Rogue Startups

In this episode, Craig sits down with Francois Brill, Head of Product at Castos and longtime design collaborator, for an honest and entertaining conversation about what it really takes to build great-looking products in the age of AI. Using Outlier as a live case study, Francois walks through the marketing site and product UX in real time, calling out the small but costly design mistakes that make AI-built tools look generic. From embarrassing mismatched button styles to cognitive overload on ideation pages, this episode is a must-listen for anyone vibe-coding their next SaaS app and wondering why it just does not feel polished. Highlights from Craig and Francois’ conversation: AI-generated design is the new "tell" that your product was built without a designer Picking one mode, light or dark, is almost always better than trying to do both Rounded inputs paired with square buttons is one of the most common and fixable design mistakes Color should guide user action, not decorate the interface UX is how something works; UI is what it looks like, and they require different thinking Cognitive overload kills conversion, especially on feature-rich pages like ideation tools A Design MD file can teach AI your brand system so every output stays consistent Code is cheap now, so the value has shifted to vision, taste, and design thinking Building fast and iterating beats trying to get it perfect the first time If everyone can prompt the same thing, standing out requires taste and a real system Resources and Links from This Episode: Clearly Design: https://www.clearly.design/  Francois on LinkedIn: https://www.linkedin.com/in/fbrill/  Outlier: https://outlier.so/  Castos Free Tools: castos.com/tools Email me: podcast@roguestartups.com  Find me on Twitter: @TheCraigHewitt If you feel like Rogue Startups has benefited you, and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes.  Do you have any comments, questions, or topic ideas for future episodes? Feel free to reach out to me: Twitter: @TheCraigHewitt LinkedIn: Craig Hewitt Email: podcast@roguestartups.com 

Brandon Hancock, an experienced software engineer and AI-focused developer, performs a live audit of a fast-built AI SaaS. He uncovers exposed Supabase keys, row-level security gaps, and architecture mistakes. Short fixes and practices like moving clients to the backend, using server actions, managing migrations, and codifying AI task templates are discussed.

In this episode of Rogue Startups, Craig sits down with Jesse Hanley, founder of Bento, for a wide-ranging conversation about building and growing SaaS businesses in the age of AI. From vibe coding and AI-assisted development workflows to product strategy, business ceilings, and the existential shifts happening across the tech landscape, Jesse and Sandy share candid insights from their own experiences as founders navigating a rapidly changing environment. If you're a bootstrapped founder, indie hacker, or SaaS entrepreneur trying to figure out how to stay relevant and move fast, this one's for you. Highlights from Craig and Jesse’s conversation: Testing and QA are still the unglamorous bottleneck nobody talks about enough The founders who stay close to the code sleep better at night Opus 4.5 in Cursor is the closest thing to having a full dev team on speed dial Build your foundation like a brick house, and everything else can be Play-Doh™ AI is making founders fall back in love with parts of their business they used to dread Shopify can now build custom apps on demand, and that should make plugin developers nervous If your whole product is basically one feature, it might be time to rethink things Sometimes the ceiling you're hitting is the category, not your effort The best side projects either pay for themselves immediately or swing for the fences Building through AI disruption takes the same stubborn optimism it took to survive COVID Resources and Links from This Episode Jesse Hanley: https://jessehanley.com/  Connect with Jesse on LinkedIn: https://www.linkedin.com/in/jessehanley/  Bento:  https://bentonow.com/  Castos Free Tools: castos.com/tools Email me: podcast@roguestartups.com  Find me on Twitter: @TheCraigHewitt If you feel like Rogue Startups has benefited you, and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes.  Do you have any comments, questions, or topic ideas for future episodes? Feel free to reach out to me: Twitter: @TheCraigHewitt LinkedIn: Craig Hewitt Email: podcast@roguestartups.com 

What does it mean to be a SaaS founder in a world where AI can build features faster than we ever could?  In this conversation, Craig sits down with Arvid Kahl to unpack the shifting reality of software, competition, and the craft of SaaS in 2026. They talk about code velocity, discernment, marketing in an AI-saturated world, and why SaaS is not dead, even as the software part becomes commoditized. Listen in to find out what actually matters these days, if you want to build something that lasts. Highlights from Craig and Arvid’s conversation: AI is shifting the founder’s role from building to judging quality and making decisions Code velocity now matters more than perfect architecture for most SaaS products Replacing junior developers entirely with AI risks creating a future talent gap Your real competition increasingly includes general AI tools, not just other SaaS companies AI has leveled the marketing baseline, making differentiation and brand more important than ever Standing out requires taste, point of view, and clear positioning, not just tactics Acquiring legacy SaaS and refactoring with AI could be a major opportunity The service part of SaaS still matters most, because AI generates products but not businesses Resources and Links from This Episode Podscan: https://podscan.fm/  Castos Free Tools: castos.com/tools Email me: podcast@roguestartups.com  Find me on Twitter: @TheCraigHewitt If you feel like Rogue Startups has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes.  Do you have any comments, questions, or topic ideas for future episodes? Feel free to reach out to me: Twitter: @TheCraigHewitt LinkedIn: Craig Hewitt Email: podcast@roguestartups.com 

Craig is back! Today, he welcomes fellow podcaster Colin Gray back to the podcast. They dive into the ever-evolving world of podcasting, reflecting on how much the landscape has shifted over the last decade and what people are craving now more than ever: genuine human connection. From the tug-of-war between YouTube and podcast growth, to what it really means to build an AI-first product, they explore the trends shaping creators, customers, and the platforms that connect them. Highlights from Craig and Colin’s conversation: How podcasting has changed over the last 10 years  The more we’re pulled toward AI, the more we crave genuine connection Is it easier to grow a YouTube channel or a podcast? Content integration and becoming a centralized hub Spotify’s role in the evolution of podcasting Monetization: ads, donations, subscriptions, and more Balancing and prioritizing feature requests How AI is shaping customer expectations How to make your product AI-first Resources and Links from This Episode: The Podcast Host: https://www.thepodcasthost.com/  Colin on LinkedIn: linkedin.com/in/colinmcgray?originalSubdomain=uk  beehiiv: https://www.beehiiv.com/  Kit: https://kit.com/ Creator Hooks: https://creatorhooks.com/  Castos Free Tools: castos.com/tools Email me: podcast@roguestartups.com Find me on Twitter: @TheCraigHewitt If you feel like Rogue Startups has benefited you, and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes.  Do you have any comments, questions, or topic ideas for future episodes? Feel free to reach out to me: Twitter: @TheCraigHewitt LinkedIn: Craig Hewitt Email: podcast@roguestartups.com 

Brian Casel, a SaaS founder and entrepreneur behind Builder Methods, discusses the transformative role of AI in the software industry. He shares insights on launching niche products and the importance of creating engaging content for audiences. The conversation explores YouTube growth strategies, the viability of monetizing AI tools, and the challenges SaaS companies face in a rapidly evolving market. Brian argues that while AI is changing the landscape, human creativity will always hold value, challenging the notion that AI will replace artists and creators.

In a conversation with Craig, Ross Simmonds, founder of Foundation Marketing and a maestro of B2B marketing strategy, explores how AI is reshaping the marketing landscape. They discuss why traditional tactics are failing, the importance of crafting exclusive content, and how the AI wave parallels the mobile revolution. Ross emphasizes leveraging platforms like Reddit and YouTube for B2B outreach, while cautioning against common pitfalls. He also highlights the need for creators to adapt, ensuring that innovative, valuable content reaches the right audiences.

In this discussion, Reddit marketing expert Paul Xue shares his insights on engaging one of the internet’s most skeptical communities. He emphasizes the importance of authenticity over sales in content creation and highlights strategies for thriving in Reddit’s competitive landscape. Paul also explores how user-generated reviews can build brand credibility and the evolving role of AI in online marketing. With practical tips and predictions on future trends, he provides listeners with a roadmap for leveraging Reddit effectively.

Startup marketing can feel like a maze, right? In this episode of Rogue Startups, Craig chats with  Brendan Hufford of Growth Sprints about how to cut through the noise and actually connect with your audience. They dig into everything from creating raw, authentic content to dialing in your SEO strategies and uncovering your brand’s real voice. If you’ve ever felt a little lost with your marketing (or just want some fresh ideas to make your plan actually work), this episode is packed with insights you won’t want to miss. Highlights from Craig and Brendan Hufford’s conversation: AI in SEO: how artificial intelligence is reshaping the digital marketing landscape Why old methods don’t work anymore—and the mindset shift needed to move forward Building new skill sets: why continuous learning is essential for marketers and founders Staying ahead of the curve with new tech, trends, and tools How entrepreneurs can use AI to market their businesses more effectively Content atomization and distribution: breaking big ideas into bite-sized content across multiple channels Maximizing social platforms like Instagram, Twitter (X), and more “Zero-click content”: how to thrive on platforms that discourage external links Optimizing for virtual retargeting and platform-native algorithms Overcoming the “trust recession” and rebuilding credibility with your audience Turning one-star reviews into marketing gold Creating a gravitational pull that draws customers toward your brand and story The power of self-perpetuating content that continues to work for you over time Why founders shouldn’t try to do everything alone—and how to delegate effectively Finding your authentic founder’s voice and building trust through genuine content Resources and Links from This Episode Brendan Hufford on LinkedIn: com/in/brendanhufford Growth Sprints: https://growthsprints.co/ Email me: podcast@roguestartups.com Find me on Twitter: @TheCraigHewitt If you feel like Rogue Startups has benefited you, and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. Do you have any comments, questions, or topic ideas for future episodes? Feel free to reach out to me: Twitter: @TheCraigHewitt LinkedIn: Craig Hewitt Email: podcast@roguestartups.com  

In this discussion, Devesh Khanal, co-founder of Grow and Convert and expert in conversion optimization, shares insights on navigating the evolving landscape of SEO with large language models like ChatGPT. He debunks myths about LLMs and offers actionable strategies for improving brand visibility in AI-driven searches. The conversation highlights the significance of understanding customer pain points, contrasts bottom-of-funnel and top-of-funnel SEO strategies, and debates the effectiveness of community platforms like Reddit for marketing.