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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In our latest episode of The Predictable Revenue Podcast, Collin sat down with Carolyn Sloan, founder of TeachMeTV.

They unpacked exactly how she had found it, and scaled real traction in a market that resists disruption. 

Highlights include: Reflective Practice in Education (08:43), Building the Product and Initial Feedback (13:27), Identifying the Right Audience (14:18), The Importance of Referrals (19:00), And more...

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Collin Stewart interviewed Jason Fletcher, founder of DevPipeline, a software apprenticeship program training overlooked talent in rural Utah.

Jason didn’t build with funding, marketing, or a roadmap. He built by doing. The result: a sticky, mission-driven business with real product-market fit and zero ad spend.

The way Jason built it holds lessons every founder should steal.

Highlights include: Where the Idea Came From? (0:41), How to Validate Your Idea? (02:28), Become a Developer in 45 Weeks (08:18), Locking in and Commiting (10:27), The Weirdest Customer Acquisition Channel (12:18), and more...

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In this episode of the Predictable Revenue Podcast, we spoke with Patrick Zelaya, founder of HeavyConnect, about one of the cleanest early traction stories we’ve heard.

He didn’t start with code. Or funding. Or even a finished product.

He pitched a room full of farmers with nothing but a pain point, and walked out with 15 checks and two years of runway. No VC. No sales team. Just real demand.

Highlights include: From Hackathon to Industry Leaders (04:36), Building Relationships with Major Clients (09:01), Navigating Compliance and Functionality Challenges (11:14), The Role of Software in Training and Compliance (13:27), and more...

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