Indie Founder

Dive into a fascinating journey exploring local politics! Discover the hurdles faced by entrepreneurs eager to make an impact outside traditional roles. Hear insights on Portugal's pressing housing crisis and the nuances of political party dynamics. Reflect on the potential of direct democracy versus conventional systems. Tiago envisions how technology could enhance civic participation and transparency. Join a thought-provoking discussion about capitalism's merits and pitfalls and what a future with AI in democracy might look like!

Tiago shares his journey in negotiating a new office and the challenges he faced with the landlord. He experiments with dressing up at Web Summit and reflects on how it transformed others' perceptions and boosted his confidence. Highlights from the event include AI trends and standout startups, like a 3D-printed tissue innovator. Additionally, he discusses automations designed to streamline outreach and client management, revealing time-saving workflows that enhance productivity for his bootstrapped business.

Join the journey of two co-founders as they transition from the chaos of working from home to the challenges of co-working spaces. They face noise issues and limited access hours that spark a search for a private office. Discover how they finally find an ideal two-floor space that offers freedom, flexibility, and opportunities to build a community of indie makers. With candid insights on the trade-offs of each option, this discussion highlights the importance of a productive work environment and the value of choice in a capitalist society.

Discover how one indie founder is automating their workflow with N8N and AI! They cover innovative automations like creating press releases and scheduling social media posts. Learn about the technical setup and the challenges faced with integrations like LinkedIn. The discussion also dives into generating YouTube Shorts with AI and plans for automating B2B outreach. Maximizing distribution and scaling projects through automation is the key focus, aiming for significant growth and efficiency.

My experience attending a business conference in Madrid as a bootstrapped founder. I talk about the challenges I faced pitching in Spanish, the costs involved in attending the conference, and why face-to-face meetings are so important for B2B sales. I share my own tips on networking, negotiating ticket prices, and preparing demos, and I also describe what it was like staying in a capsule hotel. I emphasize the irreplaceable value of in-person connections and engaging on social media, and I reflect on what it means to expand into new markets. I’d love to hear about your own conference experiences, so feel free to share them with me!

I speak about the challenges of setting prices for B2C and B2B customers. I share why B2C is more price-sensitive and talk about Podsqueeze’s shift to bigger B2B clients. I give examples from other SaaS companies—how some only show enterprise pricing and others adjust based on value or usage. I talk about Podsqueeze’s new pricing strategy for enterprise clients and my lessons from past mistakes. If you want to connect or have questions, reach out on Twitter or LinkedIn.Twitter: https://x.com/wbetiagoLinkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/Timestamps por PodSqueezeIntroduction and Episode Overview (00:00:01)  Podsqueeze’s B2C Beginnings (00:01:35)  Transition to B2B and Hitting a Growth Plateau (00:03:07)  First B2B Sales Meetings and Pricing Challenges (00:06:21)  The Challenge of Serving Both B2C and B2B (00:07:53)  Example 1: Get Vocals’ B2B-Only Flexible Pricing (00:09:20)  Example 2: Turnkey’s Value-Based Pricing (00:12:04)  Example 3: SendGrid’s Usage-Based Tiered Pricing (00:14:41)  Podsqueeze’s Pricing Adjustments and Negotiation Issues (00:17:18)  Future Plans: Unlimited Enterprise Plan and Flexibility (00:18:26)  Conference Preparation and Closing Remarks (00:20:42)

Discover the trade-offs between bootstrapping and raising funds, along with insights into how AI is transforming entrepreneurship. Explore the challenges of product distribution, and find out how efficient tools can empower small startups. Reflect on the importance of maintaining work-life balance while navigating market risks and competition. Emphasizing long-term thinking, the discussion also tackles AI's impact on jobs and the economy, offering strategies for building resilient businesses in a rapidly changing landscape.

I chat with Craig Hewitt , founder of Castos. We talk about his journey from running a podcast editing agency to building a SaaS hosting platform. We cover the challenges of bootstrapping, raising funds, and going international. Craig shares how he uses distribution channels, how AI affects small teams, and what it’s like to scale in a niche market. We end with advice for indie founders on picking business models, taking risks, and keeping up with tech changes.My twitter: https://x.com/wbetiagoAbout Craig HewittTwitter: https://x.com/TheCraigHewittPodcast: https://roguestartups.com/Timestamps by PodsqueezeGreg’s Background and Starting Podcast Motor (00:01:02)Getting First Clients and Sales Approach (00:06:29)US vs. Europe: Customer Acquisition Differences (00:08:25)Localization and Multi-Currency Pricing (00:13:18)Transition from Agency to SaaS: Castus (00:16:30)Distribution Channels and Product Positioning (00:19:06)Impact of AI on Team and Product Development (00:25:28)Bootstrapping vs. Raising Money: Tiny Seed Experience (00:30:25)Agency vs. SaaS: Which to Start First? (00:31:33)Tiny Seed Accelerator: Value and Learnings (00:35:55)Distribution, Churn, and Growth Challenges (00:38:56)Balancing Family, Agency, SaaS, and Accelerator (00:41:05)Using Investment to Scale and the Realities of Raising Money (00:44:05)Investor Returns and Exit Expectations (00:51:19)Podcasting Market Realities and Churn (00:54:10)Pricing, Retention, and Content Marketing Plateau (00:57:23)What to Do When Growth Plateaus (01:00:59)AI’s Impact on SaaS and the Economy (01:10:21)US vs. Europe: Entrepreneurial Mindset Differences (01:14:53)Conclusion and Where to Find Greg (01:17:58)Links and MentionsTools and Websites"Castos": "00:01:02""Podcast Motor": "00:01:02""Audacity": "00:05:40""Ecom from Skype": "00:05:40""Blueberry": "00:05:50""Buzzsprout": "00:05:50""Seriously Simple Podcasting": "00:17:36""HubSpot": "00:19:14""Cursor": "00:15:11""Zencastr": "00:22:33""Zoom": "00:22:33""Figma": "00:24:26""Cursor": "00:27:41""TinySeed": "00:30:25""11 Labs": "00:26:30""Claude": "00:26:30""Marnus": "00:26:30""TinySeed": "00:48:33""WordPress": "00:51:19""Podsqueeze": "00:54:10""Apple Podcast Connect": "00:55:13""Rogue Startups": "01:17:58"Books"Steal Like an Artist": "00:19:31"Videos and Podcasts"Nathan Barry's Podcast": "01:08:40"

I speak about how mindset is shaped by culture and how it impacts business and self-confidence, comparing Portugal, Germany, and the US. I share lessons learned from interacting with entrepreneurs, especially around valuing your work and selling yourself. I talk about my new advertising project, Oliver Media, the challenges of B2B sales, and differences in how people approach business across countries. I reflect on how surrounding yourself with a strong entrepreneurial mindset can change what you believe is possible, and why understanding culture is key for B2B success.Timestamps by PodSqueezeIntroduction and Episode Overview 00:00:00  How to Support the Podcast & Contact Info 00:01:29  Coworking Space Story & Cultural Observations 00:02:52  Salary Expectations: Portugal vs. Germany 00:03:53  Cultural Mindset and Its Impact 00:05:24  Business Mindset: Portugal vs. US 00:06:47  US Clients and Investment in Projects 00:08:12  Case Study: Portuguese-American Entrepreneur 00:10:38  American Attitude Toward Business and Monetization 00:11:50  Introducing Oliver Media Project 00:12:57  Building a Podcast Advertising Network 00:14:14  Challenges in Portuguese Podcast Advertising 00:15:27  Learning to Sell Advertising as a Product 00:16:35  B2B Sales Focus and Strategy 00:19:49  Cultural Nuances in B2B Sales 00:20:57  Mindset Differences Across Countries and Continents 00:22:02  Learning from American Business Culture 00:23:21  Conclusion and Call for Listener Interaction 00:24:34

The discussion dives into how AI is reshaping indie hacking and SaaS, raising questions about job security and the commoditization of software. The impact of Twitter's algorithm on community dynamics and knowledge sharing is examined, highlighting the rise of a few standout figures. Concerns about AI replacing human creativity are raised, alongside strategies for diversifying business models. Listeners are encouraged to share their experiences navigating this evolving landscape, adding to the rich conversation around entrepreneurship.