Which Conferences Are Actually Worth Attending in 2026?

In this solo advice episode, the host answers a listener’s question about which conferences are worth attending in 2026 and how to evaluate them. He first explains why conferences can be high‑ROI or wasteful, then outlines three core criteria that make a conference valuable: curated attendees (the right people), high‑quality content (real insights, case studies, challenging talks), and a positive vibe (warm, human, community‑focused). Using this framework, he recommends five specific events: The Podcast Show London for podcasters, Microconf for SaaS and bootstrapped tech founders, DCBKK (Dynamite Circle) for lifestyle‑business and digital‑nomad entrepreneurs, Stripe Tour for online businesses focused on payments and pricing, and South by Southwest (SXSW) for creatives seeking cross‑pollination of ideas. For each, he describes the audience, format, location options, cost, and why it meets the three criteria. He then shares practical attendance rules—be fully present, avoid work calls, set a goal to meet 2‑3 people daily, attend meals and after‑parties—to maximize return on investment. Finally, he emphasizes that there is no universal best conference; selection must align with one’s business stage, goals, and desired network, and that personal engagement, not the conference itself, drives impact.
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What are the best conferences to attend in 2026? Conferences can be a great return on investment, but they also could be a big waste of time and money, and I don't want that to happen to you. So I'm going to answer today's Q and A Wednesday's question from Lisa about what are the best conferences? What are conferences supposed to do for you? And how do you identify the conferences that actually are going to move the needle for you and your business? I've gone to the wrong events and I've met the wrong people there, and I've sat through the wrong talks and I've come home exactly the same as I did when I left, except I was a little bit poorer and I wasted a bunch of time. So instead, I'm going to tell you exactly which conferences are worth going to in 2026. Every single one of these conferences I've been to, I've attended, and I can give you my honest opinion about it. But more importantly, I'm going to show you what makes a conference worth attending. So you even if the conference that you want to go to is not on this list, I'll be sharing with you today. You know how to evaluate if this conference is worth your time and your money and your effort. So let's get into it. Let me start by saying that I owe a lot to conferences. Conferences have helped me so much along the way. They've been the catalyst, they've been the trigger for a lot of different inflection points in my career. In fact, I started podcasting because of a conference that I attended in 2012 called New Media Expo. This conference doesn't even exist anymore, but it had the right ingredients to inspire us to go down the podcasting route. So throughout my life, I've gone to dozens and dozens of conferences and events, and what I found is that great conferences consistently do three things well. Number one, they curate the right people. This is the most important factor. A great conference will attract the people that you want in your network, people that are actually doing things, people that are building, people that are operators, people that are serious creators, that are inspiring to actually just meet, that are doing fun and interesting work. If the room is filled with tourists and tire kickers and people that are playing business, it doesn't matter how good the speakers are, you're going to rise to the level of the audience. And if the audience are not where you want to be in the future, then you're really not going to get a lot out of it. There's something that Happens when you have a room full of inspiring people that are taking action, that are cool, that are fun, the molecules in the room change, and you really go away with a great experience. The second important thing that makes a conference valuable is the actual content. The content actually has to be valuable. We're not talking about hype. We're not talking about recycled motivation or, you know, quotes on a screen and somebody really just pretending they're on a TED Talk. No, we're talking about real insights, real case studies, real conversations that are happening on stage, things that challenge you a little bit, things that kind of make you feel a little bit uncomfortable, maybe things you haven't thought about. The best conferences respect your intelligence, they respect your time. And. And the people that are on stage, they bring it, right? They actually not only bring in the goods in terms of the content, but they bring in the delivery as well. So you're actually feeling like, wow, this conference has it together. They've invited some of the best of the best in this space or in this market to speak on stage. The third thing that is important in a conference is sort of the X factor. The vibe. The vibe of the conference has to be warm. It has to be human. It has to be kind of humble, too, because you don't want people beating on their chest. Now, how do you find out what. What the vibe of this conference is if you've never been to it? Well, this is where you got to do a little bit digging. You got to, you know, maybe check out some Reddit forms or watch some YouTube videos of people reviewing this conference, because this matters more than what people realize. Because, you know, you can have great people on stage and you can have interesting people attending, but if it feels stiff, it feels awkward or overly buttoned up, you're really not going to get a lot of it. People are not opening up. If they're not being vulnerable and sharing, then you're not going to really have that exchange you're looking for, that you're looking for. For. When you go to these conferences in person events, you don't want to go somewhere where everybody's hiding behind their phone. The best conferences feel like a community, feels like a family, feels like, wow, where have all these people been all my life? Right? Where has this conference been all my life? You want a place where people feel approachable and they feel generous and they feel giving. And I got to say that this tone and this vibe comes directly from the actual organizers of the conference, and it actually changes everything. And this is why I find that if you go to conferences that are led by other founders, a founder of a company or a business, a builder, a creator, started that conference, you're going to probably get a great vibe because they know what it's like to be you. And therefore they're trying to create every aspect of the conference to curate a experience and a feeling that they want, right? That they would want if they were in your shoes or they're on your journey. So let me give you my conference shortlist and share with you. Why would you want to go to this conference? Whether you're in a particular business or stage in your business, or whatever your values might be at the moment, if you're into podcasts, if you have a podcast, if you want to start a podcast, if you care about the business of podcasting, then the Podcast Show London is the conference for you. This is my favorite podcast conference and there's many podcast conferences around the world. But the Podcast Show London special, and the reason why it's special is that you see every angle of podcasting. The content, ads, sponsors, networks, the podcasting equipment, right? The discussions are thoughtful, they're really forward looking, they're challenging. You meet people who actually take podcasting seriously, like, this is their business, this is their life. So it's kind of inspiring. Some of the most valuable moments I've had in this conference don't even happen on the stages. They happen over coffee, they happen over lunch or maybe a dinner conversation, or even between sessions when we're walking out of the session and talking to other attendees and sharing ideas about, hey, what did you think of that session? The Podcast Show London happens around every May in London, and tickets are usually around 200 pounds or $300, which is an incredible value in my opinion. And I believe that this is probably the most valuable or most bang for your buck conference in the list of conferences I'll be sharing today. If podcasting is in any part of your future, whether you want to advertise on podcasts or you want to be podcaster, this is an easy yes. Now, if you're interested or in software or SaaS, software as a service, this conference, in my opinion, is the best conference to attend. It's called microconf. And if you're building any kind of software, any kind of SaaS, any kind of bootstrap tech business, Microconf is one of the best conferences in the world for good reason. It's run by Rob Walling, who we've had here on the podcast. So you should check out his episode and his community is absolutely. Now, before I get into the community, if you don't know who Rob Walling is. Rob Walling is the founder of Drip, which is one of the most popular email marketing softwares. He sold Drip to Lead Pages and now runs Tiny Seed, which is a incubator for bootstrapped SaaS companies. Now let me get back to the community. This is one of my favorite conferences of all time. Because of the community. Everybody I meet at microconf is warm, is humble, is generous, is sharp. Despite the fact they're incredibly successful. Some of the people I meet at lunches and dinners and on walks and on excursions are running, you know, multi, multi, multi million dollar businesses and are so humble and so just so generous with their information that you would never know it. I've been lucky enough to speak at their conference twice. And when you speak at a conference, you kind of see the inner workings a little bit. You see behind the scenes. And I gotta say, it's a tight ship, it's consistent, it's top tier. So you might be wondering, Omar, why do you love this conference so much? Well, number one, it has one main track. It's not overwhelming. So that means that you don't really have to choose. Which session should I go to? Should I go to one of these five sessions that are happening at 2 o' clock or do I go to this main stage session? No, you don't have to do any of that stuff. Right? It's just one session or one main track for everybody. And it's really, really well done because Rob brings on some of the best speakers from the best companies in the world. So if you're not into overwhelm and just want to have a great experience, you're going to love this conference. And also what I love about the main track is that everyone attends the same talk so that you can have similar discussions. Everybody's on the same page. When you're on a break or when you're having lunch or whatever it might be, you all were there or hey, you were all a part of the same talks. They have a theme in microconf called the hallway track, which means they bake in a lot of time between sessions so that you can get to know the attendees and you can talk to people, have discussions. And I love the fact that it's not high pressure and not, you know, 20 minute session. After 20 minute session you actually go deep and you learn and there's a lot of Q and A time and it's really well done. There are Two locations actually for this conference, different dates. You could attend the one that's in the U.S. i attended the one that was in Las Vegas one year. And you can attend microconf Europe, which is in a different place in Europe every time. Pretty much I attended the one that was in Dubrovnik was gorgeous. I think last year was in Istanbul. So a lot of variety. If you want to, you know, check out a new location or go to a new conference. One thing I want to include is that in microconf Europe at least I noticed that they include activities like hikes or rafting or canoeing or whatever it might be. It sounds like a small thing, but it really builds relationships and allows you to network in a natural way. Make friends really. So if you are in software, if you're in SaaS or want to get into SaaS, then you want to get to Microconf. Now if you're a lifestyle business kind of person, you want to build a business around the way you want to live, you are into like maybe being a digital nomad, then you definitely should go to dcbkk. DCBK is run by the Dynamite Circle community and it's held annually in Bangkok and BKK is the airport code for Bangkok. Now I have attended and had the pleasure of speaking at DCBKK and I find that the attendees are really into like lifestyle design, financial independence, retiring early, and generally a business that supports their lifestyle. One of the things I like about DCBK is that the attendees come from a diverse background, different types of people from different parts of the world. It's not just, you know, western centric and they do a good job of trying to have fun with the attendees. There's a really cool tuk tuk ride you take through Bangkok as you go to dinner. It's actually a lot of fun. And if you're into lifestyle business and digital nomading, then you're going to love this group and you're going to love this conference. So you should definitely check it out. Now if you run any kind of online business and you're really into payments, pricing strategy, how to optimize your revenue, then this is a must attend event. It's called Stripe Tour and it's hosted by Stripe, the payment processor. Stripe Tour is a great one day conference, so it's not going to take a lot of time. And what I love about it is that it's a tour, meaning it's a conference that they run in many major cities around the world. So you're not going to have to travel too far to attend. I attended the Sydney edition and absolutely loved it because the content is excellent. If you do a YouTube search on Stripe Tour, you'll notice that they bring on some of the best speakers in the world. One of the most popular talks on the Internet is with Jony I've, who was the head of design at Apple, and that's a talk on the Stripe Tour. But Stripe Tour might be one that's just in your major city and you could drive to. So this is actually probably the most affordable one in terms of which conferences that you need to spend money on. Big surprise about Stripe Tour is that it's actually free. So if you want to attend Stripe Tour, you probably will get an invite if you're a Stripe customer. But if you're not, you can just reach out to them and say, hey, I'm interested in Stripe Tour. I'd love to attend. If it's in my local area in 2026, I'm definitely attending. I absolutely love it. Uh, you get literally breakfast, lunch, and coffee throughout and great sessions. And I mean, we're talking about some of the best speakers in the world attending this conference. So you're going to absolutely love it. I talked about the podcast show London being great value, but this is like, out of this world, a great value. Now, if you are a through and through creative, you do creative work, Maybe you're a YouTuber, maybe you're a filmmaker, maybe you're in media, maybe you're an artist, maybe you create music, maybe you're a designer in tech, maybe you're into culture, right? I highly recommend you attend south by Southwest, which is also known as sxsw. It's more of a festival than a conference. Now, I'm recommending this conference, but I need to warn you, it's big, it's chaotic, it's overwhelming. South by Southwest takes over a major city and takes over many, many streets and many neighborhoods. And it could feel like a lot of. But it's also a lot of fun. It's really inspiring and full of interesting and creative people. It's actually quite cool because when you go to these conferences, even, like, the sponsor booths are really well done and really fun and interesting. For example, I went to the Amazon prime booth. And it's not a booth, it's actually a whole experience. It was called Primeville, I believe. And when you walk in, they give you, like, prime dollars. This is like fake paper money, but with that paper money, you can go and cash them in for fun stuff, food, ice cream, gifts throughout the pavilion of Primeville. So. And it's really cool because you get to learn about what they're doing and the latest shows and what they're investing in and all that kind of stuff. So it's really well done and it's a little bit offbeat. So if you like cross pollination of ideas and culture, it's worth experiencing at least once. I went to the south by Southwest when it was in Sydney and it was fantastic and a lot of fun and I met some really cool people there. But also I just really enjoyed thinking outside of the box and attending a conference that's not my typical business conference. South by Southwest Main Conference is in Austin, Texas. And it's a lot like I mentioned, there's tracks for film, for music, for gaming, for tech. There's a lot of different kind of badges you got to choose from. It's a ton of things for you to sort out, but I believe it's worth going to at least once and experience. One of the surprises of South Lights with us is that you get to like go to free movie screenings, movies that are about to come out that no one has seen before. And it's really fun to kind of meet the actors or the directors after the movie when they have a discussion. It's really cool also that they have live performances. When I went to the south by Southwest in Sydney, Chance the rapper was here and he performed. So it's really something that you not only learn from and meet interesting people, but also something that allows you to kind of have fun in the process. Now, if you're listening to this podcast because you feel like you're not moving forward, you thought, maybe if I go to a conference, I'm going to really feel motivated and start doing something. Maybe you're in a little bit of a winter of your life and you can't help but complain to your friends about how tough things are. Well, I encourage you to subscribe to the podcast because we have an upcoming episode you don't want to miss. It's called how to Stop Complaining and Start Making Progress. Now listen, I'm not going to be shouting at you like I'm David Goggins telling you to man up, right? No, you probably have really valid reasons for feeling the way you feel. But is complaining helping? Probably not, right? So let's figure out how to stop that cycle and start making progress in your life and your business. And we want to break that loop that keeps you stuck. I'm working on this episode right now, so hit subscribe so you don't miss it when it gets released. Those are the conferences I recommend. But here's the part most people miss. A conference itself doesn't change your life. How you show up does. Here are my rules when it comes to that. Don't book work calls when you're there. Don't work on your business. Make sure you have time to just be fully present when you're in this conference because you're spending all this time and money and effort to get there. You want to maximize your return on investment so you don't have any regrets. Be fully present. Talk to people. Even if you're introverted. Make a goal. Every day I'm going to meet two to three people and I'm going to talk to them, have a conversation. And this is another one that I used to fall victim to. You know, it's a long day, you're tired, and then like around four or five o' clock you're like, oh, I'm just going to go out my room and maybe get some room service. No, you're there to continue to grow and to meet people and to have thought provoking conversations. Stay for the dinners, stay for the drinks. Have a mocktail. If you don't drink, go to the after parties, enjoy yourself and get to know people. I've met some interesting, fun people that I've worked with in the future when I met people at conferences, you already paid for the ticket. You already paid for the flights, the hotels and the time away from your business. Trying to half attend kills your return on investment. So immerse yourself, okay? Don't half it, okay? And get the most out of it. Before I go, I want to leave you with this Lisa, who asked today's question and everybody who's listening. There is no universal best conference, right? The right conference depends on your business, your stage in business, the people you want to meet, the life you're trying to build. So choose intentionally and not emotionally. Think about, what can I get from this conference that I can't get by just staying at home? If this episode has helped you think more clearly about where you want to invest your time and attention to, your next lesson should be how to focus and get ahead of 99% of other people. Because the right room only matters if you can actually apply what you'll learn. Make sure you subscribe and I'll see you in the next episode.










