I Want Product-Market Fit Podcast
Sep 30, 2026 · 1 hr 39 min · 11 segments
Anthony Pierri co-founded Fletch after closing zero deals in his first nine months at a company selling too much at once. He has since positioned 500+ B2B startups. We talk about why most startups…
Anthony PierriGuestPodcast HostHostEven Amazon, they started in books and after two or three years, they added retail and electronics, but still all online shopping.
So that's still within the same realm.
And I think only in year 10 or 11, they launched AWS.
And Very often people think in product lines because they know the Tesla had three editions before they went to the Model T that everyone is buying.
But those are the exceptions.
I'm not sure if you know the Yamaha brand.
They have very weird product portfolios.
Pianos,
the outlier, yes.
And even Apple with... such a broad range of different products those are the outliers like no another company makes such a broad range of products um but those are the companies people know and then they reflect oh well my startup might do the same thing so i also
think too along those same lines like So, for example, if I speak to a classical musician, a pianist, and I say – when I say Yamaha, what comes to mind? They say, oh, it's top-of-the-line pianos, right? They're competitive with Steinway and Bose and Dorpher and all these high-end things.
If I go to someone who rides motorcycles and I say, when I say Yamaha, what comes to mind? Oh, it's top-of-the-line motorcycles.
So, like – To live in the top echelon of multiple different categories is so unbelievably hard.
Stripe, there's some estimates that the Collison brothers, the founders of Stripe, are as rich as Elon, but it's just not public because of how much global commerce moves through Stripe.
I say, when I say Stripe, what do you think of? They say payments processing.
Even Amazon, they started in books and after two or three years, they added retail and electronics, but still all online shopping.
So that's still within the same realm.
And I think only in year 10 or 11, they launched AWS.
And Very often people think in product lines because they know the Tesla had three editions before they went to the Model T that everyone is buying.
But those are the exceptions.
I'm not sure if you know the Yamaha brand.
They have very weird product portfolios.
Pianos,
the outlier, yes.
And even Apple with... such a broad range of different products those are the outliers like no another company makes such a broad range of products um but those are the companies people know and then they reflect oh well my startup might do the same thing so i also
think too along those same lines like So, for example, if I speak to a classical musician, a pianist, and I say – when I say Yamaha, what comes to mind? They say, oh, it's top-of-the-line pianos, right? They're competitive with Steinway and Bose and Dorpher and all these high-end things.
If I go to someone who rides motorcycles and I say, when I say Yamaha, what comes to mind? Oh, it's top-of-the-line motorcycles.
So, like – To live in the top echelon of multiple different categories is so unbelievably hard.
Stripe, there's some estimates that the Collison brothers, the founders of Stripe, are as rich as Elon, but it's just not public because of how much global commerce moves through Stripe.
I say, when I say Stripe, what do you think of? They say payments processing.
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