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We hit record on our private strategy session episode artwork

May 15, 2026 48 min

We hit record on our private strategy session

from My First Million Hosted by Hubspot Media

Steal the exact framework we use to grow the pod: https://clickhubspot.com/blfb Episode 824: Sam Parr ( https://x.com/theSamParr ) and Shaan Puri ( https://x.com/ShaanVP ) open the kimono and do a My First Million strategy meeting live. — Show Notes: (0:00) Intro (2:11) the virtue of selfishness (5:54) clip army (14:01) MFM 1% events (22:13) newsletter (24:50) mfm dinner club (29:19) barbell guests (34:13) content ideas — Check Out Sam's Stuff: • Hampton (joinhampton.com): My community for founders. Average member does $25m/year. Many of the guests are members. Get after it...apply: http://joinhampton.com/mfm — Check Out Shaan's Stuff: • Shaan's weekly email - https://www.shaanpuri.com • Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents. • Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies! Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC • I run all my newsletters on Beehiiv and you should too + we're giving away $10k to our favorite newsletter, check it out: beehiiv.com/mfm-challenge My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano /

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We hit record on our private strategy session

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Okay, so this was supposed to be private, but we decided to do it in public as any good influencer would do. We said, hey, why do this if we're not going to have the camera on? I feel like I can rule the world. I know I could be what I want to. I put my law in it like days off.

So I guess the setup here is me and Sam are on camera, but you'll also see Ari and Cassie Doppelgangers. And Cassie's the new, she's the new, the new role of the team. And she came on and we were supposed to do kind of like a strategy meeting of like, Oh, what are we? You're here to help with the podcast. What are we trying to do again?

What's the strategy? And we said, why don't we actually just record it? And we'll just do it live and see what comes out of this session. So that's what I'm here to do. Sam, did I? Is that what you are expecting here?

Yes. And we all feel that something in advance. You are the only one who did not submit yours already. Well, okay. Yeah, that's right. I did. But I'm like the I'm like the co-lator.

Okay. So I what I like to do in these situations, and I think anybody should steal this. I stole this from Amazon when we got acquired there. I learned this method, which is you send a little bit of pre-work in advance and it makes the meeting so much more interesting and so much more valuable because there's some people are fantastic at thinking on the spot and coming up with insightful, accurate, true, honest things on the spot in front of a larger group of people. But that's like 1% of people. Most people don't think very well that way.

And so if you actually want to get to the right answer, a really good thing to do is to send out some questions or have people right in advance with their thinking. And one person's like the the gather, you gather all the materials together and they use that to have a good discussion. And so I asked you guys 10 or so questions and there were questions like, what's working really well with the podcast right now? What's not working? What's your biggest pet peeve? What's something we're just stupid for not doing right now?

Right? Like just very simple questions. And so I gathered all that and we're not going to use all of it. But I wanted to share some of the most interesting findings. Can we just start with the most interesting findings?

The first one is Sam, you had a bit on almost like the virtue of selfishness. You were basically like, I want to do the selfish thing and wait with the podcast because there's one way to look at this, which is it's all about what should we be doing to be more successful? How do we make this external thing work? And you were just like you said, I want to do the selfish thing and have fun and improve myself. I think others will enjoy that a lot more than us trying to appeal to them in an inauthentic way. And it reminded me of the Rick Rubin quote of the best way

to serve your audience is to ignore them completely. I actually think I was like nervous even put that on there because I'm like, oh, we're going to do a podcast on this. I'm just going to go tell the audience to tap themselves. I just think that so originally you started this podcast and I came on and for the first three years, I don't think you and I ever looked at the data and I couldn't even tell you a bunch of the numbers. Frankly, I still don't really look at the numbers, but every once in a while I get drawn and sucked into this thing where I look at the YouTube numbers because those are the most public and I start thinking in headlines and I start thinking in what can get the highest click through rates and then occasionally I suggest we do some of those episodes and we do do some of those episodes and I notice the night before I get the Sunday scariest out of Tuesday night because we record on Wednesdays.

I notice that I dislike those the most and then I notice there are so many times when you will tell me a story where we will have a guest like Ram Weaver, who I think Ram Weaver is popular, so it's maybe not the best example or Sarah Moore who you did a podcast with where we do these podcasts and I leave with more energy than I came in on and almost always that happens when it's not data driven and it's simply what am I curious about or if I read a book and I'm like, I'm so excited to tell Sean about this or Sean goes and does something and he goes and visits Austin and I just want to hear his opinion of who he met and what was cool about it. I am more excited and energized at the end of those than I am at the things where I've done based off of a headline that I think will be popular.

Right. That's so true and I think we should actually set the stage. I forgot to do this. So stay on where we're at. So for those who don't know, started this podcast six years ago.

We're 822 episodes in. I think we've done something like a hundred and fifteen million downloads of the podcast and the entire podcast is based off of a shtick, which is four words. An empire built on four words. Dude, have you seen this? And that's it.

And it's basically Sam saying that to me and I'm like, no, what is it? And he tells me something that makes me that kind of gets me excited, blows my mind. And then I try to do the same for them. And it's a giving contest where we're being used to here and we try to do that. That's how I see it.

Six years into having a podcast, we are basically a media company. We have never we have never had a social media person. I didn't even know that we had like social media. You don't know how many times somebody from HubSpot has asked me like, hey, did anyone have the Twitter login? And like, Cassie yesterday was asking, hey, there's like a LinkedIn page.

Do you know who made that? I was like, I have no idea. I didn't even know it existed. We've got like an Instagram account for years. Nobody had the password to request to reset.

Yeah, we're pretty comically cartoonishly bad at some of these things. Hey, so when I was prepping for this meeting, I put all of our MFM numbers, our competitors, our goals into a quad prompt and it gave me a 60 day action plan for growing our channels. I want to give it away to you as well. So if you head to the show notes below, drop your email. We'll send you the prompt that you can use to grow your platforms as well.

Sean, what do you want to do? Are there any initiatives that you want to do this year in the next 12 months? Is there anything you want to do? You don't want to do? I think most of the things are things I don't want to do.

Meaning I could come up with a list of like 30 possible things. But I think the real question is like, what are the one or two things that might actually change things for the better? The one I wrote right now is I think our core product is actually pretty good. I think I would like listening to this podcast. And that's a good test.

I don't know if I would listen to the podcast podcast by default. I might not even know it exists or know what's in it. You know, what would hook me in to doing it in the first place? And ironically, like some of the things that would hook me in might be like a bigger name guest that I'm curious to hear what this person has to say about this or oh, there's an interview with this person. I haven't seen what that person is saying or the topic they say is going to be interesting.

But that isn't exactly what the main podcast is or doesn't give me like a feel for what the next episode might be totally different than what that one was, for example. It seems like the main way that podcasts work today is you have the loyal listeners and then you have the samplers and the samplers are basically clips that you put in places where people already are that give somebody a bite-size taste of what the real podcast is like. So, for example, I love this podcast, Base Me Guard. I've never even listened to a full episode of it, but I've watched probably 200 clips. And if you tell me what do you think about that podcast?

Oh my God, I love those guys. That podcast is amazing. Never even listen to it, right? But I've listened to so many clips that I feel like I know those guys, I feel like I know the show and every one of the clips gives me the same feeling, most importantly, right? Like it's not like one is a really deep intellectual thing and the other one's funny.

No, every clip is hilarious. I think those guys are hilarious. They seem super likable. Those guys are awesome and that show is funny. If I ever wanted a funny show, like that's where I would go.

And so I don't think we're doing a good job of giving out the samples of what's an MFM to give people that frame breaker, give people that inspiration or give people that story or the banter or whatever in a good enough way where people already are. So on, I think a lot of our committees on X, for example, and it can do amazing things. Like I was on, what do you want? You want 10 or 20 clips a day, which is fine. That sounds like a combative.

I think that's probably why let's take a normal episode in an hour. The challenge would be how do you take three to four moments from that podcast that are like MFM in a shock version and give that to people and architect those clips in a way that we knew would want to share. Because, oh, yeah, that was a great bit that we talked about. It's edited tightly enough where people would understand what it is right away and it would be hooked and they would get the payoff. And if we do that and we share it where people already are consistently, I think that's the number one thing that we don't do a good job of.

That seems to be the smart thing that every other podcaster does. Like I was on Chris Williamson's podcast. We did an episode. I don't know if the episode was fine, like good. You know, if you looked at his YouTube channel, it wasn't like a 10x outlier.

It was probably on the lower side of his normal episodes. But for three weeks, his team has just been clipping from that episode. Little stories, little nuggets from that episode. He put one up on on X and Elon replied to the some story I told on there. That same thing could happen maybe 20 times from MFM and it doesn't happen.

And you just don't, it's like the dogs not barking. We don't know what we're missing because it's not obvious. It's invisible to us. Okay, that sounds great. That's a great idea.

Awesome clips posted on social media where people already are Instagram, TikTok and X. And like that, sure. Is this the my first million first? The violin going off? Well, he's pretty quick to act there.

The dad instincts. How do we go viral? What if Sam's apartment catches fire during the outside? I think we should make this more meeting-like. What do you think, Sean?

It's boring. That's an episode. What do you say? You're so different in strategy meetings. I'm being different now.

You're being, you're being podcasts, Sean. I wasn't aware of that, but you're probably right. What's the main difference? You're more, you're not harsher, but you're just more like blunt. But hang on, this is great.

You're more of a dick. Please listen to this. Okay. Yeah, just make it more how we talk when we're talking. And like a question of how I am off podcast when we're doing strategy, like when we're ever talking about what we should do or not do.

All right. What's not working? Okay. Why are we doing this? This is stupid.

Yeah. Someone that's something that's just stuck. Yeah, we're doing three things. Like, why are we doing that? Yeah. Sean chastised someone on the team and he gave his answer.

He goes, that's a stupid answer. Give a better answer. Okay. But his last point is good. Basically, we do need more clips.

We need him to be on X and we need to be on Instagram. You know, it's one of the things that we grew most from was when we made this bounty where we just said we're going to get five brands to the person who clips the most that we like. And we got 20 million impressions in one month, the first month, which interestingly, there's all these things called clipper armies now. Yeah. That was like one of the first examples of doing that.

We were doing it. It was incredibly successful. We stumbled backwards into that where we were just like, Hey, what if we honestly, by the way, the reason we did that, we didn't trust ourselves to be doing a good job of this. Like, I don't think our own team's going to do a good job of this. How about the crowd?

Anybody who does this will give you a prize and two very interesting things happen. First, it was awesome. We got so much spread from it. The second, the guy who had the most viral clips ended up creating a company doing short form content sold it to morning brew and like, you know, had a sort of successful business come out of the whole thing. And then by the way, in hilarious news, we then immediately stopped doing what was working, forgot about it and haven't talked about it since since.

Yeah. So my opinion is we should A on our internal team, we should post way more on all platforms and B, we should do another one of those things and we can either do the exact same thing or we can just pay a CPM. So for example, if you have a video that gets 100,000 views, you get, I don't know what the going rates are, but I think it's cheap. I think it's like a dollar per thousand views, something like that. But basically it's like, all right, you got you got 100,000 views, you get a gram or like you do the math, but you guys understand what I'm saying.

So Ari told me that I should be more blunt and direct as I am in not this podcast format. So I'll do that. So I'm going to do this about community and this and that. Here's what we want to do in the next 90 days. I need you to raise a clipper army, get this shit going and we should, you know, you have 24 hours to basically set a target.

That makes sense. Like you pick, you pick your goal, but what we fundamentally are trying to do is copy a working playbook that, you know, has worked for everyone from Android Tate to, you know, whoever else, you know, on the clipping side. And we want to use money to incentivize these like 16 to 22 year old kids who are just awesome at editing and making clips to post clips about our stuff on social, not on our own brand account necessarily. We'll take the best and we'll put it there. But we want to study a very aggressive stretch goal and aggressively raise this army of clippers and we'll do that for 90 days and then we'll check in at the end of the 90 days and decide whether we continue or not.

But you could be basically stupidly aggressive for 90 days. So we get a clear answer versus tip towing into it and then we won't really know in 90 days because we're just getting started. We haven't really found out yet. Like go all out, spend more money than you think you need. Be a little bit looser with the controls about it and go for more scale.

And let's see what happens. Okay. So in my opinion, let's take a list of only one or two things. One or two things. One, they're going to go on.

Clipper army. Okay. Let me give you a couple. One thing that I don't know 100% Sean if I want to do it, but would you consider it? We've been talking about events for forever.

I think I would be open to like a two or three venue tour. I would want it to make I would have to figure out if family can come or not and if we can make that happen. But I would be open, but the shtick that we have needs to be easy because and I don't mean easy like in a lazy way, but easy where we could kick ass at it because performing in front of 2000 people like we had before. It's kind of hard to make it entertaining. And I've been to a lot of live podcast taping with a lot of people, almost all of them suck.

And so we would have to like really hone in on a format. So I would say I would be open to an event. But let me give you a few more ideas. Wait, before we do that, let's stick to events. Like, what would Sean, what would you do if you could if it was worth driving an hour for what would you do?

I think here's what here's my interest in an event. I don't want to do an event for money. I don't want to do an event for the ego hit. I got that. You would like to get paid for it.

Sure. Sure. Make it really fine, but that wouldn't be the motivation to do it. Same thing with like it's awesome to walk into like a theater or arena or whatever the thing is and be like, wow, all these people here for us. This is awesome.

And like there's a line of people trying to take selfies and like showing my wife like, look, it's real. Like this is a thing. And like, yeah, like, you know, my kids, is this my cool to you yet? And they're like, no, can we go? So so that wouldn't be the main motivation.

The only motivation within event is I want to know who the top 1% of MFM listeners are. And this is an extremely selfish request, which is over time, actually not through me, but through my business part of Ben Levy, people go to Ben and they're just like, do I love MFM. And so he'll be like, oh, you know, this, the founder of that really cool thing we eat that place we go, that product we use, yeah, he loves MFM. And then I get to be in a moto text. I'm like, I'm like, it's insane that we don't know who the most interesting listeners are.

That's who I want to do the event with and for just purely out of selfishness because and also it would be cool. I think if they met each other and I think that would just be the fun version of doing an event that I'm at most interested in. So if we could figure out what I call the MFM 1% event, that's what I want to do. Okay, got it. So 1% means like a 1% or in that most interesting.

So that means curated. Curated. That means, okay. So you're thinking like 100 or hundreds or hundreds or 150 curated people. And let's make it awesome, retreat, hang out, whatever.

Let's invite some friends of the pod who are guests, like, let's get Andrew and Septimeth, let's get other people that they would also want to meet. Okay. Again, like if you curate it to me, that's a room I want to be in because I know I would have a fun time. I would go meet, I could in one day meet a bunch of awesome people who are like minded, who are fans of the show. That would be the no stress versus get on stage, like travel somewhere already bad, get on stage, have to perform like some live show for what, you know, I'm not sure what I want out of that.

I don't really want anything out of that. All right. Let's take a quick break. And I got a question for you. When a buyer asks AI for a solution like yours, does your business come up?

Most companies have no idea. And by the time they found out they've already lost the deal to another company that did HubSpot has AEO, which helps you show up in the moments when the write buyers are looking for a company like yours before the first click, before they fill in the form. That is the moment HubSpot. AEO is built for check out HubSpot.com, the agent customer platform for growing businesses. Here's another version that I find interesting.

So I like always brainstorming like what's the opposite? So what's the opposite of the live tour, the big show? And my brain went to Tiny Desk. So you know, like the NPR Tiny Desk series that they created on YouTube? Like the vibe is immaculate.

It's cool because it's kind of small and intimate rather than mega mega mega. And you get to see the artist cook. And so I've actually would be curious. Like if we did our version of Tiny Desk, so you've seen like, where Mosey does a lot of these where he's doing his like workshops and somebody stands up and says, I have this problem on this guy, you know, here's my business. Here's what I do, blah, blah, blah.

He's supposed to give him the right answer as the kind of guru on the stage. And it's good, but it's very like a bit sterile, right? Like the vibe of it is like we're in a cold conference room and, you know, we're here for some tactics, whereas Tiny Desk has like a different aura to it, a different vibe to it. So if we had a cool venue that was like almost like compact and we had 20 people who were, you know, entrepreneurs, entrepreneurs, whatever, people who listen to the podcast were entrepreneurial. And then we just kind of spit, spit all with them.

Like I think both me and you were pretty good at doing this with people. Like I've done this at a couple of events where I got paid to go do this talk and I threw just on the drive there. I just threw out my deck and I was like, you know what I'm going to do? I'm just going to stand up and be like, who's got a bit? You're here to get better and improve your business.

But you want some value out of this? Tell me what you're doing. Tell me your biggest problem. Let me try to help you right here on the spot. I do that with like 20 people.

And I felt like a magician because you get to do a magic trick of like they're stuck and you get them unstuck. Which talk are you referring to? The Mercury one? Number three one. Yeah.

Because I watch it. That was good. OK. You're doing that together. I think it would be pretty fire.

Yeah, I agree. That could be cool. We could have like a cool set. We do want a New York. We do want a San Francisco.

We do want in wherever else. Like what Hermosi is doing is pretty smart, right? Like he chops that up into a thousand question and answer clips where somebody has a problem and then he helps them solve it. And then they're like, wow, thank you so much. Like, oh my God.

Yeah, you're right. That becomes like good clip content. And so I think for us, we could do that. And I think it would be pretty easy for us to do much easier than like going on stage and like performing comedy or essentially like live entertainment. I'm more interested in that than like hanging out with really successful people.

Like I for some reason, I don't love like hanging out with like like a like ballers in these types of settings because a I don't feel like googling everyone in advance to see if they're on the up scene list. And I just like being with like the nobody's. But yeah, I'm interested in that. OK, Bernie Sanders of business over here. I'm like, who's the guy?

Romney was like, I don't like poor people. OK, so maybe we do different events. You do the everybody event in venue A and I'll be with all the cool success will be when you be. It's something for everyone. Something I want to do less of a few things I will do less of.

Do you like doing solo episodes? I hate doing solo episodes. I hate recording to and like looking at a bear screen. Do you? I don't mind it.

Sometimes I like to teach if I have something, but well, there's two types of solo. One is solo just talking to the camera. There is like when there's a guest in New York and it's makes sense for you to hang out with them in person and do the in person pod and I'm not there or. I was not like those either. I find those to be way less fun because I'm like, OK, this feels a little bit like work.

But when we do them together, it feels more fun. It feels more fun because it feels like because it's sort of like whenever you're around brothers and they eat each other on, I love the age each other on mentality. I don't love solo interviews or occasionally if it's someone who I know that you don't like or you don't care about their topics, but it's super interesting to me. I'm like, I would like a solo time just to go really deep on this one thing. But in general, I prefer duo versus solo for both interviews and talking about stuff.

Me too. The only caveat would be there is something cool about in person. You pick up so much more than just doing a remote podcast where they pop on and they pop off at the end of the hour and there's not a lot in between. So I think hang out in person is pretty cool and I think the production value. I do like I I prefer to watch podcasts that are like that with people are together versus when they're doing a zoom.

And then lastly, like sometimes you know, I let you were pretty sacred about like what times you were going to record. Whereas I'm like, you know, or if you ask me, like, hey, this person wants to record on the moon at 2 AM. I'm like, yeah, it's cool. Like, right? Like, I've ever said no.

I basically like, yeah, sure. What does it matter to me? If it's 9 AM or IP, I don't really care. Whereas I think Sam, for you, you're like, that was my whole day off. I have a more structured day.

Yeah. That's the only other times where we do solo is where you can't make it. What do you guys feel about newsletter? I know, Sean, you both Sean and Sam have experience in this realm, but curious what your thoughts are on a brand and newsletter to there has to be some type of way. Yes, interesting.

There has to be some type of way where it never becomes where it doesn't become a liability and it only becomes an asset, where at least is a liability a small amount of times because the problem with another one, I have to write it. The problem with saying yes to that is that you're going to say something dumb, you're going to say something that doesn't fit our taste or it's just going to be factually incorrect. And if one of those three things happens in a HRSA reputation, to me, I go, never do it again. And so as long as we could de-risk it, which it will never be 100%, but as long as there's some type of trust there, it is interesting. That's a huge thing to solve for, right?

Yeah. Well, what do you guys would be interesting to? Like, what would you read or what newsletters do you currently read that you're like, hey, this is something we want to pull from or at least get inspired? Just take away from our episodes. Like, I want that.

Yeah, exactly. I don't want to watch this and everything. Like, there's so many episodes that we have done where I'm like, I need a reminder of that. We have 850 just pull out like cool learnings. Yeah, I think basically if it's, here's what we just did, here's what's coming up.

And if they just did, you know, here's like the three, four most interesting stories, just in plain speak, like, oh, you know, he shared the numbers of how fast I grew. It turns out your one was this, your two was this, your three was no gatekeeping. Like, just here's the best stuff. If you don't have time, like, great. Here's a quick summary, but like, that would make me want to go listen or watch an episode.

And then if I knew, oh, Thursday they have this person coming on, that's cool. And then if there was like a little just kind of bullet points section where we can be like, oh, yeah, like, check this out. Sam went viral for this. We're doing this thing. Check out this product we bought, like, whatever.

I'm cool with like a little bit of extra. So it's not purely an AI summary of like the episode. I think that would be great. And I would be happy to like do the work on this and not write it myself, but like Diego, who's my head of contact was my lead writer for Milk Road. So like, you know, I basically trained him how to write my style.

He did it for two years for Milk Road and was excellent. You know, he's really, really good at this. That's a lift that like I think I could have Diego take on. That would be worth it. If we could drive enough people to it, I think right now there's this conflict, which is we tell people to go to HubSpot to go get this, like offer.

So then that's where they would go. So this would need to become the main place. We're directing people to. And I think by the way, like way more people would subscribe because they would know like, oh, I'm just going to be getting value from this all the time. That's great.

This podcast is brought to you by my friends at Mercury. They make the world's best banking product. I think, you know, this already, I use Mercury for all of my businesses. I think I have like maybe seven or eight businesses. We use Mercury as our business banking across all of them.

And now they actually just launched a personal bank account. So I have my personal account there. I moved off of Wells Fargo and Chase. I'm just all in on Mercury. Why?

I like products that are easy to use. I like products that get me and the problems that I have. So like, it's very easy to make, a joint account with my wife. Very easy to spin up virtual cards. One click and I get savings yield.

It's just has all the stuff that I need in one place. So if you're looking for the best banking product on the market, it's definitely Mercury. I will fist by anybody who disagrees with me on that. Go to Mercury.com slash personal and learn more. Mercury is a FinTech, not an FDIC insured bank.

Banking services provided through Choice Financial Group and call them an A members FDIC. Have you guys seen or do you remember when they were doing those like river community meetup type things? Yes. So like that was kind of cool for a little bit. People were going and other things I say was cool is because when I met people who liked the podcast, they told me like, oh, I'm part of the MFM Denver meetup.

I'm like, what? And they're like, yeah, we meet up once a month and it's like nine of us and whatever 19 of us, whatever the number is, it's not like a huge group. But they all got to know each other. And like we were the common like glue or bond. Well, that platform has pivoted to becoming like a summer club, like a dinner club.

And so it's like a decentralized way to just have like fans of the show opt in to going and getting dinner with like six other people who also like the show. And you know, this selfish league does nothing for us in terms of like, I'm not, you know, there's no growth hack. It's not money. It's not any of those things. We're not even going to be there.

It's kind of the barbell approach, right? There's some things that I want to get. I want to do things that reach everybody. And it's like one of the things that would just change somebody's life because they would need a co-founder or they would make a great connection or they would find like friends in their city that they don't otherwise have. They're like the unique level of business and work that they are.

As a, I don't know if we should do this. There's like a lot of liability of like we're in our heads. We're like, oh, this is just you opt in and you it's not our experience. But I think fundamentally they'll attribute the experience to us. That's the downside.

But the upside would be, I think this would be really cool for people to meet other awesome people in their city and that would good karma for the world. What do you guys think of this? We can call it just the other 99% you know. I love this idea personally. I think it's pretty cool.

I think it's pretty cool. I didn't. I loved it. And then you were like, oh, yeah, it is not out of our, it is out of our control. And the blame of it sucks.

I would be on board with this. If we just said newsletter clips and meetups, if we just did those three things for the next six months, I'd probably be fine with that. Yeah. I love this idea. It would be cool to what if you guys like showed up to one, everyone's surprised the dinner groups.

Yeah. I've showed up there once in a while. It's great content too. I know it's a little different, but the VaynerX team was doing this with Gary Vee for a bit where they were doing these branded dinners and different cities and capturing content and just having these really organic conversations and people loved it. Dude, what Vayner does is hilarious one time.

Gary Vaynerchuk it his handle. He dend me, goes, Hey, say I'm having talking forever, which we are friendly, but not like buddies, but he was like, you would come to dinner with me. And I was like, yeah, that sounds cool. And I show up and there's like 50 other people there. And I was like, where's Gary?

They're like, Oh, well, he doesn't actually come to these. It's just me, Nick. I host them on his own house. Oh my God. She's really good.

So that's pretty funny, but yeah, we will do that. Yeah, that sounds cool. Basically, in the last thing I think that we should focus on guess wise, Sean, is I think that we should, I think we don't aim high enough. I think that our guests should probably be super mega popular people and we get them to talk about new stuff that they've not talked about, like ideas or someone no one knows. So like my mother-in-law likes there more, like a bunch of different people, but it should be almost a little barbelly where we should, because I don't think we've got a good job of going after the one out of 10 like popular person.

And I don't like having those people just because they're popular, but I do like having them and what they talk about something new. And then also I loved, I've loved having someone who I like, this was a nobody and they're the most insightful person we've ever talked to. So is the thing you're saying we should aim higher or are you saying, hey, we do a lot of these ones in the middle and we'll stop doing those? Is that what you're saying? Hey, let's invest one of the ends or you're saying, let's avoid the middle.

I'm mostly saying the first thing that you just said. Yeah, another one of those memorable episodes is when Sean brought his former, but he's your former chief of staff. Who is Sean? Yeah, when he was like 22? Yeah, yeah, yeah.

And that felt like, yeah, it was like a totally unique, like no other podcast was going to have him on the field on bringing on like Amish. Yeah, I'm just kidding. It's my favorite episode. I love the Amish kid. So I would like to go a little bit higher and lower, you know, like, I think I take a lot of pride that I am like this and our podcast is like this, where I enjoy hang out with, you know, world leaders and movers and shakers.

And also I enjoy equally enjoy hanging out with someone who has done something not impressive at all, but is very insightful and has some wisdom that I want to learn from. And interesting related to that, what I've noticed, I have found I get the most joy out of is when we have old people. I don't know what better what it is to say that, but I love having old people on I'm talking like 70 or plus. I have loved learning from those types of people. I like it.

We've done so many different episode types. Is there one type we should be doing a lot more of? Is there one type we should be doing less of? Is there a new type you're itching to do? Like, do you have ideas on content types that we want to double down, abandon or try?

For some reason, I think I'm a I think I'm a much softer person than you. And I like I enjoy some sometimes less hard hitting stuff. But let's just say we talked about like raising children or like finding your passion or finding happiness, which is like Arthur Brooks or parenting, which I don't think we've ever talked about here, which is that stuff? Interesting. Sean, I'm learning those things.

Sure. I think we should do more of those because when we had a grand weaver on, right? We do. Well, we only do it when it's inadvertent, but Grand Weaver was a good example of that where to me, he's an inspirational guy who has all these cool ways to live a wonderful life. And it just so happens to be that he was really successful at business.

But I think that we could for sure have some of these. I don't know why else to describe it, but like I've listened to Arthur Brooks. You know who that is. Yeah. Like I would love to talk to people like that.

But also there's like a variety of people in that category. Some of them are totally unknown, but like they've done some cool research paper or some like data driven way to like raise better children or be happier or find your passion or die thinking I lived a full life and I'm happy. Like things like that. Right. Okay.

Down for that for sure. A format I love is you guys are constantly consuming, interesting things. Sean, not so much books for you, but we're working on that. And then you're in turn to your leaf. You're also everywhere.

Yeah, but you have a turn to your pages. And you're professional explainers and it's like basically like if my best friend can explain like this book he or she has read in like 20 minutes, like that's way more. That's just a much more fun way of getting the information. Sam, I wanted to hear what you thought about this because you read a lot. You read a lot more than me.

You read different stuff than me. So I don't know exactly how this works. I'm not trying to create a book club, but I do want to find excuses where the reading I'm doing coincides with my MFM prep, right? Like two for one. And so is there a format where we could both like either whether we read the same book and we break it down or we each bring a book and like I tell you what you would get out of it.

Like I basically tell you what's in it. You tell me what's in this and we kind of like rate it ourselves. And so we know which books to skip, which books to definitely go check out. Are you interested in that? Yeah, I think it should be quarterly.

So like the things that shaped my quarter, like I'm reading over, like I'm reading this Maverick almost in finished with this. It's about a Brazilian business guy who like runs his business via democracy, which is interesting. Didn't hook me right away. That one hook you? No, but because I've only recommended so I just it's in that weird category of like probably good, but I don't like it.

I'm still judging my opinion on it. I just finished Barack Obama's biography. The biggest takeaway is that he seems a nice guy, but total psychopath just like every other president. He was like, really telling he was telling Michelle like, Hey, I'm going to run for president and she was like, honey, please don't do this. We're happy.

I don't want this. And he goes, you're going to not only go along with it, but I'm putting you on stage and you're going to start traveling and you're going to campaign for me. And she was like, please don't do this. He goes look Michelle and then he turns it on and he goes for every young brown kid out there. I could be the beacon of hope.

I can let them know that they can do anything they set their mind to. And she was like, you fine. That was my big takeaway. That's the worry. That was my favorite part for this book.

And then I'm reading an informal guy guide to work where which is a style of clothing. So long story short, I love reading lots of books and I can for sure come with stories, once a quarter on books that I and like what the big stories and take away that I've learned. Patrick O'Shaughnessy does this great thing at the end of every episode where you ask them what's the kindest thing anyone's ever done to? And it's like the softening question for every successful person where they give a really hard story. Like either we steal that exact question or we come up with our version of those questions.

I think one like tradition or ritual question would be great and like such a small thing, but would add to what we do. Dara was CEO. He did a similar thing where at the end of every episode, he would have the guests write a question for the next guest and then he would tell them, Hey, we have a guest that said, you know, Barack Obama was here last week and he wrote this question for you and it's just like this cool mechanic. So I think one ritualistic question would be awesome. So like, Ari, I don't know if you have ideas, but like I kind of want to like put that in your court and I feel like you might help us come up with something there.

The other one I was thinking about, like acquired, but for every man businesses. So I get really into studying the backstories of random products that I see right, little businesses. So it's like, you know, that sauce, bitch, and sauce that's like in Whole Foods, it's like a whatever, it's some sauce brand called Bitch and Sauce. It's like, you know, there's got to be a story behind some sauce called Bitch and sauce that ended up on the shelf of Whole Foods in the last five years. Part of me is like, would it be interesting if we picked these like businesses that are in everybody knows them, but you don't know the story of them.

You don't know how they really took off and we, we already do this during episodes where it's like, Oh dude, I do, you know, the real story behind like the Stanley mug. It used to be for construction workers and then like it died pretty much. And then these moms and Utah picked it up and then it was all about like, mom staying hydrated and became the status of blah, blah, blah, blah, blah. And like the guy who used to run Crocs now runs Stanley and he used to use the Crocs like, but there's like interesting stuff there. And so I wonder if we did a kind of the acquired thing where we both pick a business turn out on.

It's just that one business. It's kind of like how I built this, but just the same as John riffing on what we thought was cool from the story for recognizable everyday businesses that we think have cool backstories. That sounds great. I just think that we do that. I don't think we do it in a way that would be a standalone package.

So what would the standalone pack? So a package would be like the title and thumbnail, basically, make you a promise that like you're going to learn this. And then we both have studied it enough versus today, typically one of us knows a lot more about it than the other, which is okay. It's okay to do that. But like, and then we start the episode and we end the episode and we've delivered on that promise that like you're going to hear about this thing.

And we're going to tell you the story that ups the downs, the how they how they made it happen, the cool stuff from this brand. Okay. Yeah, I think that's great. I just I don't know how to make it actionable, but that sounds awesome. Like what you don't want to do for now.

We just put it on a radar so that the next time you are, I think so, a business like that or we see one or we start to hear the backstory of it, we say, hey, let's try that thing. And then we like use the authentic interest in that thing that's like in the moment before it perishes and we decide to like try this like a focus episode on that one thing and it's like, what can we call it? So we like, what can we reference this? So CNBC does this thing on YouTube that's called like make it. Do I love it?

Do I love it? And they do an amazing job of these, right? So like they're they'll do one on like what's popular. They did like they did one on the Yeezys and it's like the story of how Kanye built Yeezys, right? And so that's like Yeezys.

I'm like, you know, maybe I see somebody wearing the slides. I'm like, that was actual story. And by the way, I think I actually recently heard there's a very interesting story about this. There's a guy who built, who built or bought the factory first and had this game plan and then went to Kanye and then like, you know, figured it out. I don't know the full story, but like sounds like there was something interesting there that it didn't start from Kanye that actually started from some guy who bought a shoe factory.

Yeah. So, okay, I don't know. Maybe we maybe we can as code name for ourselves call it these like make it like make it style episode. Do you want to do like when we do screen chairs? Yes, in theory, like I love to see when somebody pops up a screen just sort of exciting, like somebody to the shirt off or something.

I want to do more artifact episodes or something like that where they like share their screen. It could be if this would only work with the person was particularly interesting, but it could be like if we're talking about someone's day, it's like, show me your calendar right now. Or if we're talking about a question that you ask or you asked once and I stole it is, how do you invest your money of like, show me up, let's do a pie chart right now. We should do that with guests before in the pre prep prep. We should have them send a screenshot of their calendar.

Maybe they're like home screen of their phone. Like what apps they have on their phone. Yes. And like maybe like Chrome plugins they use. Like, for example, no, I'm serious.

I love looking at people's Chrome plugins or I love looking like is their desktop clean or dirty and like, how do they organize it? Right. Like I love like they can just like tell me how you organize your workflows. It could be from Chrome plugins to the website that you use on a regular basis. I love that stuff because I'm just looking for I hit you in this word, but every bit of alpha.

So it's like, oh, you use this like you Sean use a Chrome plug in or use to remind you of your goals. And I'm like, show me that. Yeah. I like it. I also just think even if it's not like alpha, it's just like takes them out of whatever routine they were in and we get we're going to find something personal that nobody's ever asked them about or said, you know, something that's idiosyncratic to them, right?

Like how they how they roll. You know, if I see somebody's desk, I learn a lot. You know what I mean? Like I remember sitting in Monish's house and doing the episode with him and on his desk, he's got this name. It's like this sign that says trouble is opportunity.

And it's like, wow, there's got to be a story behind that. That didn't just land there by default. That's a philosophy that's important to you. If you look at Warren Buffett's desk, he has a box called the two hard pile. It's like, what's that one?

What is the two hard pilot? And you know, you wouldn't otherwise know those things. I think if we can get like, whether it's their calendar or their desk or their iPhone home screen, something like that, I think we'll unlock a different angle with guests than anybody else is doing. And then the last thing that I want to bring up there, we have, this has only happened to handful of times, but one thing that we have to try to do, and I think, all right, this is going to fall on you, is making sure. So whenever we have someone on who has a checkered pass, for example, Martin Screli, I do feel sensitive responsibility that we have to ask him about his behavior.

And with him, it was okay. But there's been times where I didn't know someone had a checkered pass and I'm like, I don't feel like becoming a show that confronts people. I don't want that energy right now. But it's like, I both, I feel, if we have that person on, I'm like, I have, we have to mention it. And also, I don't want to.

Yeah, there's a responsibility. And then also, this is not what I want to be doing. So you might want to do that in the recording and contrast. We're asking, are you there? What was the request to Ari?

Oh, like somehow you have to like, just make sure that there's nothing like crazy that you are aware that we are aware. Like, for example, we had the guy who dealt in with the guy in Italy, Thomas. And it was amazing. And then I don't know where we found out that he was gotten trouble for fraud. And I'm like, you have to have like mid recording and you're just like, it's not good.

I was like, I have to call this out. I don't want to. I don't want to. We were getting along so well, but you have to. You have to say something.

And I just want to minimize that amount or it has to be worth it where, like, I think Martin Screli is worth it. I think he's an interesting person and he's done stuff I don't like and we will say you have done stuff we don't like and also you're interesting. So it just has to be worth it. Yeah. Cause I don't think the answer is we don't have anyone on who has no, that's not what I'm saying.

Right. It's just like, you have to mention it or ask about it and we have to make sure that that is the, the, it's worth it. Yeah. Just don't know what the solution you're suggesting really is. Like, what do you want to change?

Is there change you want or you just want us to know how you feel? Cause that's also okay. Well, a little bit is, yeah, I'm covering my ass. No, it's mostly just like, already just like in the way that already protects us. Like, for example, she'll be like, Hey, you said something here and that came off really bad.

You'd like, like what time I made for the Simone vials or something? And she was like, uh, that joke to him land. Like when you said John Morgan was smoking weed, which I don't think he said. Yeah. I went double check out that.

Whether it's 99% of the time or he's like, Hey, yeah, that part, we should take it out. Right. It sounds like what? Awesome. We heard that.

You always strike it and I'm like, dude, are you sure? That was fine. That was funny. I guess I don't know. Just like keep an eye out is all I'd say.

Um, I don't think I have anything else to say, but basically like Sean, the takeaway for me is like newsletter is cool. I'm on board clips on board, meups on board and talking about like happiness and parenting and some of that other stuff we're open to. Yeah. So I think if we were going to say what are the three we're going to do? Here's the rocks.

I see Cassie's going to raise a clipper army and Cassie, specifically saying this to you as a challenge, which is like you're joining the team. You're here to kick butt. This is the butt we want kicked. And to the extent that we learn how much of a butt kicker you are, we'll be you would judge on how good you do at doing this one thing, even if you did five other really fantastic, wonderful other things. This is the thing we're asking you to do because we think this is the biggest thing.

And it's not easy either to do this. Like just take some figuring out, just take some cleverness, just take some like, you know, you're going to have to get in some discord and you know, go have some conversations with people to figure out how this all this stuff works. So that's the clipper army. That's number one. Then in terms of guests, I think Sam, you brought up like go higher, go unknown and go into the areas of life that we are important to us, but we traditionally haven't done on the podcast, which is sometimes it's kids, like, you know, raising kids, it's happiness.

It's like, you know, what topics about the human connection. Anything. Yeah. Like, is there anything you want to add to that? I think there's probably just going to be some others that come up when they come up.

Like I would say actually investing is well, investing probably started in that category. Right. Like we were talking about business ideas, whatnot. And then like you and I both also want to become smarter as investors. So we started asking questions there.

Well, now we're dads. We want to get better at that. And like not in the boring sort of cliche way, but like, what's the non obvious stuff that matters? By the way, I also think we should ask our guests who got kids. Like what's something parenting wise you do that's pretty like a typical or a non traditional that you believe in.

For example, a bunch of entrepreneurs I know have told me the same exact thing, which is they take a one on one trip with each kid when they become like six, seven, eight years old and that becomes like a sacred, like core memory with them in that kid and it's totally different dynamic because you're always with the full group and the dynamic change would be a one on one. I've heard that like seven times. Okay. I got to be at some point, not to just go do that. Um, if they all keep saying it, but you know, you wouldn't know otherwise unless you ask that question.

What's pair? Well, let's add a third one, a third rock, which is these like guest prep other angles. So they're space, they're desk, they're computer, whatever, as well as like asking them questions, you know, maybe our version of the, what's the kind of thing I know has ever done to you? Like a great closer question that we can just do ritualistically and build a tradition off that. I would say for now we also try to add meetups.

Like I think we should do this and like spend 90 days like actually doing these things and then come up for air. And if we've actually done these well, then we've earned the right to go try new more things. Awesome. Uh, no comment. Um, I think, yes.

I think that was great. Okay. Um, great. Thanks for agreeing to do that in public guys and for people who listened to that, I don't know, hopefully that was interesting for you guys. We thought we were doing a public, maybe you could see how the sausage made a little bit.

All right. Sam, send them away. All right. God bless the pot. Wait, no, what did I say last time?

Okay. Oh, you're a blessing. Hey, let's take a quick break. I want to tell you about a podcast that you could check out. It is called the science of scaling by Mark Reberge.

He was the founding CEO of HubSpot and he's a guest lecturer at Harvard Business School, the guy smart and he sits down every week with different sales leaders from cool companies like Clavio, and Vanta, and OpenAI. And he's asking about their strategies, their tactics and how they're growing their companies as head of sales or chief revenue officer. If you're looking at a scaling company, if you're a CRO or head of sales, just looking to level up in your career, I think a podcast like this could be great for you. Listen to the science of scaling wherever you get your podcast.

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This episode was published on May 15, 2026.

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