Directory · Building Underway · S1 · Episode 14

S1 · Episode 14 · filmed 26 September 2026 · 6:14

Underway and the hard times

I'm still in Vegas after the wedding, and a conversation with my friend Dylan about Underway made me think harder about what the diary is actually for. My take now is that the value sits in founders talking transparently about the weaknesses, the doubts and the times they nearly gave up, not just the wins, and I noticed most of my own episodes so far have been me listing what I've done. I also talked about the doubt that it could all go away, and why I'd keep documenting even with no customers. On the posting side, GrokBot now runs automatically, three posts a day across X, LinkedIn, Instagram, YouTube and TikTok. Next episode might be filmed on the plane.

Read the transcript

What's up What's up ladies and gents it's 8pm here on the 26th of September Saturday Still in Vegas ready to go home now Last night was crazy well not so crazy for me but crazy for other people Great wedding though glad I came But I was having a conversation with a number of people last night about well some people came up to me and spoke to me about Underway Obviously they followed me before the Underway days and they brought up they said some good things they asked some questions and stuff And my friend Dylan brought up one point or he made me ponder something So I brought up the fact that you know this allows founders to it's not about just starting something and showing the start because it is still for business owners who are doing something now and are like hey I'm going to still document what I'm doing now Because you might be somewhere and in 10 years time your business could be in a different place and you'd be still happy that you've kind of shown that progression And I said to him oh I bet there's loads of times you know because Dylan's built something really cool with his members and I said I bet there's lots of things that you haven't captured But the thing is with his business is he genuinely has he's definitely got a documentation I don't know how much of it is genuinely him just speaking himself to the camera and stuff but he's got a documentation of from the start he's got a lot of videos he's got a lot of stuff that goes back So he's not someone who you could point at and say hey this is for you in that sense But one thing that does stick out for him and this applies across the board is I would say it's more about I really think the value in this is going to be founders or anyone even at businesses talking to camera in just a transparent way and just opening up and maybe let's say talking about the weaknesses talking about the hard times because it's actually those probably where you know if I'm if I'm going to interview founders about what they've done and I envision years down the line where this is for me it's like the really cool bits will probably be actually not just the initial stages of someone building and build and create a business But what were the hard times What were the times that don't usually get put on camera You know when I think okay what about Jeff Bezos building Amazon It's like yeah I'm sure there's so many cool things that he could talk on camera about But really it's like where did he nearly give up Where did he How long did it take him to get that customer How did he have doubts You know what I mean And I think that's what's I think people really value transparency nowadays you know and I was even thinking about myself like most of the episodes I filmed are very much me talking about hey I've done this I've done this I've done that And it's like I need to look at myself more and what are the things that I'm anxious about or nervous about or what I think could go wrong or what has gone wrong Maybe I haven't spoke about that enough Not that really anything could have gone wrong much at this point but at the end of the day I think the biggest thing that weighs on my mind is and I would assume most business owners think about this as well is like and I have thought about this in my other businesses where I've become let's say quote unquote successful in what I've done before is even though I've become successful even though I've done got pretty far I still have that I don't know if most other owners think this but it's like I still have the doubts about imagine if it all just like went away you know and I think for myself doing this the key is just having genuine passion to do it like I'm genuinely doing it because I'm loving it because it means something to me and I believe in it so much so there is doubts like what about if it doesn't work out what I think about those things what about if it doesn't work out at all I don't get customers you know I think to myself well still I'm enjoying just doing this hey I can document for years and years and years like it would just be valuable anyway because it would just be valuable to me in my life even if I didn't get any customers ever just I could still look back in 20 years where I've got my wife and kids and businesses and it's just all documented like that's valuable in itself so yeah I do implore like business owners to just start because you don't even have to like what I'm doing now is building in public I think it's important but you don't have to do that you don't have to publish everything to all the social platforms even though it is super easy guys Literally I have GrokBot and GrokBot now does it automatically so I don't even tell it But every day it posts three times and one of them is one of my episodes And it gets the captions from under it and it just posts them And it does it to X it does it to LinkedIn both my company profile and my personal It does it to Instagram it does it to YouTube TikTok X like everything So it's all automated now and it's super easy But if I do look back about what I built and everything I think to myself I wish I had documented it But it doesn't mean I had to go public I could have gone public at a certain time once I was happy with it Or I think building stealth is still valuable But I also do think there's going to be a marketplace I do think there's going to be a huge marketplace in the future of builders creating businesses because everyone has that ability now with AI and documenting it And hey there's going to be lots of failures on there There's going to be hard times There's going to be maybe people who put themselves out there and it all fails But I think that's valuable in itself So the next episode I might do on the plane We'll see

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