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Jay Schwedelson
What up? Welcome to do this not that, the podcast for marketers. I'm Jay Schwedelson. Let's dig into some tips and some randomness. We are back for do this not that podcast presented by Marigold. And I got one of the smartest dudes that we've ever had on the show. All right, so if you asked me, all right, you could pick the brain of one person about where it's all headed. You know, content marketing, creator marketing, events, all this stuff. Who would I say? I would say Adam Ryan. That's who I would pick. So Adam Ryan is the co founder and CEO of Workweek, which is this amazing B2B creator events, community platform that has just been exploding the last few years. But before that, the guy was the president of the Hustle, which is very cool. Gets acquired by HubSpot. Before that, he wasn't just working at Procter and Gamble and Red Bull and Under Armour and every other amazing company. The dude was a 9th grade American history teacher. That's when I peaked in my intelligence. It all went downhill from there. This guy has done it all and I cannot wait to dig into all sorts of stuff. So, Adam, welcome to the show, man.
Adam Ryan
Oh, Jay, I live for your intros, man. They're always the best. And I'm so happy to be here.
Jay Schwedelson
I want to ask before we get into everything and we're Getting into all 9th grade American history teacher. Do I have that right?
Adam Ryan
American government.
Jay Schwedelson
Yeah, American government. So like, did you, your first days, when you were first teaching that class, did you have massive, like, imposter syndrome or were you like George Washington? You knew everything about American government. You just crushed it out of the gate.
Adam Ryan
No, I didn't know it at all. I mean, like, no one does. There's too much. And also ninth graders ask every question you can't prepare for. So it was. It was quite the learning experience, the learning how to think on your feet. And I notoriously made most of my lesson plans at about 6:30 the morning of so which is why I very much quickly chose not to follow that career full time to not disadvantage my students. But yeah, it was. I taught ninth grade and got my master's in education and I still consider myself a teacher, but just not so much in the textbooks anymore.
Jay Schwedelson
Listen, everybody out there is listening to this. Your career is not linear. Go to Adam's LinkedIn page here, okay? And just scroll down to the beginning. It's not like he knew exactly where he was going to wind up. He was going to be the President of Hustle and founding these companies, you will do different things. So don't feel if you're not on course right now that you're not going to get to exactly where you want to be ultimately because. Because Adam is proof of all of that. So before we get into all the stuff, I want to ask you about Workweek. I hyped it up. I love Workweek. What does Workweek actually do?
Adam Ryan
Sure. So we are a platform for professional networks. So think about LinkedIn. But if it was only for people in HR or only for people who were in e commerce marketing, and then what we've done is we've partnered with creators or really their practitioners in these spaces. Because if I went to go start an HR professional network or community, I'd have zero credibility to do so and I probably would fail within a couple days. And so what we realized to be able to go kind of this multi vertical approach of building these communities out, we need to build up an audience, we need to build trust, we need to build credibility. And there's no better way to do that then partnering with experts in those industries and giving them a platform for newsletters and podcasts and then growing those audience from there and then launching the network. So we have our own kind of in house built platform. It feels very much like a social network for your own industry. You have to apply and be verified. And then we monetize primarily with advertising and with a little bit of subscription.
Jay Schwedelson
So I follow all the stuff, I consume, all the content you all put out there, and what it feels like to me is that you all are bullish on personality led brands basically. Right. So email newsletters are a core component of what Workweek does. And what I'm curious about, why are you bullish on email newsletters when it feels like there's a zillion newsletters out there? And should brands have a personality driven newsletter? Is that where things are headed in this world of AI garbage?
Adam Ryan
So in 2021 when my co founder and I were starting the business, we wrote an 18 page memo of like what we wanted Workweek to become. And a lot is wrong on that, A lot is right on that. But the thing that we said like we had to get right for 10 plus years as a trend was that people are learning from other individuals more than faceless institutions. And so if you think about that, it's the easy example is like, hey, do I trust Mark, Do I trust Business Insider or I trust the writer actually writing it? And we thought that trend was going towards more this individual approach. And then in business though, we, I did hundreds of conversations like, hey, who do you learn from? How do you like, how do you feel like you can get better at the job you have today? And every person, I was like, what's the most valuable conversation or insights that you got? Almost every person said, a coffee meeting. Oh, I had like coffee with this person and they told me this insight. And it was such a good nugget. And what we realized was there was this gap. We called it this knowledge expert paradox, where the people that were actual experts in these fields that everyone wanted to learn from didn't actually have the time, motivation, financially or otherwise, because they're, you know, a little bit mature in their life. They might have a family, they have other commitments, they probably make pretty good money already. You know, wasting your Sundays for a little bit of cash isn't the best way. But also what you can do with that is start to help so many people access these experts. And so that's been really what we've leaned into from day one is how do we allow individuals who are, who really know these fields so well be at the forefront to democratize a little bit of that knowledge and insights that they've gained through their career. And when thinking about then how do you distribute that knowledge and insights? There's no better way to do that than to be able to show off your personality, to be able to do it directly to your listener. And newsletters are just a huge part of that. And it allows them to kind of build this consistency, these habits, but hopefully make you feel like you have a friend in your inbox.
Jay Schwedelson
Yeah, in a lot of ways, I think personality driven newsletters by experts is really the origin of kind of influencer marketing in a lot of ways. You know, we send out the stuff and in the newsletter. Check out this article. You know, I'll read Daniel Murray's newsletter or whoever said, check out this article. There's a great SaaS product. There'll be an ad in there, and that's what I want to consume. But flipping the script a little bit, let's say that you're just a brand out there. You're a brand marketer and your brand has a newsletter that is not doing particularly great. It's like wallpaper. Are you, are you advocating for brands to find a personality within their organization and start to. Their newsletters come from a human. Is that, is that a strong go to market in your opinion?
Adam Ryan
Taking a step back, I'd ask that person, what are you trying to achieve with that newsletter, are you just checking a box? Are you trying to educate your customers? Are you trying to use it to create leads? And each of those has different meanings and purposes. And so if it's, hey, we just want to give everyone our updates of our feature launches that probably can come from a brand. When you need to educate someone something that, or try to sell someone something that at the core you actually need trust. You have to find a person to lead that. And that's really what we're saying is if you're just informing somebody on something, I think the brand relationship is okay. If you're trying to influence someone, that requires trust. And if I was a brand, I'd be looking at like, hey, who's our technical product manager that we can talk to about this? Or can we use one of our executives? And I think the key secret sauce here of the tactics is like, that person doesn't need to write that. It can be ghost ridden. We did this at the Hustle for literally all, everything we ever did. And it's okay. Obviously that person should, should feel confident about it. The team should represent their values and who they are as humans. But as a brand, it's okay to scale a personality in the same way that you scale a brand. And that's something that I would lean into more.
Jay Schwedelson
You know, it's actually a great tip to have, let's say you have a SaaS product or whatever to have a newsletter that's coming from an engineer or whatever. It doesn't need to be your CEO or whatever. And again, it could be ghostwritten about the latest whatever in your product or how it influences, impacts, whatever's going on. I think it's a great idea that so many, you know, companies out there can do. And again, you'll be able to influence future, you know, buying habits of your prospects, existing customers, all of it.
Adam Ryan
Well, and what's interesting is like if you look at, if you Talk to a B2B marketer at an enterprise SaaS solution and you say, hey, what's your go to market strategy? And they're like, well, you know, we fill the pipeline up with MQL's SQLs and then our sales team sends them cold emails and sets meetings up. So your sales team is acting as the trusted expert to educate that marketer or that buyer to get them on the phone. You can do that. Uh, and that's what they already are doing, this strategy. They just are used to it with salespeople and it's more tactics and kind of volume. But if you flip the script and say, hey, this isn't actually anything new, but instead of our salesperson doing it, we're gonna have our engineer, our product manager, do it. Now you're coming from a whole different value prop in the, in the sales cycle.
Jay Schwedelson
Oh my God. I totally agree with that. It's like putting too much on sales to be responsible for knowing everything. All right, so let me take a. I wanna turn to a different direction. I wanna talk about communities. Literally when I say the word community, every time I say it, it's like sort of nails on the chalkboard for me, because I'm all about community. But by the same token, I think everyone does it. Oh, we have a Slack channel. That's our community, which is horse crap turns into a ghost town. And yet you all are doing communities where people are actually showing up, they're engaging, they're doing stuff. So talk to me about what is like the right way to do community.
Adam Ryan
Man, it's a big question. I, I think the reason why community has that same. It's a natural resentment, hesitation. I think when people hear that word is because community means a lot of different things in the same way content does. And I think if you said, hey, how do you do content? We could sit here and talk about top of funnel, bottom of the funnel, newsletters, podcasts, there's that, that, that word is very big. And I think communities should be thought about in the same way. And you can have your community for retention, you can have community for prospects. You know, there's a, you can have community in person, digital, but all those things mean that they're set up differently. And I think at the core what community should be is about helping people connect, learn and grow. And that is what I believe at the core of what every person wants in their profession is can you help me meet people that are interesting? Can you help me learn things that I don't know and can you help me grow in my career? And that is if you're doing any business aligned community, whether it's in person, events or digital or whatever, that's what it should be focused around. And to the point around Slack and these other tools is I think people forget about that aha moment. They're like, hey, we. What did you, you just set it up. Cool, you're there, you got a hundred people there. Great. What moment are you trying to create? And I find it so interesting. We do so many events and I've been part of events businesses for a long time and in events businesses, really great Events think about like literally how you walk through the door, like hey, where do you want your eyes to look? What do you want? What do you want the sound to be? What music are we playing? Because that's how you experience this aha moment. And it's really interesting when it goes the digital communities like it should be treated the exact same way. And no one really thinks about it that way. And so that's where we saw the opportunity. Very much as I believe people today are craving the opportunity to connect, learn, grow with other people in their field. But they want it to be done in this way that's experiential and efficient and ultimately help them do what they want to do. And so we built our own platform for that because we and couldn't find one that helped us do that in the way that we wanted. But I think that's really why there's this like push pull of community and kind of the mistake that I think a lot of people have had. In the same way newsletters were maybe eight years ago where people just sent one to check the box. I think community's in a little bit of a moment where people are just checking a box.
Jay Schwedelson
So by the way, I'm a member of your marketing lane community and it's awesome. And I'm not just saying that because I'm staring at you, it is genuinely awesome. But I want to ask you a self serving question that everyone's going to be like, why is he asking this? This is like meaningless to everybody else, but I want to know for myself. So we put on this big conference, we put on a bunch of conferences, but one of them is our email event called Guru Conference. So this past year we had 24,000 people. And then coming out of it, everyone's like, we need to stay connected. What's the community? Whatever. And I'm like, oh God. So we stood up a WhatsApp community, okay? And we said, everybody, here's the WhatsApp whatever, you could join this community. And we said it was going to be a pop up community and we were going to have it last for 30 days because I was convinced it would die. And so we stood it up. And for the first two weeks coming out of the event, everyone's in there, this is awesome. We're talking about careers, crap, whatever. And then by like the third or fourth week it was just dying. Like nobody's posting. There was four people from like, I don't know where they live posting over and over again. Every else disappeared. So my question to you is in order to have a community that stays active and alive. Since you have a bunch of these communities, do you kind of have to like juice it? Do you need to have like your people in there getting conversation going? How the hell do you not let it fall apart like mine did?
Adam Ryan
Yeah, it's a great question. I think it's actually why at the end. There's one publicly traded business. This is a little bit of a step back, but there's. There's one publicly traded business that does a business community, it's called Doximity. It's a, It's a community for physicians. They're worth 10 billion today. No one knows them unless you know a doctor or physician, which then they definitely know it. But you know their niche. It's special, but like their team is built to treat their community like a social network. And I think it's actually a really. This is why I'm not as excited about the slacks and the whatsapps of the world. Because in order to actually drive engagement and retention of users, you have to think about engagement loops. You have to put your marketing hat on of like, how do I drive this behavior back? How do I actually repeat this? And I used to say this all the time in the newsletter world. Like, if you build it, they will not come. And there was this belief, like, if I have the very best content in my newsletter, one day they'll come. It's like, that's not true. You have to, like, get it out there. You have to like, post on social. And even if you get two likes or two email subscribers, like, that is the start. Like, that's what you have to do. But like, just focusing only on content and not on audience won't get you there. And with communities, it's the same way. It's not just getting people in, it's. You have to think about how do I keep them engaged through these loops. And that's, you know, when you look at successful communities and we don't like to think about LinkedIn or Facebook as communities, but they really are in the way that they should be thought about. They constantly have ways to bring you back to the platform and reignite you. And a lot of these out of the box solutions just don't have that in the way that's required to scale and retain your user base.
Jay Schwedelson
Dude, I love that idea of engagement loops. Everyone just talks about feedback loops, almost like negative feedback loops, but engagement loops, it's so, it's so true. You talk about doctors, my wife's a dermatologist. And she loves the Facebook group for dermatologists. It's like the greatest thing of all time. And she's in there all the time. I'm like, I can never believe you're on a Facebook group. Like, really? Right.
Adam Ryan
I mean, my wife is the moderator of a nonprofit Facebook group with like 100,000 people, and it is run like a business. But they also, like, Facebook has built the natural tools to have the engagement loops there. And so that's, you know, and that's the advantage of using a tool like that. And. But I think that's the piece. And the other one is relevance. I would say, like, and I experienced this myself. I'm in a lot of slack groups, and we all know it. If we're being honest, like, hey, sometimes there's a killer question in there or insight. I'm like, man, I love that. And I think Workweek is trying to get a lot better at this with our own communities. But, you know, there's something that to say, like, let's learn what TikTok did really well, which is, hey, everything you see is based off of your current interest today. And I think there's. There's a lesson there of how do you also not just bring people back through engagement loops, but then also ensure that what they're experiencing is relevant to them in the moment. And that. That's a big. That's a big lift. But I think that's actually the bar that we want to set with communities.
Jay Schwedelson
Dude, I love all of that. Listen, all right, Everybody, go to workweek.com you're going to find everything that Adam's up to, all the different creators, everybody that's on there. It is pretty wild. I'm going to force Adam to come back on, and we're going to do a trivia contest on American government facts, and we're going to see what the hell this guy actually knows, because I have a feeling we could stump him. I don't know. I feel like he hasn't brushed up on this in a while.
Adam Ryan
It's been a little while. I am certified in the state of Missouri still. I also learned the presidents in order when I was in kindergarten. I've been an American government fan for a long time, so I take on the challenge of the. Of the trivia.
Jay Schwedelson
Oh, we're going to do it. This is going to be amazing. And we're going to put everything in the show notes. I'm telling everybody, go check out everything going on at work week. And Adam, thanks for being here, man.
Adam Ryan
Thanks so much for having me, Jay. Look forward to the next time.
Jay Schwedelson
All right, you did it. You made it to the end. Nice, but the party's not over. Subscribe to make sure you get the latest episode episode each week for more actionable tips and a little chaos from today's top marketer. And hook us up with a five star review if this wasn't the worst podcast of all time. Lastly, if you want access to the best virtual marketing events that are also 100% free, visit guru events.com so you can hear from the world's top marketers like Daymond John, Martha Stewart and me, Guru Events team. Com. Check it out.
Podcast Summary: "Do This, NOT That: Marketing Tips with Jay Schwedelson" – Episode 355 Featuring Adam Ryan, Co-Founder & CEO of Workweek
Introduction
In Episode 355 of "Do This, NOT That," hosted by Jay Schwedelson and presented by Marigold, Jay welcomes Adam Ryan, the co-founder and CEO of Workweek. The episode delves into innovative marketing strategies, the significance of personality-driven branding, and effective community building. Adam shares his extensive experience in the marketing industry, providing listeners with actionable insights to enhance their marketing efforts.
Guest Introduction and Career Journey
Jay begins the conversation by highlighting Adam’s diverse career path, emphasizing his roles at notable companies and his unique start as a 9th-grade American government teacher. Jay humorously remarks:
“[00:02] Jay Schwedelson: ...the dude was a 9th grade American history teacher. That's when I peaked in my intelligence.”
Adam reflects on his teaching experience, admitting the challenges he faced:
“[01:38] Adam Ryan: ...ninth graders ask every question you can't prepare for... I quickly chose not to follow that career full time to not disadvantage my students.”
Despite moving away from teaching, Adam maintains his passion for education and continuous learning, which greatly influences his approach to marketing and community building.
Understanding Workweek
Jay expresses his enthusiasm for Workweek and seeks to understand its core functionalities. Adam explains:
“[02:48] Adam Ryan: We are a platform for professional networks. Think about LinkedIn, but specialized for specific industries like HR or e-commerce marketing.”
Workweek partners with industry experts to build credibility and trust, offering a platform for newsletters, podcasts, and community engagement. The multi-vertical approach allows Workweek to cater to various professional sectors, monetizing primarily through advertising and subscriptions.
The Power of Personality-Driven Email Newsletters
Jay observes Workweek's emphasis on personality-led brands, particularly through email newsletters, and questions their effectiveness in a saturated market:
“[03:56] Jay Schwedelson: ...why are you bullish on email newsletters when it feels like there's a zillion newsletters out there?”
Adam addresses this by highlighting the shift towards individual-focused content over brand-centric messaging:
“[04:28] Adam Ryan: ...people are learning from other individuals more than faceless institutions.”
He introduces the "knowledge expert paradox," where experts possess valuable insights but lack the time or motivation to share them individually. Workweek bridges this gap by democratizing access to expert knowledge through personality-driven newsletters, fostering trust and personal connections with the audience.
Jay further explores how personality-driven newsletters serve as the foundation of influencer marketing:
“[06:33] Jay Schwedelson: ...it's the origin of influencer marketing ... Should brands have personalities in their newsletters?“
Adam agrees, emphasizing the necessity of trust in influencing customers:
“[07:19] Adam Ryan: If you're trying to influence someone, that requires trust. Use individuals within the organization to lead the communication ...”
He suggests that brands can effectively scale a personality by having team members, such as product managers or executives, lead their newsletters, whether through ghostwriting or direct communication.
Effective Community Building
Shifting the focus to community building, Jay shares his personal experience with a WhatsApp community that struggled to maintain engagement. He seeks Adam’s expertise on creating active and thriving communities.
Adam underscores that successful communities should facilitate connection, learning, and professional growth:
“[10:29] Adam Ryan: Communities should help people connect, learn, and grow. Define the purpose clearly, whether for retention or prospecting, and design the community experience accordingly.”
He critiques common tools like Slack and WhatsApp for lacking built-in engagement mechanisms necessary for sustained activity. Instead, Adam advocates for creating tailored platforms that incorporate engagement loops to keep members active and involved.
Engagement Loops and Retention Strategies
Adam introduces the concept of "engagement loops" as crucial for maintaining active communities. He contrasts successful platforms like Facebook and Doximity with basic community setups that fail to retain users:
“[16:04] Adam Ryan: ...to drive engagement and retention, you need engagement loops and meaningful, relevant interactions.”
He highlights the importance of relevance and personalization, drawing lessons from platforms like TikTok, which tailor content to users' current interests:
“[16:04] Adam Ryan: ...let’s learn what TikTok did... ensure that what they're experiencing is relevant to them in the moment.”
By implementing engagement loops and ensuring content relevance, Workweek aims to create communities that not only attract members but also keep them actively involved and invested.
Conclusion
The episode wraps up with Jay encouraging listeners to explore Workweek and teasing a future trivia contest on American government facts. Adam reaffirms his commitment to fostering engaging communities and effective marketing strategies.
“[17:31] Jay Schwedelson: ...Everything going on at workweek.com ... Adam, thanks for being here, man.”
Overall, the conversation provides valuable insights into modern marketing techniques, emphasizing the importance of personal branding through newsletters and the strategic approach required for successful community building. Adam Ryan’s expertise offers listeners practical advice to build trust, engage audiences, and sustain active professional communities.
Key Takeaways:
For more insights and to explore Workweek’s offerings, visit workweek.com.