Podcast
∙
Mar 19, 2025
∙
38:30
No Signals, No Safety Net: How Founders Make Risky Decisions Anyway
with

Aaron Schwartz

Yaw Aning

Kyle Bertin
How do you make smart decisions when there’s almost no feedback telling you if you’re right?
That’s the challenge Kyle Hency (Good Day) and Yaw Aning (Malomo) are facing as they build their companies—one in logistics and operations, the other in post-purchase customer experience.
Kyle built Chubbies by launching products fast, testing, and iterating. But with enterprise software? It’s two years of building before he even knows if he got it right. No fast signals, no obvious feedback loops—just long-term bets with no safety net.
Meanwhile, Yaw has spent the last few years turning the biggest frustration in e-commerce—customers asking “Where’s my order?”—into a growth channel for brands.
In this episode, we cover:
🚀 How founders assess risk when signals are low
📦 Why post-purchase communication is the #1 trust-builder for e-commerce brands
💰 How poor return processing is quietly burning millions for brands
📊 The shift from growth-at-all-costs to profitability-first strategies
🤖 The AI hype cycle—where is the actual value?
If you’re building in commerce, logistics, or SaaS—or just trying to figure out how to make smarter bets in business—this one’s for you.
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