthy work-life balance. Takeaways Creative partnerships can enhance productivity and creativity.Navigating roles in a partnership is essential for success.Client relationships require clear communication and boundaries.Taking the leap into full-time freelancing is a significant decision.Financial strategies are crucial for sustaining a freelance business.Mental health plays a vital role in the creative process.Underestimating project hours can lead to burnout.It's important to find a balance between work and personal life.Designing your life is as important as designing for clients.Having a safety net can ease the transition into freelancing. We start breaking down every single project.We overestimate our ability to work fast.You have to do research and talk to the client.You have to have that kind of awareness.We figured out if we put our goal, we complete the goal on 70%.We start structured, but we spent like we weekend at least at the week we not work.You have to love the graphic design.Don't undercharge, price is self-perfectly.We went year and a half without day off.We start doing boundaries. Chapters 00:00 Creative Partnerships and Business Beginnings 10:27 Balancing Full-Time Jobs and Entrepreneurship 15:03 The Dynamics of a Business Partnership 36:47 The Intersection of Law and Design 40:36 Taking the Leap: Transitioning to Full-Time Freelancing 54:48 Finding Balance: Mental Health and Work 59:54 Designing Your Life: The Business of Freelancing 01:15:01 Navigating Burnout in the Creative Industry 01:25:04 Finding Creative Flow and Productivity Hacks 01:48:07 Wrap-Up and Outro Learn more Spaceout Design spaceoutdesign.com Studio Quiche studioquiche.com Jake Cooper Design jakecooperdesign.com Working With Designers workingwithdesigners.com Keywords creative partnerships, design studio, freelancing, client relationships, business strategies, design process, mental health, collaboration, entrepreneurship, design industry, project management, creative process, time estimation, financial goals, work-life balance, burnout, design business, pricing strategies, community support, productivity

    1h 52m
  4. The Intangible Impact of Design

    12/13/2024

    The Intangible Impact of Design

    In this episode of 'Working with Designers', Kristin Silva and Jake Cooper explore the multifaceted value of design in business. They discuss the challenges of quantifying design impact, emphasizing that design is not just about aesthetics but also about creating systems that enhance efficiency, retention, and revenue. The conversation delves into the importance of understanding metrics, the internal and external impacts of design, and the significance of building strong client relationships. They also touch on the evolving landscape of design in the context of economic changes and the role of AI in shaping future design standards. In this conversation, Kristin Silva and Jake Cooper explore the impact of design and branding through the lens of AI, personal success stories, and case studies of Jaguar and Liquid Death. They discuss the importance of trusting one's instincts in business relationships, the insecurities that AI can reveal in individuals, and the measurable impacts of design on sales and branding. The discussion also delves into the bold rebranding efforts of Jaguar and the successful marketing strategies of Liquid Death, highlighting the emotional and quantitative aspects of branding. Chapters 00:00 Intro 05:19 The Value of Design in Business 10:18 Design as a System 15:14 Efficiency, Retention, and Revenue 20:09 Metrics for Evaluating Design Impact 25:08 Subjectivity in Measuring Success 33:49 Measuring Success: Leading vs. Trailing Metrics 34:20 The Importance of Inputs in Business 36:40 Navigating Business Pressures and Projections 40:21 Market Sensing and Business Adaptation 43:12 The Impact of AI on Job Security 50:21 Real-World Examples of Design Impact 58:03 Branding Case Studies: Jaguar vs. Liquid Death 01:00:38 The Impact of Jaguar's Rebranding 01:04:46 Consumer Reactions and Brand Identity 01:07:53 Jaguar's Shift to Ultra Luxury 01:14:07 Liquid Death: A Case Study in Branding 01:20:37 Measuring Impact and Audience Engagement 01:30:26 Outro

    1h 31m
  5. Navigating Change

    11/22/2024

    Navigating Change

    We're letting our hair down! This week, we switched things up! Stay tuned, dive in, and give it a listen if you’re in the mood for a casual conversation about navigating change. We cover a mix of topics, like conflating ones identity with ones work, using social media with a healthy dose of skepticism, and the post-election energy that’s shaping our mindset as we look toward 2025. We also chat about finding motivation, building healthy habits in today’s digital whirlwind, and even picking up that paintbrush to spark creativity. We recorded this episode fresh after a busy month of societal buzz to give you an honest glimpse of who we are—not just as designers, but as people. We hope you enjoy this laid-back episode! ‍ 00:00 — Lead-in 03:03 — The Evolution of Personal Branding 05:57 — Social Media's Role in Community Building 08:58 — Navigating Political Discourse and Identity 14:58 — The Challenge of Nonprofit Work 18:02 — Conflating Identity with Work 22:16 — Burnout and the Need for Creative Recharge 26:34 — Finding Balance in Consumption and Creation 35:41 — The Balance of Input and Output in Creativity 37:57 — Navigating Client Relationships and Personal Identity 39:58 — Insights from Rick Rubin's Creative Philosophy 42:00 — The Feast and Famine Cycle of Freelancing 45:41 — The Challenge of Money and Creativity 49:31 — The Role of Platforms like Fiverr and Upwork 56:35 — Future Directions and Collaborative Projects 58:05 — Outro

    59 min

About

Your designer's new favorite podcast. We discuss how businesses and designers work together to make an impact. Hosts Kristin Silva and Jake Cooper - two professional designers, business owners, and RISD alumni - share the insights gathered from their independent journeys in the industry, as well as the gripes, banter, and humor that goes on behind the scenes.