Sep 16, 2026 · 45 min · 11 segments
Gregory Shepard Bio Gregory Shepard, known as The Startup Architect., is a Fulbright Scholar, co-founder of the Fulbright Entrepreneurship Initiative, speaker at the United Nations, and one of MSN’s…
Gregory ShepardGuest
Jothy RosenbergHost
And I started to understand that the The failure rate that's associated with founders is associated with an unarchitected space, meaning every single founder goes through the experience as if it's their first time.

Instead of there being a breadcrumb trail left behind that makes it easier, every founder that comes through gets better and better and better.

And so what I started to do was try to figure out how I could architect a structure, a life cycle that told founders where they were going, where they are, what to expect, what to look out for, and all the things that happened during the journey of a founder.

Most people think that a founder's journey is dictated by the round of funding.

I'm at my seed round or my series seed round or my series A or whatever it is.

Those are things that happen during the journey, but that's not the journey itself.

did that come from other people who nicknamed you that? Or was that the name of your research project? Or did you name yourself that?

And then somebody else came in with the startup architect and then, you know, that's the one that they ended up giving me.

People said to me after I had already started five startups, you know, you've got to stop calling yourself a serial entrepreneur.

And I started to understand that the The failure rate that's associated with founders is associated with an unarchitected space, meaning every single founder goes through the experience as if it's their first time.

Instead of there being a breadcrumb trail left behind that makes it easier, every founder that comes through gets better and better and better.

And so what I started to do was try to figure out how I could architect a structure, a life cycle that told founders where they were going, where they are, what to expect, what to look out for, and all the things that happened during the journey of a founder.

Most people think that a founder's journey is dictated by the round of funding.

I'm at my seed round or my series seed round or my series A or whatever it is.

Those are things that happen during the journey, but that's not the journey itself.

did that come from other people who nicknamed you that? Or was that the name of your research project? Or did you name yourself that?

And then somebody else came in with the startup architect and then, you know, that's the one that they ended up giving me.

People said to me after I had already started five startups, you know, you've got to stop calling yourself a serial entrepreneur.
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