I share my journey stepping into local politics. I discuss my experience exploring a political party, why direct impact is difficult, and my thoughts on democracy, transparency, and capitalism. I reflect on how entrepreneurs can contribute outside traditional politics, the role of technology in future democracy, and ideas for making systems more transparent and accessible.

twitter: https://x.com/wbetiago

linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps by PodSqueeze

Introduction and Episode Theme (00:00:01)  

Entrepreneurial Instincts and Early Experiences (00:01:15)  

Building Management as a Microcosm of Society (00:04:12)  

Becoming Building Administrator and Facing Challenges (00:05:29)  

Lessons in Taking Initiative and Overcoming Discouragement (00:08:13)  

Growing Interest in Politics and Ideologies (00:09:39)  

Exploring Political Perspectives and Debates (00:10:52)  

Portugal’s Housing Crisis and National Issues (00:13:20)  

Considering Political Involvement and Party Membership (00:15:37)  

Attending a Political Party Gathering (00:17:54)  

Barriers to Impact and Political System Limitations (00:19:00)  

Long Road to Political Influence (00:23:59)  

Rethinking Political Engagement and Direct Democracy (00:25:09)  

The Problem of Indifference and Limited Impact (00:26:14)  

Entrepreneurship as a Path to Impact (00:28:30)  

Transparency and Democracy (00:31:00)  

Capitalism’s Merits and Flaws (00:33:19)  

Imagining Capitalism 2.0 and Algorithmic Governance (00:37:01)  

Conclusion and Call to Action (00:39:21)

I share updates on negotiating for a new office, including the challenges with the landlord and contract terms. I reflect on changing my dress code at Web Summit, how it affected others’ perceptions and my self-confidence. I discuss Web Summit highlights—AI hype, standout startups, and networking moments. Finally, I break down my latest automations that save hours on outreach and client management, boosting productivity for my bootstrapped business.

twitter: https://x.com/wbetiago

linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps by PodSqueeze

Episode Introduction and Delay (00:00:00)  

Office Move: Motivation and Search (00:01:09)  

Office Lease Negotiations (00:03:53)  

Landlord Research and Decision (00:07:36)  

Web Summit: Dress Code Experiment (00:09:51)  

Impact of Dressing Formally (00:11:09)  

Networking and Perceptions at Web Summit (00:13:19)  

Self-Confidence and Professional Image (00:15:30)  

Web Summit: AI Startup Trends (00:19:09)  

Notable Startups and Conference Value (00:22:56)  

Automations: Social Media and Outreach (00:26:12)  

Automation Workflow Details (00:27:24)  

Automation Impact and Closing (00:30:41)

I share my journey from working at home to trying co-working spaces, and then renting my own office. I talk about challenges like noise and limited hours that made me and my co-founder look for a better fit. Now, with our own office, we have more freedom, flexibility, and the chance to build a community of indie makers. If you’re bootstrapping your business, you’ll relate to my honest take on finding the right work environment.

twitter: https://x.com/wbetiago

linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps by PodSqueeze

Introduction and Episode Overview (00:00:00)  

Podcast Promotion and Audience Engagement (00:01:32)  

Early Work-from-Home Experience (00:02:56)  

Searching for a Co-working Space (00:04:20)  

Joining and Adjusting to the Co-working Space (00:05:33)  

Benefits of the Co-working Space (00:06:46)  

Community and Social Aspects (00:08:01)  

Emerging Issues: Limited Access Hours (00:09:15)  

Recording and Meeting Space Limitations (00:10:25)  

Major Issue: Noise and Lack of Control (00:11:40)  

Attempts to Resolve Noise Issue (00:12:43)  

Frustration with Management and Decision to Leave (00:13:52)  

Office Space Search and Comparisons (00:18:09)  

Finding the Ideal Office Space (00:20:30)  

Finalizing the Office Decision (00:21:46)  

Advantages and Vision for the New Office (00:23:54)  

Potential Downsides and Reflections (00:25:16)  

Capitalism and Having Options (00:26:23)  

Interaction with Co-working CEO (00:27:15)  

Preparing to Leave and Final Thoughts (00:28:10)  

Office Market Comparison and Future Plans (00:29:14)  

Community Building and Episode Wrap-up (00:30:23)

I speak about how I’m automating my indie founder workflow using N8N. I share my favorite automations: press release creation and translations, social media scheduling, and newsletter writing, all powered by AI and connected through tools like Excel and GPT. I talk about handling integrations, using Flarecut for YouTube Shorts, and the challenges with Reddit. I discuss my plans to automate B2B outreach and customer success. My focus is on maximizing distribution, saving time, and scaling my projects with automation.

Twitter: https://x.com/wbetiago

Timestamps by PodSqueeze

Introduction and Podcast Setup (00:00:01)  

Discovering and Setting Up N8N (00:01:21)  

Overview of N8N Features (00:02:35)  

Need for Automation in Workflow (00:04:46)  

Automating Press Releases (00:05:54)  

Technical Setup: MCP Server Integration (00:07:04)  

Automated Social Media Posting (00:09:19)  

Challenges with Social Media Integrations (00:12:28)  

Automating Newsletters (00:13:31)  

Reddit Automation Attempts and Issues (00:15:20)  

Future Automation Plans (00:17:34)  

Reflections and Closing Thoughts (00:18:33)  

Outro and Call to Action (00:19:36)

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/wbetiago

Linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps por PodSqueeze

Introduction 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)

I reflect on my recent interview with Craig Hewitt, founder of Castos. I dive into the trade-offs between bootstrapping and raising venture capital. I share my thoughts on how AI is changing entrepreneurship and jobs. I talk about my own experiences with product pivots and tough market challenges. I explain how I use AI to boost efficiency in my startup journey. Building products is easier than ever, but getting distribution right is still the hardest part.

Twitter: https://x.com/wbetiago

Linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps by Podsqueeze

Introduction and Recap of Previous Episode (00:00:02)

Raising Funds vs. Bootstrapping (00:01:20)

Valuation, Market Size, and Risks of Raising (00:03:59)

Analyzing Competitors and Market Potential (00:09:13)

Calculating Market Size and Revenue Projections (00:10:21)

How Much to Raise and Lessons from Greg Hewett (00:11:32)

Benefits of Not Raising and Work-Life Balance (00:12:54)

AI’s Impact on Productivity and Hiring (00:12:54)

Long-Term Thinking and Consistency (00:13:59)

AI’s Negative Impact on Jobs and the Economy (00:16:25)

Building Resilient Businesses and Diversification (00:18:58)

Turning a Landing Page into a Revenue Stream (00:20:01)

Iterating the Business Model and Monetization (00:21:08)

Distribution as the Key Bottleneck (00:22:15)

Leveraging Distribution Channels for Growth (00:23:20)

Conclusion and Call to Action (00:24:39)

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/wbetiago

About Craig Hewitt

Twitter: https://x.com/TheCraigHewitt

Podcast: https://roguestartups.com/

Timestamps by Podsqueeze

Greg’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 Mentions

Tools 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 PodSqueeze

Introduction 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

I reflect on changes in the indie hacking community, especially how Twitter’s algorithm elevated a few “stars” and reduced sharing of useful lessons. I discuss how AI is transforming bootstrapping and SaaS, making coding accessible and raising anxiety about job security. I explore how software is becoming a commodity, what this means for developers and founders, and why owning distribution and marketing will matter most. I share thoughts on diversifying businesses beyond SaaS as AI rapidly evolves, and invite feedback from listeners about their own experiences with AI and entrepreneurship.

Twitter: https://x.com/wbetiago

Linkedin: https://www.linkedin.com/in/tiago-ferreira-48562095/

Timestamps by PodSqueeze

Introduction and Episode Overview (00:00:00)  

Podcast Housekeeping and Call for Reviews (00:01:37)  

Tiago’s Indie Hacking Beginnings (00:03:06)  

Golden Days of Indie Hacking Community (00:04:27)  

Rise of Indie Hacking Stars and Algorithm Shift (00:05:45)  

Vanity Metrics and Decline of Knowledge Sharing (00:07:17)  

Personal Impact and Disconnection from Community (00:10:12)  

Platform Comparison: Twitter vs. LinkedIn (00:12:47)  

Transition to AI and Future of SaaS (00:14:13)  

Personal Story: Co-founder’s Journey with AI Coding Tools (00:14:13)  

AI’s Impact on Coding and Productivity (00:15:56)  

AI in Daily Work and Expanding Use Cases (00:17:09)  

Anxiety Over AI Replacing Computer-Based Jobs (00:20:08)  

Threat of Big Tech and Commoditization of Software (00:21:31)  

Changing Developer Job Market and Skills Gap (00:22:56)  

Importance of Distribution and Marketing (00:25:56)  

Existential Questions: AI Replacing Human Intelligence (00:27:16)  

Human Value in a Post-AI World (00:31:48)  

Diversification as a Survival Strategy (00:34:25)  

Uncertain Future and Final Reflections (00:35:39)

Today I am re-publishing an episode from my early days as an entrepreneur. It kind of seems like it was a lifetime ago. I have learned a lot since then. But its cool to go back in time!

Hope you enjoy it!

Follow me on twitter: https://x.com/wbetiago