The Originality Loop
Original work starts before you prompt AI.
Aug 10, 2026 · 1 hr 15 min · 16 segments
Send us Fan Mail On today’s episode of **The Business Game**, we’re sitting down with **Jonathan Aberman**, Founder and CEO of **Hupside**, a…
Jonathan AbermanGuest
Steve PlummerHost
Kalina StanoHost
Lisa DeAngelisHost
I just need to get a mentor." But it's actually a bit of effort to find that person, to find the right fit.

It's, it, it takes a bit of getting your... putting yourself out there and trying to find someone that's actually gonna fit the mold with you and your lane-

One of the things that I do, and maybe I shouldn't give this away bec- but, well, I generally...

If somebody gets through the f- the filter, as it were, I mean, getting through the filter is not sending me a message on LinkedIn saying, "Can I pick your brain?"

That is basically telling me that you wanna create a transactional relationship, and I don't need a transactional relationship with a stranger.

I have more than enough transactional relationships surrounding me already, right? What tends to work, and I see works really well, is somebody who comes inbound with an interesting problem or interesting challenge and manages to communicate that they're really just looking for some, some advice, right? Or they come inbound with a really well-framed reason why they want my advice.

Or I, I'm at an event and somebody comes up to me and says, "You know what? You're doing something I think is really interesting.

I just need to get a mentor." But it's actually a bit of effort to find that person, to find the right fit.

It's, it, it takes a bit of getting your... putting yourself out there and trying to find someone that's actually gonna fit the mold with you and your lane-

One of the things that I do, and maybe I shouldn't give this away bec- but, well, I generally...

If somebody gets through the f- the filter, as it were, I mean, getting through the filter is not sending me a message on LinkedIn saying, "Can I pick your brain?"

That is basically telling me that you wanna create a transactional relationship, and I don't need a transactional relationship with a stranger.

I have more than enough transactional relationships surrounding me already, right? What tends to work, and I see works really well, is somebody who comes inbound with an interesting problem or interesting challenge and manages to communicate that they're really just looking for some, some advice, right? Or they come inbound with a really well-framed reason why they want my advice.

Or I, I'm at an event and somebody comes up to me and says, "You know what? You're doing something I think is really interesting.
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3 of 14
The Originality Loop
Original work starts before you prompt AI.
AI Is a Sameness Engine
AI makes work faster, but sameness wins.
Avoid the AI Wrapper Trap
AI startups need moats beyond simple wrappers.
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