The B2B Podcast Index
The Transaction

Building Brand Momentum in Market with Carilu Dietrich & Maya Spivak - Live Session - Ep 83

The Transaction · 2026-06-24 · 41 min

Substance score

50 / 100

Five dimensions, 20 points each

Insight Density10 / 20
Originality9 / 20
Guest Caliber13 / 20
Specificity & Evidence11 / 20
Conversational Craft7 / 20

Carilu Dietrich and Maya Spivak discuss how early-stage companies can build brand momentum through great products, entertaining content, and strategic campaigns rather than expensive advertising. They share real examples from their work with companies like Lovable, Segment, and others, highlighting how edutainment, founder social presence, and bold creative executions drive awareness in today's market.

Key takeaways

  • Early-stage companies need execution help more than strategic advice, so partner with operators who can make things happen rather than consultants who advise.
  • Great products that generate genuine word-of-mouth are still foundational to momentum - no marketing strategy replaces serving customer needs better than competitors.
  • Consistency over virality builds real pipeline and followers; unexpected moments of authenticity often go viral, but planned long-term content strategies outperform chasing viral moments.
  • Don't blindly copy competitors' creative campaigns like PostHog's injury lawyer billboard concept; the boldness and originality matter more than the format itself.
  • Edutainment and entertainment-driven activations (events, billboards, social content) now compete equally with traditional awareness spend because creativity is democratized across channels.

Topics in this episode

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

10 / 20

There are a handful of genuinely interesting observations - enterprise buyers discovering vendors via LinkedIn rather than websites, the mechanics of influencer networks to sustain post engagement, and rage bait as a legitimate tactic - but the episode is largely anecdote-driven and loosely structured, with significant filler around event descriptions and viral storytelling that delivers entertainment over education.

they say the words like websites and they just don't do it. They don't say that anymore. And it hurts my little marketing heart
what I learned working with lovable is that rage bait is the best form of social media momentum

Originality

9 / 20

The insight that Fortune 100 enterprise buyers are now discovering vendors through founder LinkedIn activity rather than websites is genuinely fresh and counter to most B2B demand-gen orthodoxy, but most other framing - 'zig when others zag,' consistency beats virality, great products drive word of mouth - is recycled marketing wisdom dressed up in new examples.

suddenly you have a demo booked and nobody even went to your website
Do not assume that because it works like something about edutainment... it's gonna work for you

Guest Caliber

13 / 20

Both guests are legitimate operators with real scale credentials - Carilu was CMO through Atlassian's IPO and is actively advising high-growth AI companies, Maya scaled Segment from 60 to 700 people through a Twilio acquisition - but the live event format pulls the conversation toward entertaining anecdote rather than the deep practitioner insight their backgrounds could support.

I joined Segment when it was about 60 people and I stayed five and a half more years until there were 700 of us and we got acquired by Twilio
I advise the lovable, um, earlier this year

Specificity & Evidence

11 / 20

The episode has a decent number of concrete specifics - named companies, real dollar penalties, event metrics, timeline details - but it lacks the business-outcome data (CAC, conversion rates, revenue attribution) that would make the examples truly actionable for an operator trying to evaluate these tactics.

OpenAI released a new LLM, um, and gave lovable like. 32 hours notice and we like started to use it in engineering and 32 hours later we had a launch video and a whole campaign that went live
I got 847 people that wanted to join the class

Conversational Craft

7 / 20

The hosts are largely passive facilitators - the episode opens with several minutes of funny-story warm-up and Craig's questions are generic prompts rather than substantive challenges; he makes one decent interjection about Anton's LinkedIn storytelling style but never pushes either guest to quantify claims or defend assertions.

do you guys have a good. Uh, funny. B2B, Go-To-Market story for us
Give us some things that you're seeing working in the market today

Conversation analysis

Computed from the transcript - who did the talking, and the verbal tics along the way.

Filler words

like197um119so105you know32right26uh24I mean9kind of8actually5sort of3basically2literally2anyway1

Episode notes

Carilu Dietrich & Maya Spivak joined Craig, Matt, and our amazing audience of GTM leaders at our GTM Tailwinds event this spring for a live recording where they shared insights on building founder and executive organic social media as a primary demand channel, why startups need to develop speed as a marketing skill, and why going viral on social doesn’t amount to what it seem for B2B companies. Carilu is the author of the Hypergrowth Leadership SubStack and is an all-star advisor and startup marketing leader. Maya is the Founder & Chief Marketer of Marketing.fan, a brand and creative marketing agency, and former VP of Marketing at Gretel.ai and Mux. Critical Takeaways Invest in taste, or find someone who has it, before spending on out-of-home ad campaigns. Out-of-home advertising in major markets is constrained supply with non-trivial costs, and a mediocre creative execution wastes every dollar and actively damages brand perception at scale. Before committing budget to OOH, have someone with genuine creative discernment review the work, and if that person doesn't exist in-house, find them in your network before the media buy clears.

Full transcript

41 min

Transcribed and scored by The B2B Podcast Index.

TT - GTM Tailwinds - Carilu Dietrich & Maya Spivak - Full Session === Carilu Dietrich: [00:00:00] The real problem that earlier stage companies have is they don't need advice. They need be able to do the [00:00:05] work. And you know, I'm seeing head nods 'cause that's how I was [00:00:10] too. and so a lot of times, like a lot of my advisory is just in introducing you to the [00:00:15] people that I would trust. And so I brought Maya because I can give a lot of really good [00:00:20] advice and I would go to Maya and be like, no, make this all happen. So what we're gonna talk about today [00:00:25] is how to get momentum. ​ Craig Rosenberg: [00:00:30] [00:00:35] [00:00:40] [00:00:45] [00:00:50] We, uh, invited Carilu Dietrich, who's on the far end here, went into the crowd who is [00:00:55] a, uh, in our description on the video. Did you see? We said, I said CMO advisor to the [00:01:00] stars. Carilu Dietrich: Oh, awesome. Craig Rosenberg: That's the way you're often described. That is true. So, [00:01:05] yeah, she, um, took Atlassian public, it's her first thing on your LinkedIn, so I don't know if [00:01:10] Christina's still here when she was talking about stuff. Craig Rosenberg: And then, um, but now has. Been [00:01:15] advising companies founders and Go-To-Market executives a [00:01:20] lot at a in a given year. And as especially sort of, you know, as her [00:01:25] clientele has gotten towards the newer times, has a lot of relevant [00:01:30] innovations that she's learned over the last year is where every time I talk to her, I learn new [00:01:35] things, which by the way is awesome for someone who's an og, like Carilu. Craig Rosenberg: [00:01:40] So it's really great. So we said, Carilu, can you come? And she moved her flight around and she said. Hey, I've got this [00:01:45] idea. I apologize. I've just met her just now. Great handshake. [00:01:50] Um, so it's Maya Spiva, and so Carilu's like, I've got the perfect [00:01:55] person to bring on with us, and it's Maya, and we're like, yep, bring it on. Craig Rosenberg: So that's. Our [00:02:00] next conversation we're gonna have is on marketing that works in, um, today's [00:02:05] environment. And that's why Matt is so excited. So welcome, Kalu and Maya. Carilu Dietrich: Thank you. [00:02:10] Yeah, thank you.[00:02:15] Carilu Dietrich: And a big double thank you for Craig for making crazy things happen all the [00:02:20] time, bringing all of us together and making ideas out of like out of the air. So big [00:02:25] round of applause. Craig Rosenberg: So nice. See [00:02:30] why I stayed on stage. I'm like, James, you're gonna have to sit down. I'm gonna need another compliment. [00:02:35] Um, so, uh, yeah. Craig Rosenberg: So do you guys, well first of all, it was really [00:02:40] interesting when we said welcome. You guys almost spoke at the same time. You don't have to do that. Yeah. You guys didn't [00:02:45] break Carilu Dietrich: it. We're gonna sing in harmony at the end. This is our karaoke time. Craig Rosenberg: Um, [00:02:50] but I do want to see, do you guys have a good. Uh, funny. [00:02:55] B2B, Go-To-Market story for us. Craig Rosenberg: You ready? Is it combined? Carilu Dietrich: We are ready. It's not [00:03:00] combined. Craig Rosenberg: Okay, good. Yeah. Well we like that. Yeah. Oh geez. Carilu Dietrich: And hers might be funnier than mine. We did some [00:03:05] slides with each show. I guess I'll just say I was at Atlassian and I advise both [00:03:10] cool kids and not cool kids because cool kids don't really need you and not cool kids.[00:03:15] Carilu Dietrich: Really need you and work really hard. So I totally agree with what Christina said about some of [00:03:20] the best marketers are in really challenging roles because it's when the, [00:03:25] um, the waves aren't lifting you forward. And I can really see that [00:03:30] right now across all these AI companies because, um, I advise the lovable, [00:03:35] um, earlier this year, and Maya, uh, we brought Mayan to help with a lot of the brand work that we did.[00:03:40] Carilu Dietrich: Um, and lovable is on this wave that is very much like the Atlassian wave [00:03:45] and everyone's like, it's your next Atlassian, um, where, you know, the, the road is, [00:03:50] is being built before you. Um, and in some ways the marketing is [00:03:55] less difficult, um, than when you're really trying to like figure out [00:04:00] how to set up all the systems and be really efficient and really drive demand instead of just collect demand.[00:04:05] Carilu Dietrich: Um, so I think the funny story I was gonna tell. Is that almost everything I've done that has [00:04:10] been viral. I had no idea it was gonna go viral. Um, and [00:04:15] I think it's just a testament, I'll share a couple of the examples, but it's just a testament to the fact that, [00:04:20] um, you know, you just keep trying and putting things out there and sometimes things are [00:04:25] magical and sometimes the things you thought weren't gonna be magical, um, [00:04:30] sorry, were gonna be magical, aren't, and it's really just the long game. Carilu Dietrich: And then also I have a [00:04:35] substack@carrielou.com. And so I made all these friends with people who are, have [00:04:40] amazing substack, like Lenny and all these other folks. And basically we have this ongoing [00:04:45] conversation that going viral actually doesn't help you that much. Um, what you really see is that [00:04:50] consistency over a long period of time is what builds both pipeline and. Carilu Dietrich: [00:04:55] Followers on Substack. So the funny one was, um, that we, [00:05:00] I, I don't know, I guess one of the funny ones is that, uh, lovable two most viral tweets in the [00:05:05] first year of life, um, were offhanded comments by the CEO when they [00:05:10] were really small. Um, offering to buy Figma, like just secured the funding to buy Figma [00:05:15] when they were like seed stage and they got like 4 million follower or 4 million likes on [00:05:20] Twitter. Carilu Dietrich: And then another one where Figma had, um. Sent a letter [00:05:25] of a cease and desist for calling something developer mode, and they [00:05:30] posted the actual letter on Twitter to just like rant at an off time. Like, I [00:05:35] can't believe they're trying to protect dev mode. And like Twitter exploded. Of course to [00:05:40] say that that was a ridiculous, big company thing and it shouldn't own dev mode. Carilu Dietrich: [00:05:45] So all these things, um, that you don't expect, um, that someday go viral, [00:05:50] um, mean just keep at it. Matt Amundson: Those were bound to go viral. Craig Rosenberg: Yeah. Yeah. I was gonna say, [00:05:55] uh, those seem sound like viral tweaks now that you say it, but they were just off. Carilu Dietrich: I mean, [00:06:00] definitely what I learned working with lovable is that rage bait is the best form of social media [00:06:05] momentum, which is something that most companies, founders and certainly like late [00:06:10] stage public com, um, pre IPO or public companies can't really do the same way as early [00:06:15] stage startups. Carilu Dietrich: But I mean, I think. All the time, you'll put something out and be like, this is gonna be [00:06:20] it. And, and it doesn't really work. So again, different, different story that's the same. [00:06:25] Um, I, I publish on my sub staff almost every week, so almost every week I'm publishing on [00:06:30] LinkedIn. And one time I, I wanted to run this course that's like a executive speaking [00:06:35] course to speak simply. Carilu Dietrich: Uh, and so I posted on LinkedIn 'cause I needed eight [00:06:40] more people to join the course because, um, I had to upfront. [00:06:45] The money for 30 seats. And my clients were gonna take this course and I was like, Hey, I need eight more [00:06:50] seats. And I got 847 people that wanted to join the class, and it turned [00:06:55] out to be my most viral tweet ever. Carilu Dietrich: So again, like you never know. Oh, if you ask people to [00:07:00] comment and then they all comment, like, download the book. And I'll tell you on [00:07:05] LinkedIn, I just like accidentally stumbled into it. So I think like we should buy [00:07:10] Figma as like something guys banter around the office, not. Yeah. Craig Rosenberg: Yeah. Carilu Dietrich: Plan. [00:07:15] Oh, there it is. Carilu Dietrich: Those are the famous tweets. Figma says, we can't use the word Deb mode in [00:07:20] lovable. Um, okay. Yes, yours. Oh, thank you. Maya Spivak: Hello [00:07:25] everybody. My name's Maya Spiva. I have spent the last three years running a brand [00:07:30] marketing agency where I work primarily with small startups. And [00:07:35] sometimes very large startups like lovable, just wrapped up a nine month engagement.[00:07:40] Maya Spivak: Right now I'm working with, um, Lang Chain Llama Index. [00:07:45] Uh, high touch and base 10. So a lot of the AI [00:07:50] ads that in San Francisco, people really love to comment on [00:07:55] if you're reading the news, they love to hate them. If you're talking to people in our [00:08:00] industry, they love to love them. So it's a little bit of both sides. Maya Spivak: I work with, um, a a [00:08:05] lot of those teams. So I'm a brand marketer. That's what I [00:08:10] love and I think it really started for me at Segment. I joined [00:08:15] Segment when it was about 60 people and I stayed five and a half more years until there were 700 [00:08:20] of us and we got acquired by Twilio. One thing that was funny that happened to [00:08:25] us was our very first brand, um, spend on out of [00:08:30] home. Maya Spivak: Went slightly viral. And the reason is because, see [00:08:35] now it's been 10 years since, since this particular post happened, but [00:08:40] 10 years ago or now, everyone's talking about, oh, the AI billboards, they don't make any [00:08:45] sense. The New York Times is writing about how people can't decipher them. The SF standards is [00:08:50] writing about it. Maya Spivak: NPR last week was writing about it. I can't believe everybody still wants to talk about [00:08:55] the same thing, that nobody understands them or everybody understands them. But [00:09:00] 10 years ago, it was kind of funny that we wanted to make a point [00:09:05] about what good is. Bad data segment is a customer [00:09:10] data platform. It's no good if your data is bad, right? Maya Spivak: Everybody's heard this [00:09:15] before. Garbage in, garbage out. You know the platitudes, you know the idioms. So [00:09:20] we were playing with the idioms. What good is bad data? It's not good at all. Wouldn't it [00:09:25] be a great demonstration of how bad, bad data is? If we put up [00:09:30] billboards inside of San Francisco that said, good morning la, and just like [00:09:35] shocked people on their commute, like, what? Maya Spivak: Before their coffee, what is going [00:09:40] on? That's what we expected to happen, but we didn't expect that enough [00:09:45] people would just not get it. And one, and [00:09:50] what I mean by that is. People genuinely thought we made a real mistake, [00:09:55] and people were like, you know, the, the, the good friends who don't want to embarrass you, [00:10:00] they text you on the side. Maya Spivak: They're like, you know, you have a typo in your big ass billboard on the side of the [00:10:05] 80 East. And then there are other ones who are like famous actors who I [00:10:10] definitely had a crush on when I watched the entire series called Greek. [00:10:15] Anybody. His name was Capy. He's big in Hallmark channel. [00:10:20] Now, I don't know if you watch Hallmark movies. Maya Spivak: This definitely looks like a crowd of Hallmark movie [00:10:25] watchers. But he's kind of a big zeal on that stage. His name [00:10:30] is Scott Foster, which is why he was attracted to this billboard in LA where he [00:10:35] lives that says, good Morning sf. But he also didn't get it and he tweeted [00:10:40] like, Hey guys, like did you mean to put this in la? Maya Spivak: I'm genuinely confused. And the [00:10:45] best part of that story was how many of his fans fan girls like [00:10:50] me got into the comments and were like. My bro, you just don't get it. If you [00:10:55] were a data person, you would get it and they were explaining to him and then there was this whole flood of commentary. And [00:11:00] that's probably the best thing that has happened to me on one of my brain campaigns. Maya Spivak: Can't wait [00:11:05] for, for another instance like this, like 10 years later. Carilu Dietrich: I mean, we gotta give her a round of applause 'cause [00:11:10] she plans. Matt Amundson: I will say it wasn't a [00:11:15] great day for me that morning, um, because my boss was like, why can't you have marketing [00:11:20] like this? And I remember it very distinctly when this went viral. Matt Amundson: I was working in a company called [00:11:25] EverString and JJ Cardwell, who was the CEO at the time was like. That's the type of marketing we [00:11:30] need. Carilu Dietrich: Yeah. I, I, I, again, my, my virality has all been [00:11:35] all like unexpected things when you do everything and yours like paid off from the start. So high five on that. [00:11:40] Craig Rosenberg: Also, Matt is a huge Hallmark channel, big time Don. Craig Rosenberg: [00:11:45] He has Josh, God Foster, he follows him on Insta. That was great. Great story. Top line, [00:11:50] Matt Amundson: top five, sorry. Craig Rosenberg: Yeah, for sure. With the visuals too. Huge. So what do you [00:11:55] guys got for us? Give us, um, some things that you're seeing working in the market today and, [00:12:00] uh, clearly you guys are gonna have some fun doing it. Carilu Dietrich: Yeah, I mean, I brought Maya along because I think for [00:12:05] early stage companies, uh, you know, I do a lot of that advisory. Um, we're, I'll [00:12:10] go and work with the CMO and, and say how. Um, you know, how do we help scale [00:12:15] faster? What happens at the next rate, um, the next stage? And that's really useful when there's homegrown [00:12:20] talent or when there's, um, a VP that's been hired, um, who, who maybe is a [00:12:25] first time VP and hasn't, um, run all the functions before. Carilu Dietrich: But the real problem that [00:12:30] earlier stage companies have is they don't need advice. They need be able to do the work. And you [00:12:35] know, I'm seeing head nods 'cause that's how I was too. Um, and [00:12:40] so a lot of times, like a lot of my advisory is just in introducing you to the people that I would [00:12:45] trust. And so I brought Maya because I can give a lot of really good advice and I would go [00:12:50] to Maya and be like, no, make this all happen. Carilu Dietrich: Um, so what we're gonna talk about today is [00:12:55] how to get momentum. And the very first thing that gets go good momentum [00:13:00] is it's still the same. Great products that actually work and get word of mouth love. [00:13:05] And if we go through everything, you know, linear, um, the reason I know about [00:13:10] linear is because all the cool kids that I talk to are like, have you used this? Carilu Dietrich: It works really well. Like the [00:13:15] whole, this is gonna replace Atlassian is a real thing that just people talking to me had. So it's [00:13:20] not how much money they're spending on marketing. So I just always wanna start here 'cause nothing has changed in [00:13:25] the world of ai. That is different from great products that serve [00:13:30] people's needs that people love, um, and talk about. Carilu Dietrich: And that goes [00:13:35] to also to just having fantastic content, right? Like, you know, there's a lot of [00:13:40] great ways to use ai, but at the end of the day, making great content that's practical, [00:13:45] helpful and insightful. So. Next. What, what is everything [00:13:50] old is new again, but still new is edutainment. So like, what I would think [00:13:55] was worked about your billboards is that they were entertaining. Carilu Dietrich: Um, and when you look [00:14:00] around, you know, we're like still in the age of billboards. Every founder wants to have their billboards in [00:14:05] San Francisco, but what really stands out is sunny and entertaining. So do you wanna talk about some of the recent [00:14:10] campaigns? There's all sorts of campaigns for sure. Maya Spivak: So I, I wanna give credit to post [00:14:15] hoc. Maya Spivak: Um. Because two years ago in 2024, how many of you [00:14:20] saw this the first campaign, which was like, have you been harmed by a B2B? You [00:14:25] know, whatever. It took too long to get the pricing from the pricing page. You've seen them rolling around the [00:14:30] city. That campaign and the way that they executed it was so [00:14:35] like surprising that two years ago. Maya Spivak: I remember people, [00:14:40] uh, because I'm a brand marketer and, and I talked to other marketers and VCs and whoever, the, [00:14:45] the only thing they wanted to talk to me about that month was, have you seen the post hog thing? Have you seen [00:14:50] the post hog campaign? What do you think of the post hog campaign because it's so quirky. Maya Spivak: It was [00:14:55] so out there and it's so new that they put their CEO or their co [00:15:00] CEO co-founder on the board. He has a mustache. So they made him [00:15:05] look like, you know, one of the injury brothers. And, and, and you know, they [00:15:10] really went big with it. Yes. It's that guy. So here's the thing that [00:15:15] I, the reason I put those two back to back, if you just go back one post hog in [00:15:20] general is. Maya Spivak: Leading the way in terms of [00:15:25] being bold and quirky and out there and, uh, and [00:15:30] big and loud. And founders see that and they're like, [00:15:35] wow, we should do the same thing. Like we, we wanna be like post hog. If I had [00:15:40] a dollar for every time somebody said that, it's the new, we should do our marketing like [00:15:45] stripe, or we wanna do design like Stripe. Maya Spivak: Like that was the 10 years ago thing that you would hear all the time. [00:15:50] We wanna do our brand marketing campaigns like Post Hoc. The One Life Gives you lemons. Who's Your [00:15:55] Daddy? Like that is just crazy big and out there, but this was 20, 24. [00:16:00] Now if you go to the next slide. They brought it back. It's 2026. Maya Spivak: This is [00:16:05] on the street right now. They updated it a little bit, I suspect, to make this [00:16:10] design very overlapping with the injury attorneys in the [00:16:15] area with Sweet James, with um, and Fong. [00:16:20] With the injury brothers, like literally people are nodding because we see these ads [00:16:25] all over the place. Why would they bring it back? Maya Spivak: It must mean something is working. [00:16:30] And so if I can, I guess, skip to the part where you're like, what does that mean not to do? [00:16:35] If you go to the, the slide that, uh, shows like, don't do this. [00:16:40] Do not assume that because it [00:16:45] works like something about edutainment, something about accusing [00:16:50] people of being, um, injured by something. Maya Spivak: It [00:16:55] just because it works for post hog that they brought it back. It's gonna work for you. There's an out on a [00:17:00] bus. I took it three days ago. I sincerely hope nobody from this particular company [00:17:05] is sitting in this room right now. It's um called. Sense data [00:17:10] or something like this. It says, have you been injured by a DB query? Maya Spivak: You need better [00:17:15] something or other. And its colors are the same, its [00:17:20] format is the same. The structure of the prompt is the same, so they're just biting on [00:17:25] somebody else's creative. Don't do them. We were asked to, uh, [00:17:30] to, to say things that you should do, but also things that you shouldn't do. [00:17:35] Don't take away this like blanket of uh, just because this particular [00:17:40] message is landing in one way, it is definitely gonna land for us too. Maya Spivak: And also [00:17:45] don't bite other people's campaigns 'cause it doesn't look good. It doesn't look right. Um, we'll [00:17:50] come back to the other stuff not to do. Carilu Dietrich: That sounds great. So I would say, you know, one of the things that [00:17:55] always irritated me, I worked for a big company, so I ran awareness advertising for Oracle and it's would be like, [00:18:00] if it's less than a million dollars, don't come to my office, um, and do all these extensive [00:18:05] stuff out of home. Carilu Dietrich: And then I've worked for tiny companies where I was like, okay, well we have [00:18:10] $0. So let me call every conference 17 times and see if I can get [00:18:15] my CEO to speak. 'cause that's our advertising campaign. And so one of the things I think is [00:18:20] interesting is we just shared billboards, but really creativity can come in in all sorts of different, [00:18:25] um, colors and sizes. Carilu Dietrich: Um, and I think social media's really democratize things there. Again, [00:18:30] because you can kind of go viral for something that is witty and entertaining. So these [00:18:35] aren't also, I'm gonna share some more ideas, but they're not, these aren't small spend either, but what I like about 'em [00:18:40] is the idea behind it could be, um, taken to other things. Carilu Dietrich: So, um, have any of you guys been at [00:18:45] RSA this week? Oh my God. Did you guys think RSA was like the [00:18:50] Super Bowl of event activations? Like that show floor was hands down [00:18:55] the best show floor I've ever been on. Like, the booth were so crazy. There was a game everywhere. [00:19:00] There was this one game. I haven't ever played it before, but I wanna buy one from my house. Carilu Dietrich: Um, from, from [00:19:05] whoever it was, from Sentinel One. Um, it had like all these, it was like the, um, [00:19:10] when you hit the. Whack-a-Mole Whackamole, Whack-a-Mole. But it was a two player [00:19:15] game with lighting things and these guys are playing it. So there's noise and there's colors and there's lights and like, [00:19:20] um, I don't know. Carilu Dietrich: Uh, J Frog had this like wall that was all [00:19:25] little tiny, like stress ball frogs. And I was like, that's so cute. And then I came around the corner and they made a [00:19:30] custom frogger game with like a, a frog as the like mover. And it's this like [00:19:35] just immersive and fun and edutainment. Um, and then Commvault, a company [00:19:40] that I'm advising had, um, a wrestling ring and these wrestlers. Carilu Dietrich: And then the best part [00:19:45] was, it was an actual demo of resilience operations, um, [00:19:50] technical things. He's like, are you ready to rumble? Let's talk about [00:19:55] resilience. And so like, you know, there's a lot to get your message across, but being [00:20:00] interesting and edutainment and I think, um, in this TikTok world, edutainment has never been more [00:20:05] important. Carilu Dietrich: Like I think it's the basis of marketing. And then, then, then you get 'em in and, and do the white papers and the [00:20:10] demos. And so the democratizing factor [00:20:15] possibly is founder social and we could talk forever about lovable is founder social. I [00:20:20] think Sydnee shared all my tips already and used my slide. So, uh, if you took that picture, it's [00:20:25] still there. Carilu Dietrich: Mm-hmm. This is a different picture of a deal. Founder. I zoomed in here [00:20:30] 'cause he has 10,000 likes on LinkedIn. Have you ever had 10,000 likes on LinkedIn? [00:20:35] The most I've ever seen are like 300 or 400. [00:20:40] Right. Okay. There's a secret behind the secret because when I was at [00:20:45] lovable, um, we ended up working with this guy who helps you with your social, [00:20:50] um, for big things like your fundraise, and then also is like an influencer [00:20:55] network. Carilu Dietrich: So this is where influencers and social come together and what. After I worked with him at [00:21:00] Lovable, I started seeing all these posts and they all follow the same format. And then I'll text [00:21:05] him and be like, is this you too? And he'll be like, it is. [00:21:10] Um, so this is one of his posts and basically he works with founders and [00:21:15] helps them write their, his story. Carilu Dietrich: Um, and I used to have two in here. I'm sorry I took it out. [00:21:20] Um, but the story is kind of the same for every founder post. It's like. We [00:21:25] almost collapsed, or like I grew up in poverty or like we were [00:21:30] rejected 579 times, and then we walked barefoot [00:21:35] across the desert, and then 19 times we got blisters [00:21:40] and then. Carilu Dietrich: Here's my founder story, which was Scott like, nailed the founder story, [00:21:45] right? Like my dad's, I sat at the dinner table with my dad every night and he couldn't [00:21:50] throw the football because he was doing his accounting. And so I built better accounting for plumbers and [00:21:55] electricians, right? And it's this story arc. Carilu Dietrich: It's really using the story arc, and it's not short, it's not [00:22:00] educational, it's edutainment in social media. And then they follow the thing that was like my [00:22:05] random act of virality, um, which is there's some sort of offer, [00:22:10] but like comment here if you want the download of the thing that some [00:22:15] offer at the end of this long story. Carilu Dietrich: Um, and then this particular [00:22:20] person that. Founders can hire, has a whole influencer network that both comments on [00:22:25] it or like shares the story to juice the network and then also gets people to [00:22:30] comment on it as it's dying down. So like over the course of 24 or 48 hours, if your [00:22:35] social post that's this, like that special one that you're gonna really make [00:22:40] possible starts to slow down, he has an influencer network that helps. Carilu Dietrich: Keep it going. [00:22:45] So you, you are gonna see, now that I've told you this watch, it's some of the fundraisers or like biggest [00:22:50] product launches. Um, and, and this like combination of [00:22:55] social media and, um, influencer Maya Spivak: together. If I can add something to that. You don't even [00:23:00] have to have a consultant that gets you Maya Spivak: [00:23:05] 10,000 additional engagements. Uh, it, it probably helps you know that you [00:23:10] had a big controversy and had to move to Abu Dhabi so as not to get [00:23:15] extradited for illegal activity, but there's a lot of eyeballs on your account. But [00:23:20] that being said, I've recently been talking to a lot of, um, [00:23:25] customers, the enterprise level customers, like Fortune 100 buyers. Maya Spivak: They're [00:23:30] all in charge of innovative, um, like buying new innovations that are [00:23:35] AI innovations for the company. Because literally every company is like, this is a mandate from the top. There's [00:23:40] an entire department for it. And I ask the, and my job is to find out from these people, [00:23:45] because I've been hired by a small startup to like figure out how to help them write words that help [00:23:50] himself. Maya Spivak: And I'm asking these people, how do you and the folks on your teams [00:23:55] learn about these new and emerging technologies that you [00:24:00] will then like, you know, sit for an actual demo for, and I'm praying, I'm [00:24:05] hoping that they say the words like websites and they just don't [00:24:10] do it. They don't say that anymore. And it hurts my little marketing heart because [00:24:15] that's where all the pretty content is. Maya Spivak: And I ask them though, for real, like if I know, I understand that [00:24:20] you haven't one time looked at the website of this startup [00:24:25] with which you have a several million dollar contract. Like it's blowing my mind. How did [00:24:30] you find out about it at first, so as to establish a connection and [00:24:35] then every interaction and experience happens individually with people who work [00:24:40] there and they tell me LinkedIn. Maya Spivak: It's crazy. They [00:24:45] follow everybody in the industry. So if you're a CEO, who's known in the industry or in the vertical, in the [00:24:50] category, whatever, my latest client, they're in industrial robotics. [00:24:55] This is like, you're like, whoa. Industrial robotics. It's not ai. It's not that sexy, but it's very [00:25:00] sexy for the people who work in industrial robotics. Maya Spivak: They'll follow every single person in the world of [00:25:05] industrial robotics and the CEOs who post about stuff. Post about [00:25:10] what whatever it is they're posting about, it could be tens, hundreds of [00:25:15] responses, doesn't need to be thousands, and suddenly you have a demo booked [00:25:20] and nobody even went to your website. Maya Spivak: So it's absolutely super important, [00:25:25] founder social media. You don't even have to get to these numbers and you don't have to have a mess of controversy. [00:25:30] Carilu Dietrich: And, and again, I'll repeat my earlier note from my own very small [00:25:35] influencer experience, which is just that it's cool to go viral, but it's actually consistency that [00:25:40] builds followers over the long term. Carilu Dietrich: And as a marketer, it's consistency that builds pipeline. So I think you want [00:25:45] both because you, you know, are always looking for new audiences and then coming in again, the reason [00:25:50] founder is on here instead of just social media is because no one cares about the brand. [00:25:55] S right. I'm gonna smile. I'm smiling in my, my marketing friends. Carilu Dietrich: No one cares about the [00:26:00] brand handle. They really want a person and a personality. And some of, um, what [00:26:05] Nick at Gainsight did so well is there's this personal aspect and this prof professional aspect. So [00:26:10] you form this relationship and a lot of founders, um, that do this really [00:26:15] well. Uh, the founder of One Mind is this woman Amanda. Carilu Dietrich: Um. [00:26:20] Who was the founder of Six Sense, and she is a stunning in the way [00:26:25] she plays. She's sharing about her family, she's sharing about being, um, a woman [00:26:30] founder and how few of them get invested in, she's sharing real, practical, helpful [00:26:35] AI innovations about agents. Um, but she's really weaving this thing where you get pulled [00:26:40] into this experience where you feel personally connected and then you buy and own some of [00:26:45] these companies. Carilu Dietrich: The other one, I almost took a job for Alex at scale ai. [00:26:50] Um, the like, mega company, but it was 2020, so wrong choice by me [00:26:55] to not take it. But, um, their, their company was built almost all on founder [00:27:00] sales, like through their VCs. And so he's not an example of social media, [00:27:05] but the power of founders, um, really, um, the, the personality [00:27:10] and the relationships building the brand. Carilu Dietrich: Do you wanna ask us questions? I feel like we're just ranting. Craig Rosenberg: Oh, I [00:27:15] mean, well, I won't seep from that, but I'm enjoying [00:27:20] everything you guys are talking about. Maya Spivak: Okay, thank you. Craig Rosenberg: Were [00:27:25] they clapping? Because I won't interrupt you. Yeah, they don't want to keep going. Carilu Dietrich: Um, you know, we [00:27:30] didn't wanna make too many slides, but as marketers it's helpful to see things. Carilu Dietrich: So I'll say the other [00:27:35] thing that's successful on social media is customer stories. Both the, the stories, [00:27:40] right? Social media, storytelling, like what doesn't work about a bunch of things is people being [00:27:45] like, my brand did this thing and congratulations to everyone who works at my [00:27:50] company and did, you know, blah, blah, blah, blah, and you're bored and you flip [00:27:55] on by it. Carilu Dietrich: Um, Anton at, at Lovable, um, himself [00:28:00] has a really good sense. I, I put, um, LinkedIn here, but Ashley X, he's even better at. [00:28:05] And has this like brilliant social media guy that helps him write everything and, and has his [00:28:10] voice, but they just like take these funny pictures wherever they go and they have this [00:28:15] personality. Carilu Dietrich: But so much of it is sharing customer stories and sharing ROI. And so again, back to [00:28:20] my first slide, the magic of magic is still the great product and customers who are [00:28:25] hotty and sharing that. Craig Rosenberg: Okay, now stop. Because I did look at Anton. You [00:28:30] know, I was doing something with LinkedIn and I was looking at different ways that people were approaching LinkedIn [00:28:35] and with Anton. Craig Rosenberg: So he tells a lot of customer stories and they're [00:28:40] short. Um, but there is a difference with the product that makes [00:28:45] it better. It's like this person owned a pet poon store in, [00:28:50] you know, uh, Ohio for 22 years and thought they could never do [00:28:55] X and now they can, and now they're this, and it's like those. Those are different, I [00:29:00] think is where you're getting on the start. Craig Rosenberg: Because I, I don't like, the two stories I don't like is, I was [00:29:05] talking to one of our customers today. I love that. It's like, who told them to do that anyway? [00:29:10] So, and then, uh, and they said you're the greatest. Um, and, but the other, you know, [00:29:15] the, the other one is just really dry, sort of extensions of our old school [00:29:20] case studies. Craig Rosenberg: In this case though, these are like, these like really short hero [00:29:25] stories of unsung heroes that are using it. So it's, in many ways, it's the nature of the product and it [00:29:30] works. You know what I mean? Because a lot of customer stories on LinkedIn do not work. Carilu Dietrich: B2C is so [00:29:35] much easier to market than B2B. I mean, I'm helping a security company and we're [00:29:40] like, oh, let's tell some customer stories. Carilu Dietrich: Oh, they can't publicly disclose [00:29:45] which companies they work for. 'cause that's a security threat, like. Oh. Um, [00:29:50] so yes, I think Lovable has like a very, you know, people, people were like, you did worked at Lovable. Can you help [00:29:55] me do that? And I'm like, no. Mm-hmm. Actually it's a super unique situation when they were like first to [00:30:00] market. Carilu Dietrich: Um, it's like you get instantaneous visual visceral [00:30:05] experience. I do think the one thing lovable Hass done exceptionally has, um, been [00:30:10] to to be very designed forward. So, um, lovable is if you, if you haven't [00:30:15] heard about Lovable, it's an AI product for creating websites or designs [00:30:20] or, um, mockups for product, you, you. Carilu Dietrich: Talk to a prompt [00:30:25] box and it, it creates, um, within seconds a very nice [00:30:30] webpage, um, that's visually pleasing. And the whole brand has this like warm heart [00:30:35] approachableness. Um, one of the, um, core competitors is Rept, who [00:30:40] also has a great product, but is very engineering and design heavy. The experience is [00:30:45] massively different than this kind of like pretty consumer app, um, that, that that [00:30:50] looks like a rainbow heart. Carilu Dietrich: And so, um, there's a lot of things that you can't replicate and I think [00:30:55] you've gotta be kind to yourself at B2B. Sometimes it's helpful to pull on [00:31:00] a thread of a persons career. Um, you know, I like some of the best marketers are [00:31:05] people who used to be journalists and are, are trying to look for the hook, like.[00:31:10] Carilu Dietrich: A classic New York Times article starts with a specific person who lives in New [00:31:15] Jersey at this one street and it tells their story and then it zooms all the way out to this macro [00:31:20] issue, and then at the end kind of ties you back to that person and, and what's going on in their life. And that's true [00:31:25] for marketing and customer stories. Maya Spivak: I would, I would also add to that, that one thing that you're [00:31:30] seeing that's common among these examples, despite how varied the [00:31:35] examples are, is if you zoom out a little bit. These are people who are [00:31:40] not people. These are brands that in the moment that they're doing it, they're zigging. [00:31:45] One other zag, like another super whatever idiom that everybody has heard before, [00:31:50] but you see it in action, right? Maya Spivak: So like, okay, this is a founder [00:31:55] of, uh, 200 or even $300 million ARR company. But [00:32:00] he, when he posts on LinkedIn, he posts. You know, people sitting in the back of a cab, like with a [00:32:05] pizza size, and that's cool and different. It's unexpected. He's zigging where people [00:32:10] zag. When he chooses a customer story, he's gonna choose the one with the, with the pet food in [00:32:15] it and like with the children in it. Maya Spivak: And when he chooses the [00:32:20] designs that he's okay with, like leading their brand in the world, he's gonna choose the. [00:32:25] Fuzzy heart because Repli doesn't have the fuzzy heart bolt. Doesn't have the [00:32:30] fuzzy heart. V zero doesn't have the fuzzy heart, and it's gonna work. Right now, if you go [00:32:35] home and you change all your stuff to a fuzzy heart, it's not gonna work. Maya Spivak: Right? You're trying to zig what others zag [00:32:40] in the moment that you exist. Applying that to the edutainment and to the events that we were talking [00:32:45] about earlier, and to RSA. The events are amazing. Part of the [00:32:50] reason why Kara Lou's so surprised at how amazing they are is because it's a freaking security conference. Maya Spivak: You [00:32:55] don't expect this, right? You don't expect them to be like super high production values. [00:33:00] Super clever jokes, comedians, WrestleMania. They're zigging when others [00:33:05] sag, and so if you don't have an RSA budget. [00:33:10] You can still zig when others zag. You are putting on a meetup. It's not just a regular meetup [00:33:15] anymore. Maya Spivak: Maybe you're a VC and you're putting on actual dating. [00:33:20] Actual speed. Dating seems like a compliance risk to me in some format, but they [00:33:25] definitely did it. I don't remember which VC firm it was, but around Valentine's Day. [00:33:30] They hosted a meetup for founders who were interested in dating each [00:33:35] other. That is zigging when others zag. Maya Spivak: And you can, you can do it too. [00:33:40] Carilu Dietrich: Lock 'em in. We've got two investments. They're, and, [00:33:45] and now they're married. Oh, that's so funny. Yes. Yeah. And, and, [00:33:50] um. If you don't have customers, one way to make it look like you have customers is to have [00:33:55] influencers. So I mean, this influencer game online, this is like just some snapshots of [00:34:00] early influencers that lovable had, um, on YouTube. Carilu Dietrich: Um, [00:34:05] but there's influencers on Instagram and, and some of the influencers are like [00:34:10] genuine. And, and you know, Clickup, any of you guys know Clickup? The Clickup has done a really great [00:34:15] job with this too. They, if you follow Clickup social media, Clickup has like one of the best social media [00:34:20] games. They've done a couple things. Carilu Dietrich: They've hired comedian in-house who does their Instagram [00:34:25] and has like millions and millions of followers around like karaoke about [00:34:30] HR violations that could be project managed in Clickup. And it's [00:34:35] so cringe. Viral, but then also, you know, there's this [00:34:40] like, um, lovable, all these kind of consumer. Tech [00:34:45] AI products, like you can have all sorts of people use them in a real practical and [00:34:50] helpful ways and, and that creates its own momentum. Carilu Dietrich: Um, talking about them. And I think [00:34:55] influencers are a big, a big game right now. This is totally changing marketing, and they don't have to be super famous. They [00:35:00] can be micro influencers, right? If you're in an area like I'm a micro influencer for [00:35:05] like women CMOs. Um, in B2B Tech. Now, I like when someone would be like, [00:35:10] you're an influencer. Carilu Dietrich: I'll be like, this big of an influencer, but like, I really like those people and [00:35:15] I like know what's on their mind. And so I think that, um, influencers are great if you're smaller. But [00:35:20] back to, um, our points before, one of the things that's [00:35:25] funny about having worked for great brands is that other people think we knew what we were doing.[00:35:30] Carilu Dietrich: And Atlassian lovable all these companies. A bunch of shit we put out, we [00:35:35] have no idea how it's gonna turn out. Some of it turns out well, and then everyone gives us credit for it. [00:35:40] So one of the ones that we did, we do a whole bunch of hackathons to get people together, but like [00:35:45] there was this girl in community who wanted to do a women's only hackathon 'cause women are using [00:35:50] ai, um, in much smaller numbers than men is a big deal for women in [00:35:55] ai. Carilu Dietrich: Um, and so we had this women's only hackathon and she'd like put it together over the weekend [00:36:00] and she ended up getting a bunch of, um, people that came. And then the people were so excited that [00:36:05] it was like viral on LinkedIn because the women were all so excited that they got the chance. Um, and then [00:36:10] they just, we just redid the hackathon for International Women's Day and like.[00:36:15] Carilu Dietrich: 22 cities around the world or something. I mean, it really like went, went from empty on a Sunday. On a [00:36:20] Sunday. Maya Spivak: On a Sunday. Hundreds of women showed up to [00:36:25] 22 cities around the United States to do a hackathon for lovable. Carilu Dietrich: Um, and so again, it wasn't [00:36:30] really planned. It was like someone had a random idea and we like zigged and zagged and like [00:36:35] pulled it together. Carilu Dietrich: Um, I think the thing's different right now, and I know you guys are seeing it, but [00:36:40] the speed is crazy, right? Like OpenAI released a new [00:36:45] LLM, um, and gave lovable like. 32 hours [00:36:50] notice and we like started to use it in engineering and 32 hours later we [00:36:55] had a launch video and a whole campaign that went live. Carilu Dietrich: Um, it's the fastest campaign I've ever run [00:37:00] in my entire life. And I called this friend at OpenAI and was like, what the fuck can you like. Tell [00:37:05] me something a little bit earlier and she goes, dude, they're giving me eight hours notice. Like [00:37:10] they tell me they're gonna ship a product like eight hours before, and I have this one other CMO who's like, my [00:37:15] product team is moving so fast, the product doesn't even tell us what we're gonna launch. Carilu Dietrich: I hired a [00:37:20] tech evangelist to backward architect what features they did so I can describe them to the market. [00:37:25] Like the speed is crazy, but I, I definitely think getting your [00:37:30] customers together for events is huge. Um, we've talked a ton about out of home. I think, [00:37:35] you know, again, everything old is new again. Carilu Dietrich: My job at Oracle was out of home advertising. [00:37:40] It works if it's consistent, if it's provocative, um, and if you're [00:37:45] sending it to the right people, do we wanna end on other things you shouldn't do. Maya Spivak: Yeah, so [00:37:50] everybody's talking about taste for a reason, right? It's the level of [00:37:55] discernment that when you look at something, you're like, wow, that's really good. Maya Spivak: It comes from [00:38:00] within and you can, you should also be able to look at something and be like, wow, that's like [00:38:05] tremendously mid, or, or, that's probably an oxymoron. It can't be tremendously. [00:38:10] Tremendously, blah. It's just not very good. The example in [00:38:15] the middle, I took on a bark, so by the way, I'm like obsessed with this now. Maya Spivak: Probably [00:38:20] 80% of my, my business, how I pay my mortgage, my kids go to school on [00:38:25] this is startups running out of home. So I feel like it's my job to, to [00:38:30] note every single thing that's going on, every possible place. This is a real BART [00:38:35] ad going up and down. Can you read it for us? I can't see it. I will read it for you. Maya Spivak: Yes. It says stuck in off [00:38:40] hell. There's a better way. And on the left there's some hellish [00:38:45] flames and on the right there's like maybe a heavenly like. Sky. This is [00:38:50] not good advertising, right? This is like, you gotta ask ChatGPT, [00:38:55] draw me an ad and make it feel like an AI ad. [00:39:00] And this is not the outcome that you want to end up with when you're spending a [00:39:05] lot of money on out of home. Maya Spivak: It's non-trivial investment. The fact that it's [00:39:10] everywhere. Don't let it fool you. It hasn't gotten any cheaper. In fact. It's [00:39:15] incredibly expensive because out of home, out of home is anything that's not on your screen in [00:39:20] front of you. It's physical, so it's constrained by the physical world. And [00:39:25] did you know that in San Francisco you can't just put up new. Maya Spivak: Posters [00:39:30] anywhere that you want. You just can't. Because I tried to incubate a business where we would [00:39:35] put up new out of home on empty storefronts and immediately ran into this [00:39:40] roadblock where 20 years ago, the city passed an ordinance that said, [00:39:45] no new signs without permits. If you put up a new sign without a permit, it's a thousand dollars a [00:39:50] day fine. Maya Spivak: And by the way, they don't grant these permits anymore. That's why [00:39:55] it's so expensive. That's why everybody wants it. That's why it's hard to get it [00:40:00] because it's physical real estate. And what you're doing is competing in an open market, just [00:40:05] like renters in New York City, just like renters in San Francisco, trying to get an in to a [00:40:10] physical object. Maya Spivak: If you're gonna spend the money, because it does work. If you're gonna spend [00:40:15] the money, just do it right, do it right. Make sure you have some taste. And uh, if you don't, [00:40:20] you just find people in your orbit who have taste, there are pe, they're all around you. Carilu Dietrich: I kind of hate that [00:40:25] 'cause I feel like I'm a person without taste. Carilu Dietrich: I'd be like, keep trying shit. And someone will like criticize you and you'll do better next [00:40:30] time. Matt Amundson: Well, thank you guys so much. That was amazing. I think [00:40:35] everyone agrees. The other thing that everyone agrees on is that the design, [00:40:40] all the design elements for this show we're top notch and I made them all in love.[00:40:45] Maya Spivak: Yeah. Thanks for joining us for another episode of the [00:40:50] Transaction, Craig, and I really appreciate the fact that you've listened all the way to the end. What are you [00:40:55] actually doing here? For show notes and other episodes, please visit [00:41:00] us@thetransactionpod.com, like and subscribe on Spotify, apple Podcast or any other place you get your [00:41:05] podcast from. Either you have [00:41:10] walked away from your podcast device. Or this is playing somewhere in the [00:41:15] background. Someone in your house would really like for you to shut this off [00:41:20] [00:41:25] now.

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