Best RogueStartups Podcasts (2025)

1
RS342: SaaS Survival Mode - AI, Niches & Navigating Chaos 45:12

14d ago45:12

45:12

In this episode of Rogue Startups, Craig chats with Jesse Hanley, marketer, self-taught developer, and founder of Bento, a powerful email marketing platform for modern teams. With today’s economy in flux and global events adding more pressure, Craig and Jesse dive into what it really means to run and grow a SaaS business in 2025. They explore how e…

1
RS341: Microconf 2025 Recap 17:48

1M ago17:48

17:48

Craig recaps his biggest takeaways from MicroConf 2025, reflecting on lessons in positioning, lead generation, conference ROI, and the power of going all in on what’s working. From tactical marketing insights to personal reflections, this episode delivers both strategic clarity and founder fuel.By RogueStartups

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RS340: Is AI Killing SaaS w/ Tim Schumacher 43:00

2M ago43:00

43:00

In this episode of Rogue Startups, Craig sits down with founder and entrepreneur Tim Schumacher to discuss his insights on AI, the future of SaaS, and what makes a company successful. In 2001, Tim co-founded Sedo.com, the world's largest domain marketplace. Since selling the company, he’s been active as an Entrepreneur and/or Investor in various st…

1
RS339: AI Skeptic, or Believer 47:49

2M ago47:49

47:49

In today’s episode, Craig chats with Anthony Eden from DNSimple about how they use AI in their businesses and their personal lives. As early skeptics of AI, they do a deep dive into what made them change their minds, what AI does for them, and how it might actually be holding people back. Like the internet, AI is a powerful tool people can use to m…

1
RS338: Balancing Your Use of AI with Aaron Francis 52:12

2M ago52:12

52:12

Ever wonder what's happening behind the scenes when your dev team says they're "leveraging AI"? As a non-technical founder, you don't need to understand every line of code, but knowing how AI is actually being used in your business is becoming essential. Today I'm sitting down with Aaron Francis, who pulls back the curtain on AI in development work…

1
RS337: Building AI Native SaaS w/ Jordan Gal 48:06

3M ago48:06

48:06

Today, Craig chats with Jordan Gal from Rosie about starting a business centered solely on AI. While many of us use AI to help with our work tasks and streamline certain jobs, Jordan’s whole business is AI. They discuss how you and your customers can use AI, what it’s like to start a company right now, and what AI is doing to SaaS. Rosie creates a …

1
RS336: Claude Project Deep Dive with Alison French 47:43

3M ago47:43

47:43

On today’s episode of Rogue Startups, Craig continues his AI series with founder, marketer, and Claude-user Alison French. They discuss the hesitation creators feel when working alongside AI and what Alison did to overcome that hurdle. Since then, she’s taught herself how to use Claude.ai in her creative and professional work. AI is a tool that eve…

1
RS335: Evaluating AI Model Performance with Stuart Grey 47:06

3M ago47:06

47:06

In today’s episode of Rogue Startups, Craig sits down with AI expert Dr. Stuart Grey to discuss how AI is transforming both his personal and professional life. Dr. Grey also shares how he educates his students and clients on AI applications. He believes AI will play a pivotal role in all of our futures, and while there may be hesitations, AI can be…

1
RS334: How AI Saves Me 10 Hours A Week 15:51

4M ago15:51

15:51

Today, I’m kicking off a series on AI—how I’m using it personally and professionally to grow my business, make life easier, and operate at a higher level. Over the next few episodes, I’ll be chatting with folks about the real ways they’re using AI in their businesses. If you’re interested in joining the conversation, hit me up (details below). But …

1
RS333: Grading My Business (and yours!) 22:03

4M ago22:03

22:03

In this New Year's Eve 2024 episode, we dive into a framework for evaluating SaaS businesses across eight crucial criteria. Instead of doing a typical year-in-review or making predictions, we explore how to assess the fundamental strength and potential of your business. Episode Highlights Craig grades Castos (podcast hosting platform) across eight …

1
RS332: Competing with Stripe and Hubspot (ft. Geoff Roberts) 39:14

4M ago39:14

39:14

Hey everyone! Just had an awesome chat with Geoff Roberts from Outseta (outseta.com). They're doing something pretty wild - basically smashing together Stripe and HubSpot into one platform for subscription businesses. How cool is that? Quick Hits: - Outseta is an all-in-one platform handling payments, auth, CRM, email, and help desk - They've got t…

1
RS331: I'm Still Here... 9:23

5M ago9:23

9:23

After a 2+ month hiatus, we're back! Watch on YouTube Sorry for the pause in episodes, but thank you for tuning in this week. In this episode I talk through why the forever long break in the podcast, what I've learned in that time, and where things are with me and the business. But most of all, I want to hear from you...what do you want out of this…

1
RS330: Product-Led Playbook with Wes Bush 47:52

7M ago47:52

47:52

Wes Bush is a leading authority on product-led growth (PLG) and is here to guide Craig through the playbook for implementing product-led strategies in your business. This episode is invaluable for entrepreneurs eager to understand how product-led growth works, as well as those skeptical about its effectiveness. Listeners will gain insights into the…

1
How To Hire For Growth 14:20

7M ago14:20

14:20

In this episode of Rogue Startups, I dug into several pressing questions from the community. From knowing when to pull the plug on a marketing channel to the debate around hiring for support versus sales, we covered ground that matters deeply to founders and entrepreneurs. Here’s a breakdown of the key takeaways that can help you level up your star…

1
RS328: Are you Productive or Effective as a founder? 14:27

8M ago14:27

14:27

Running a business is both incredibly rewarding and exhausting. Over the years, I’ve experienced highs of motivation and productivity, but I’ve also hit those low points, battling burnout and loneliness. In this post, I want to share some of the habits, strategies, and mindset shifts that have helped me stay in the game and maintain the discipline …

1
RS327: 3 Traits Of Successful Founders w/ Rob Walling 44:07

8M ago44:07

44:07

Craig has TinySeed’s Rob Walling in the hot seat today. They’re chatting about defining, attaining, and maintaining success. What does success mean to you? How do focus, clarity, and execution fit into it? Rob, a leading founder and one of the most successful entrepreneurs in the SaaS industry, shares his expert advice and insights on achieving suc…

1
RS326: 5 Things Most Founders Struggle With 19:12

8M ago19:12

19:12

Today’s a solo episode with Craig where he’s talking through the 5 common topics and themes that he helps most of his coaching clients through. Whether it’s through his 1:1 coaching with private clients or in serving as Advisor In Residence at TinySeed, where he’s advised over 50 SaaS founders, a few common patterns have emerged. These topics inclu…

1
RS325: Stuck? Ask Yourself These 3 Questions 10:00

8M ago10:00

10:00

Are you a SaaS founder feeling stuck, unmotivated, or unsure about your next move? In this video, I dive into three powerful questions that can help you break through mental barriers and gain clarity on your business’s direction. These thought-provoking questions will challenge you to confront hard truths, think like an outsider, and tap into your …

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RS324: $100 Million Bootstrapped SaaS with Adam Robinson 41:34

9M ago41:34

41:34

In this episode of the Rogue Startups podcast, Craig sits down with Adam Robinson to explore key topics such as founder psychology, overcoming self-limiting beliefs, and avoiding self-sabotage. They delve into how to identify and break free from the plateau and gradual decline that can occur when you believe you have achieved product-market fit but…

1
RS323: Breaking Through Plateaus with Josh Ho 51:33

9M ago51:33

51:33

Today on the Rogue Startups Podcast, Craig chats with Josh Ho from Referral Rock about the peaks and valleys of being a founder. When is the right time to sell? Is there ever a right time? How do you break through a plateau in your business growth? How do you switch from wearing your visionary hat to your marketing and sales hat? They also do a dee…

1
RS322: Marketing, in 2 hours a week 16:17

9M ago16:17

16:17

In this episode Craig descirbes his current SaaS marketing approach. Balancing Active and Passive marketing, he’s got his marketing time down to just a few hours a week. Using a video-first, AI-assisted workflow he’s reaching his target market, educating his prospective customers, and building goodwill in the community.…

1
RS321: B2B Lead Gen on LinkedIn 47:30

9M ago47:30

47:30

If there’s one thing Craig loves more than podcasting, it’s sales. In this episode, he shares his enthusiasm with tech sales coach Peter Ahn. They discuss everything from bridging the gap between creating content and driving leads to the importance of being genuine and authentic. Peter drops plenty of knowledge bombs, so grab a chair, take out a no…

1
RS320: The Psychology of Sales 43:26

10M ago43:26

43:26

Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service. Tell him that Rogue Startups sent you. What gets someone to buy our products or services? How do you make LinkedIn a meaningful sales channel? In today’s discussion, Craig speaks…

1
RS319: Mastering LinkedIn Video Content 50:21

10M ago50:21

50:21

Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service. Tell him that Rogue Startups sent you. Danny DelVecchio joins Craig today to discuss creating, posting, and uploading video content on LinkedIn. In today’s conversation, you’ll d…

1
RS318: LinkedIn Content That Converts 44:17

10M ago44:17

44:17

Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service. Today Craig is chatting with Nemanja Zivkovic about conversion on LinkedIn. This is the crux of LinkedIn for a lot of us, as B2B SaaS founders, especially indie or bootstrapped b…

1
RS317: Steal My LinkedIn Growth Strategy 18:45

11M ago18:45

18:45

This episode is sponsored by Clearly Design. Francois and his team at Clearly Design are absolute geniuses of UI, UX, and design. If you’re looking to level up your design, UI, and UX give Clearly Design a try If you’re running a B2B business today, chances are that LinkedIn is a fantastic growth opportunity for you, and your business. But if you’r…

1
RS316: Getting 100k LinkedIn Followers 43:16

11M ago43:16

43:16

Optimize your company’s retention, and supercharge growth with Churnkey. In today’s episode, Craig welcomes Sam Browne. They take a deep dive into the ever-evolving landscape of LinkedIn, the premier platform for professionals seeking to expand their network and amplify their influence. With Sam’s expert advice and practical tips, they guide listen…

1
RS315: $8 LinkedIn Ad Leads 46:53

11M ago46:53

46:53

Optimize your company’s retention, and supercharge growth with Churnkey. In this episode Craig sits down with Matt Hayman from Linklo to talk through how we as SaaS founders can set up cost effective LinkedIn ads. Matt has strong experience in building B2B lead flows for a variety of companies, and out of that experience saw the pain for a more cus…

1
RS314: The 8 Attributes Of A Perfect SaaS Business 21:04

11M ago21:04

21:04

Optimize your company’s retention, and supercharge growth with Churnkey. Are you looking to build the perfect SaaS business? Discover the key elements for crafting a thriving SaaS venture in the latest Rogue Startups episode. Craig delves into the success story of Castos, dissecting eight crucial attributes essential for any SaaS business to flouri…

1
RS313: Unfair Advantages with Jason Cohen 59:40

12M ago59:40

59:40

This episode is sponsored by ChurnKey: Optimize your company’s retention and supercharge growth with Churnkey. Are you looking to fuel your startup’s revenue growth? Jason Cohen, founder of WP Engine, joins Craig behind the mic on this episode of Rogue Startups. Join Jason and Craig as they delve into strategies for sustained revenue growth, even w…

1
RS312: Hacking LinkedIn 38:19

12M ago38:19

38:19

In today’s episode, Craig is joined by Adam Shaw from Marketing for Founders to talk about precise and overarching marketing strategies. Adam’s expertise lies in navigating Reddit and LinkedIn, two social media platforms that B2B SaaS entrepreneurs often neglect. Together, they explore Adam’s techniques for Reddit, LinkedIn, and broader marketing p…

1
RS311: Does Your Business Pass The Test? 45:30

12M ago45:30

45:30

Join Craig as he chats with Dan Andrews, renowned cohost of the Tropical MBA, a weekly podcast dedicated to bootstrapping businesses and entrepreneurship. Dan is also the founder and brains behind Dynamite Circle and Remote First Recruiting. Today, they’re dishing out some expert advice about podcasting, content creation, and strategies for acquiri…

1
RS310: Stealing Customers 13:26

1y ago13:26

13:26

In this solo episode Craig talks through a few updates from Castos, how he’s thinking about growth, and where he’s focusing his attention and energy in the business. Craig also gives an update on his personal content: this podcast, his Founder Insights newsletter (check it out at craighewitt.me/join ) and his new 1-on-1 coaching business. Craig’s s…

1
RS309: Growth Fundamentals Most Founders Get Wrong 42:14

1y ago42:14

42:14

Alison French joins Craig behind the mic today to talk about ICP and go-to-market strategy, as well as the challenges that bootstrap founders have. We can all overcome these struggles with the right tools, systems, outlook, and determination. She commiserates with Craig about what bootstrappers have to go through and also gives some great advice fo…

1
RS308: Programmatic SEO with Stuart Brameld 37:44

1y ago37:44

37:44

Creating content that will engage readers and appease the algorithm gods is a difficult task. That’s where Stuart Brameld comes in. He is here today to share his insights on growth, marketing, programmatic SEO, and content creation with Craig and the Rogue Startup listeners. He also talks about how Growth Method can help your company grow and gives…

1
RS307: Doing Less and Doing It Better 18:45

1y ago18:45

18:45

Learning valuable lessons on your journey to success can take a while. Today, Craig shares his insights on this topic as it correlates to Castos and to his goal of creating 200 episodes in 2024. (Spoiler alert: things are going well for him.) Sometimes the hardest thing to do is to say no to something. As entrepreneurs and bootstrappers, we have am…

1
RS306: YouTube Growth Secrets w/ Aaron Francis 42:33

1y ago42:33

42:33

Making it big on any social media platform can be an arduous journey. You have to worry about your equipment. What looks good? What content is interesting right now? How do I get people to find me? YouTube has its own brand of problems too. How long do you make videos? What should the thumbnail look like? To script or not to script; that is one of …

1
RS305: Validating SaaS In An Enormous Market w/ Christopher Gimmer 40:44

1y ago40:44

40:44

Is there such a thing as the perfect SaaS business? How are you creating your opportunities? Are you focusing on your end goal for your business? Today, Craig is joined by Christopher Gimmer from Snappa and Good Metrics. Chris talks about his path, which led him to founding multiple businesses and a successful exit. He dives into his decision-makin…

1
RS304: What Is Google Doing?! (w/ Spencer Haws) 45:51

1y ago45:51

45:51

The world of SEO is changing at a rapid pace because of AI. How can we keep up? Can you still find, generate, and publish unique content online? The answer is yes. Google says that around 20% of online searches every day are ones they’ve never seen before. Here to talk about all that is SEO and keyword guru, Spencer Haws. In this episode of the Rog…

1
RS303: After The Desert 13:33

1y ago13:33

13:33

In this solo episode, Craig talks through a recent mindset shift in the business. https://youtu.be/vG0YKhAdPl0 Going from Zero to One you need to put out so many fires, and do so many things, and then in the growth phase you’re constantly trying new approaches, channels, messages, and levers. Here in the post-growth, calm phase, Craig’s found it a …

1
RS302: Beyond Content Marketing with Doug Cunnington 53:32

1y ago53:32

53:32

Doug Cunnington is an affiliate marketing, SEO, AI, and content marketing expert. Today, Craig and Doug chat about their experiences as founders and with web content, in hopes that they can learn from each other and pass along some tidbits of info to listeners. AI-generated content is everywhere these days. The content marketing industry is split d…

1
RS301: Why Brands Grow with Marc Thomas 47:59

1+ y ago47:59

47:59

One of the biggest lessons Marc Thomas learned about creating engaging content was the importance of bringing in bits of his personality. Today, Craig talks with Marc Thomas about how he has made a name for himself in the world of content and brand growth. Marc emphasizes what some of us forgot: B2B content has a purpose and we have to know what th…

1
RS300: What’s Killing Google, and Exiting The Startup Phase 22:52

1+ y ago22:52

22:52

It’s the 300th episode of Rogue Startups, and it’s all about personal updates and professional improvements. Craig talks about where Rogue Startups started and what the future holds for this podcast and podcasting in general. What mediums will everyone gravitate toward this year? Who will win in this cage match between Google, YouTube, AI, SEO, and…

1
RS299: YouTube Scripting Done Right with George Blackman 49:38

1+ y ago49:38

49:38

George Blackman joins Craig in this installment of the Rogue Startups YouTube series. They chat about scripting episodes and what you can do to prepare yourself for making successful videos. George has had years of experience working with successful YouTubers who have had millions of views on their videos, in part because of George’s scripts. Georg…

1
RS298: 3 Steps To Move Your YouTube Channel To The Next Level with Trent Haire 42:38

1+ y ago42:38

42:38

Trent Haire drops some serious knowledge as he chats with Craig today about the three things that you can do to move your YouTube channel to the next level. Trent has years of experience and has worked with some major YouTubers by helping them go from little to no viewer and subscribers to thousands and even millions. In addition to his tips, they …

1
RS297: YouTube Channel Teardown with Josh Howard 45:41

1+ y ago45:41

45:41

Today’s episode is all about YouTube SEO. Craig is joined by Josh Howard, YouTube expert. Josh shares his knowledge about how to rank your video #1, and how to be successful in constructing a dynamic script and structure for your channel and individual videos. He also shows this information in action by analyzing Castos’ YouTube page, as well as Ah…

1
RS296: Creating Great YouTube Hooks with Jake Thomas [YouTube Series] 48:17

1+ y ago48:17

48:17

Today Craig chats with Jake Thomas from Creator Hooks about what SaaS owners and entrepreneurs can do to catch the eye of possible customers and viewers on YouTube. Jake started his journey to Creator Hooks when he landed his dream job as a marketing manager at a fishing company. There, he learned the most important thing about creating titles and …

1
RS295: SaaS Sales Masterclass with Matt Wolach 37:45

1+ y ago37:45

37:45

Matt Wolach is a genius at closing. Today, Craig gets the opportunity to pick Matt’s brain. They chat about why most people don’t close deals and what they can do to fix that. They wax poetic about outbound leads. How do you generate them? Where does it work best? Not to mention, they also talk about their social media processes. Do you have any co…

1
RS294: The Reality Of B2B SaaS Marketing w/ Corey Haines 47:34

1+ y ago47:34

47:34

On today’s episode, Craig chats with Corey Haines, founder of Conversion Factory. They chat about what it’s really like to be a B2B SaaS owner including how to handle marketing, if it’s necessary to learn the ins and outs of development, and how client work can kick you in the butt so you can stay fresh all the time. Corey Haines is a marketing-fir…

1
RS293: The Risk Of Your Brand w/ Ed Freyfogle 39:03

1+ y ago39:03

39:03

Craig and Ed chat about all things bootstrapping, personal branding, social media, and growth trajectory. They also do a bit of catching up. Ed provides a unique perspective on these topics in addition to trying to convince Craig to move back to Europe. Ed is the co-founder of OpenCage which provides a geocoding API (which converts geographic coord…

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