Startup Entropy: Solve Problems Without Creating New Ones

The day Disneyland opened its doors, everything went wrong. Rides broke down, the asphalt melted under people’s feet, 28,000 people flooded the park—half with fake tickets—and the press called it “Black Sunday.”But here’s the twist: that chaotic launch was the beginning of one of the most iconic brands in the world.In this video, we break down what startups can learn from Walt Disney’s most infamous day. We explore how momentum beats perfection—and how smart teams use structure, scope, and iteration to win, especially when things don’t go as planned.💥 For founders, builders, and product teams trying to launch fast without sacrificing quality—this is the playbook.🎙 Featuring: Brant Choate, CTO

If you’re not using AI, you’re already falling behind. In this episode of Rise Over Run, Doug and Brant break down how AI is reshaping careers, why those who embrace it become more valuable, and how to integrate AI into your workflow without losing your unique edge. Whether you’re in startups, tech, or any evolving industry, this episode will show you how to future-proof your skills in an AI-driven world.

Great startups don’t ignore problems—they fix them before they spiral out of control. Every 90 days, something in your company stops working: processes, meetings, or entire strategies. Instead of accepting the pain, good leaders name the problem, admit it’s broken, and fix it. In this episode, Doug and Brant talk through why startups fall into cycles of chaos and how to quickly step in when things start breaking—speed and decisiveness are a choice.

Your brain doesn’t just think—it processes. Like an algorithm, it takes in information, filters what’s important, and produces decisions. But if your inputs are flawed, so are your outputs. In this episode, we break down how to curate your information diet, recognize biases, and filter your content intake for smarter, clearer decision making.

You hear a lot about what you should do to land a job, but what about the things you shouldn’t do? In this episode of Rise Over Run, Brant and Doug break down the biggest mistakes that can sabotage you during the hiring process—starting with your resume. From why trying to appear too perfect can backfire to the wrong way to ask for referrals, they cover the pitfalls that job seekers often overlook. Avoid these traps and give yourself the best chance at landing the job you’re after.

In the final episode of this three-part “Hired” series, Doug and Brant sit down with Remi’s VP of Product, Nate Hopkins, to discuss what he looks for in a candidate. From resume red flags to technical assessments, they share insights that will give you a clear idea of what signals they’re looking for in their next hire.

In the second episode of this three-part “Hired” series, Doug and Brant talk with Hailey (Operations Coordinator) and Hunter (Subject Matter Expert) about their very different paths that led them to working at Remi—one transitioning from a massive organization to a startup, and the other embarking on a six-month journey to get noticed.

In the first episode of this three-part series on Rise Over Run, Doug and Brant sit down with two current Remi employees—Cambree (Product Designer) and Sam (Engineer)—to discuss their unique paths to getting hired. They share their interview experiences, what surprised them most after joining, and how their expectations of Remi compared to reality.

If it has to be perfect, it can’t be AI—yet. CTO Brant Choate and CEO Doug Barnett discuss how, as startup founders, AI has become a huge part of their daily lives and significantly influences how they lead their business. From personal hacks that save time to strategies for scaling and making smarter decisions, they talk through how AI tools are trying to transform just about everything, and where it’s usefulness begins and ends.

Post Series A, everything changes. In this episode of Rise Over Run, Doug and Brant discuss the many ways that scaling adds complexity, why some seed-stage employees are forced to evolve quickly, and (as always) the need for speed in product launches.