In this episode of the Predictable Revenue podcast, Collin Stewart interviews Sriharsha “Sai” Guduguntla, co-founder of Hyperbound.

They delve into what it truly takes to achieve product-market fit, from conducting 2,000 user interviews to leveraging AI for enhanced sales productivity.

This post highlights the key lessons every early-stage founder needs to hear.

Highlights include: The Journey of User Interviews (01:35), The Mechanics of Virality (09:22), Building a Sustainable Inbound Strategy (10:14), Avoiding the GPT Wrapper Trap (12:56), AI in Sales: Enhancing, Not Replacing Human Coaches (14:40), And more...

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On the Predictable Revenue Podcast, host Collin Stewart sat down with Gil Quadros Flores, founder and CEO of CoGrader, to unpack the messy realities of building an EdTech startup.

From identifying teachers’ deepest pain points to navigating long sales cycles, Gil’s story is a case study in how founder-led sales and an experimental mindset drive real traction.

For early-stage founders, especially in education, the key takeaways are clear: prove the concept before chasing profit, build trust before scaling, and continue iterating as the market shifts.

Highlights include: From Idea to Pre-Sales (06:37), Quantifying Pain and Market Needs (09:02), Pricing Strategies and Early Sales Insights (10:04), Recognizing Product-Market Fit (15:31), and more...

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In AI, building great technology isn’t enough. You can solve a real problem and still struggle to gain adoption. Why? Because Product-Market Fit in AI isn’t just about function. It’s about trust.

That was the central theme in a recent conversation with Gemma Galdon-Clavell, founder of Eticas AI, and Collin Stewart. Their insights highlight why founders can’t rely on old playbooks:

• Strong tech without trust still faces market reluctance.
• Compliance doesn’t equal safety. Guardrails must be built in early.
• In immature markets, founder-led trust-building comes before scale.
• Referrals, not polite praise, are the real signal of PMF.
• Even good VC advice can kill you if it’s mistimed.

The message is simple: in AI, true PMF is fit plus trust.

Highlights include: Adapting to Client Needs in AI Solutions (04:57), Guiding Clients Through Uncertainty (07:06), Evolving Customer Acquisition Strategies (08:02), The Importance of a Strong Management Team (10:21), Navigating VC Relationships (12:25), Marketing and Visibility Challenges (16:22), And more...

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In this episode of The Predictable Revenue Podcast, Ajay Singh, founder of Pepsales, joins Collin to break down how his team ran 200+ discovery calls before writing a line of code, and why that depth changed everything: their ICP, their positioning, even who they refused to sell to.

But this isn’t just a story about Ajay.

It’s a roadmap for any founder trying to earn product-market fit the hard way, by talking to strangers, chasing clarity, and pushing past the false signals that kill most startups.

Highlights include: Understanding Customer Needs (17:14), Identifying Market Gaps (19:53), Navigating Competition (22:57), Challenges in Sales Processes (27:43), and more...

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When the AI wave hit, Jabeen Zaidi, founder of Spring AI, faced that exact storm.

Competing against giants like Adobe and Canva, she sat down with Collin on an episode of the Predictable Revenue Podcast to discuss how Spring gained traction by starting small, earning user trust, and iterating with honest feedback instead of chasing hype.

If you’re building in AI, crypto, or any market where trends move faster than teams, these lessons will help you survive long enough to grow.

Highlights include: The Leap into Entrepreneurship (03:19), Market Research and Validation (04:07), Feedback and Iteration (08:19), Customer Validation and Use Cases (13:09), and more...

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Building a startup is chaos. The leap from idea to product-market fit rarely follows a straight line.

On the Predictable Revenue Podcast, host Collin Stewart spoke with Paul Powers, founder and CEO of Physna, about how he turned a risky idea into a market-ready product.

From spotting a costly, overlooked problem to betting everything on a live demo, his journey offers hard-earned lessons for founders chasing traction.

Highlights include: From Idea to Execution (02:25), The First Customer and Validation (06:37), Navigating Product Market Fit (08:33), Sales Process Evolution (10:03), and more...

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In this episode of the Predictable Revenue Podcast, our host Collin Stewart, sat down with Chris Brunner to unpack what it really took to build Authvia in a complex industry.

The slow work of building relationships, the discipline of not solving the wrong problems, and why product-market fit isn’t a milestone. It’s a moving target.

For founders navigating distribution, defensibility, or channel strategy, this one’s full of quiet, hard-earned lessons.

Highlights include: The Journey of Validation and Market Research (03:32), Product Development and Initial Launch (11:28), Navigating Early Challenges in Customer Acquisition (12:53), Establishing Defensibility in a Competitive Market (15:04), Defining Product-Market Fit in a Complex Landscape (15:18), And more...

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This week on the Predictable Revenue podcast, Collin Stewart sat down with Dan Sahar, co-founder of Guidde, to unpack the messy path to product-market fit.

This isn’t a highlight reel, it’s a real-world breakdown of what actually worked: from narrowing focus and charging early, to finding pull from unexpected places and riding the AI wave at just the right moment.

Here’s what early-stage founders can take from Guidde’s journey and apply to their own.

Highlights include: Identifying the Problem and Validation (00:42), Finding Product-Market Fit (10:20), The Importance of Product Launches (12:38), Harnessing Virality and Word of Mouth (17:47), and more.

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