Corporate vs. Self-Employed: A Millennial's Take

Nelson and Jess break down the 80/20 rule in software — why no app is ever truly "done," why AI-generated work is stuck at C-minus passing, and how decades of creative expertise make all the difference in that final 20%. From nostalgic screen resolutions to swim class analogies, they explore why perfection is overrated, why tools always need workarounds, and why the experts you hire are the missing piece AI can't replace.

Our first video episode! Jess is hiding behind her laptop, Nelson's braving the camera, and we're breaking down why the internet always overreacts to rebrands. We talk about what a rebrand actually involves, why companies really do it, and what probably happened behind the scenes at Instagram, Jaguar, and Gap's infamous logo flop — plus the messy, emotional reality of the creative process most people never see.

A married couple who've been together since 2004 turn their everyday car conversations into candid, funny, and surprisingly insightful interviews with each other. From nervous poops and drip coffee anxiety to how competitive tennis and marching band shaped their careers, they dig into the questions they've never asked each other — covering design, teamwork, learning styles, and the messy reality of life and love. No PR team, no filters, just two creatives being unapologetically themselves.

The millennial experience: corporate or self-employed, which one's actually better? We've lived both sides, and the answer is complicated. From mass layoffs to trauma-bonding with coworkers, from leaving a stable job to building something of our own, this is our honest takeLearn more about us and see our work at ThatOneCouple.com

"Wait, are we actually award-winning now?" In this episode, we’re coming to you live from the car—fueled by Blue Bottle coffee and a very unexpected email. After years of working behind the scenes for big companies, we finally decided to step out of our comfort zone and submit our own work for a Muse Award.

We discuss the rapid rise of AI and the existential anxiety it creates for creatives as it evolves from simple tools into complex predictive systems. They explore AI's impact on workplace skills and authenticity, concluding that while it can streamline workflows, skilled human intervention remains essential to produce truly original work.

That One Couple breaks down their ideal client process. From the "first date" consultation to identifying red flags, they explain how they prioritize intentional, story-driven design and content mapping.The episode features a deep dive into their work for NYT bestselling author Sabrina Jeffries, showcasing how they successfully migrated complex WordPress data to Webflow while building a lasting brand partnership.

In this episode, we talk about the "puberty phase" of our business, That One Couple. From surviving the awkwardness of networking events as introverts to the challenges of separating work life from family life, we’re diving into the growing pains that come with scaling a business with your spouse.

Recently we got a chance to talk to Webflow’s very own Staff Brand Designer, Johnnie Gomez.   He shares with us and we discuss: What it's like being a first time parent The story behind his son’s name The power of sharing your journey and personal challenges   Make sure to stay until the end of the episode because if you admire Johnnie (like we do), you are going to admire him even more after this. 

Let’s face it. AI and social media play a massive part in our culture.  This week’s podcast discusses the AI and social media game. Why it is difficult, what the benefits are, why it’s necessary, and why it’s not going anywhere. Figure Status Update - OpenAI Speech-to-Speech Reasoning