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Rogue Startups

Rogue Startups

Written by: RogueStartups
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On Rogue Startups we share the journey of startup founders as they're growing their businesses. We feature experts in the fields of sales, marketing, and product development to hear how they're growth hacking their productized services and SaaS products. If you're on the journey of an entrepreneur then tune and hear how we're tackling some of the same obstacles you may be facing, and how we're winning in the game of business. Listeners of Startups for the Rest of Us, My First Million, Mixergy, and Bootstrapped Web will love checking out our show.© 2025 RogueStartups Economics Leadership Management & Leadership
Episodes
  • RS354: The State Of Podcasting Heading Into 2026
    Nov 26 2025

    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
    Chapters
    • (00:00:00) - Rogue Startups: 100 Days of AI
    • (00:00:48) - How Podcasting Is Affecting AI
    • (00:05:14) - How To Integrate Podcasts into Your Business
    • (00:09:18) - Is Podcasting The Most Popular Media Format?
    • (00:14:18) - Steve Bartlett on Spotify and Video
    • (00:18:11) - Podcaster on Separation of Podcasting and Editing
    • (00:22:19) - Podcasts: How Do They Monetize?
    • (00:23:20) - Has Alitud added advertising to our Episode Builder?
    • (00:25:24) - How to Make a Living on Podcast
    • (00:27:45) - How is AI Affecting Your Company's Business?
    • (00:32:24) - How To Make a Chatbot Like a Human Being
    • (00:34:08) - 100 Days of YouTube
    • (00:37:43) - How to Grow a Podcast on YouTube
    • (00:40:53) - PODCAST: A Chat With Craig
    Show More Show Less
    41 mins
  • RS353: Is This the Last Organic Marketing Channel
    Oct 1 2025

    In today’s episode, Craig sits down with SaaS founder and entrepreneur Brian Casel to talk about the future of software and AI. With years of experience building and growing SaaS companies, Brian shares his perspective on how artificial intelligence is reshaping the industry, from launching in niche markets and creating content that resonates to the challenges SaaS businesses will face in the next few years. They also dive into YouTube growth strategies, monetizing AI tools, and whether today’s AI boom is a lasting shift or just another bubble.

    Highlights from Craig and Brian’s conversation:
    • Craig’s 100 Days of AI Challenge
    • Growing with content: from weekly AI newsletters to scaling YouTube channels
    • Brian’s current projects – Agent OS, Builder Methods, and the difference between live workshops and online courses
    • How to monetize AI tools and content in today’s market
    • The power of the B2B super niche and what it takes to launch a new SaaS business in 2025
    • AI challenges for SaaS companies over the next few years
    • Behind the scenes of Craig and Brian’s YouTube workflows
    • How to choose the right content for your audience (and avoid wasting time creating the wrong stuff)
    • Where is AI headed? Is this just a bubble, or real long-term change?
    • Will artificial intelligence replace artists, musicians, painters, and writers?
    Resources and Links from This Episode:
      • Brian Casel: https://briancasel.com/
      • Builder Methods: https://buildermethods.com/

    • Brian on YouTube: https://www.youtube.com/@briancasel

    • 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
    Chapters
    • (00:00:00) - Interview With Builder Methods's Brian Castle
    • (00:00:40) - 100 Days of AI: How to Write a Weekly Newsletter for the
    • (00:04:24) - Building With AI: How To Monetize It
    • (00:08:00) - How Do You monetize AI?
    • (00:08:49) - Bootstrapped SaaS: The Challenge
    • (00:16:33) - How to Bootstrap a Startup at 40
    • (00:23:48) - How to Write a 100-Day Video on YouTube
    • (00:29:54) - How to Write a Scriptment for a Video
    • (00:34:41) - How to Write a Short Video
    • (00:36:23) - How to Edit Video in 2 Minutes
    • (00:38:42) - Do You Think AI Will Cause a Recession?
    • (00:41:49) - What are you most excited about AI in the future?
    • (00:45:58) - Bill Simmons on Art and AI
    • (00:49:55) - Craig Has All The Answers For AI
    Show More Show Less
    51 mins
  • RS352: AI Killed Traditional Marketing – Here's What's Next
    Sep 24 2025

    Ross Simmonds, founder of Foundation Marketing, has built a reputation for helping ambitious SaaS and B2B brands stand out online with data-driven growth strategies. In this episode, Craig sits down with Ross to dive into the future of marketing, SaaS growth, and social media in the age of AI.

    Marketing has transformed dramatically over the past decade, and with the rise of AI-powered marketing methods, it feels like the Wild Wild West. But within all that chaos are opportunities that we shouldn’t miss out on.. Ross and Craig explore how founders and marketers can leverage AI to create content, reach the right audience, and scale profitably in today’s fast-changing landscape.

    Highlights from Craig and Ross’s conversation:
    • Why traditional B2B marketing tactics are failing and what actually drives SaaS growth in 2025
    • Create exclusive, high-value content that your target market can't find anywhere else
    • AI marketing parallels the mobile revolution
    • We're only at the beginning of the AI marketing cycle, and why the long game matters
    • Which social media platforms actually work for B2B in today's landscape
    • Every platform has your audience, but no one's cracked the code
    • Monetize your existing high-performing pages and don't abandon what's already working
    • Search behavior has evolved beyond Google
    • Stop ignoring Reddit for B2B marketing
    • Elevenlabs and Manus case studies. Plus, why Google will dominate long-term AI marketing
    Resources and Links from This Episode:
    • Ross Simmonds on X (Twitter): https://x.com/TheCoolestCool
    • Ross Simmonds on LinkedIn: https://www.linkedin.com/in/rosssimmonds/
    • Foundation Marketing: https://foundationinc.co/
    • Ross Simmonds online: https://rosssimmonds.com/
    • Email me: podcast@roguestartups.com
    • Find me on Twitter: @TheCraigHewitt
    Chapters
    • (00:00:00) - Ross Simmons on Marketing in the Era of AI
    • (00:01:31) - What's Working For B2B & SaaS?
    • (00:04:53) - In the Elevator With Tim Ferriss
    • (00:05:24) - Marketing Cycle: Is It Really Different This Time?
    • (00:10:52) - Will AI Change Your Life?
    • (00:16:27) - SooooO
    • (00:16:33) - Is LinkedIn the Place to Start Your Business?
    • (00:24:13) - B2B Content: The Best Channels
    • (00:28:49) - Instagram's Paid-For Content
    • (00:29:42) - Traditional SEO vs AI SEO
    • (00:33:21) - Content Marketing in SaaS: The Rise of AI
    • (00:36:55) - The Internet's Most Overhyped
    • (00:38:50) - What's The Business of Quora?
    • (00:40:24) - How to start a blog on Reddit
    • (00:40:55) - Biggest Disappointment in AI Tooling
    • (00:43:50) - What I'd Be Most Disappointed In About Gmail
    • (00:45:26) - I Think Google Will Win In The End
    Show More Show Less
    50 mins
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