• PitchCamp 01 at CloudFest 2024

    PitchCamp 01 at CloudFest 2024

    March 20th saw the first-ever PitchCamp at CloudFest. This was also the first event put on by us here at Guildenberg, featuring a number of our members. CloudFest is the world’s largest internet infrastructure event in the world and this was done in addition to WP Day, which already saw Jonathan Wold as the host for the entire day. WP Day also saw many of our members on panels. The event was held in the BarCamp track of CloudFest.

    What is a PitchCamp?

    The idea began simply within those of us in Guildenberg, when starting to think of what types of events we could do we wanted to include members and provide benefits. We were provided a slot as part of CloudFest and it seemed the perfect opportunity to trial the PitchCamp format.

    Each participant is given a set time and a microphone to introduce their product and share what they’re looking for. Examples include:

    • Distribution
    • Collaboration
    • Investment

    As with all ideas, we pitched it to ourselves first. This was our format we settled on:

    • 90 seconds
    • No slides, no presentation format, just you and your words.
    • Each name put into ‘hat’ and pulled out to present rapidly.
    • Afterwards opportunity to be featured on WP Product Talk mini-interview.
    • Afterwards, opportunity to network and connect with other pitchers, those watching.

    Each pitcher was provided with some tips for pitching, and on the day, their names were put into a bag, each pulled out randomly, and then the microphone was handed to them. In between pitches, summaries were shared, while time was given for those watching to take notes, use the pre-made form, or connect.

    There was also an impromptu piano session thanks to the venue being a bar done in the style of a Parisian haunt.

    A range of people were invited to attend, along with it being listed in the official schedule for CloudFest. This meant we had both a wider range of pitchers and those watching the pitches.

    Thank you to Patrick for the photos, it was amazing to capture the moment.

    The live casting

    An extra feature was our partnership with WP Product Talk during the event. Matt Cromwell interviewed each pitcher, and Adam Weeks brought you a live stream. It truly was an incredible setup that brought back memories of sports commentary.

    The pitchers

    The pitchers were:

    Some on the day were unable to pitch but deserve a shout-out. This event was taking place at the same time as others during Cloudfest, and many were also travelling home.

    That’s a wrap

    Our thanks goes out to every single pitcher and attendee. It was great to see the idea come to life and collectively we plan on offering it again, although we have no specific plans yet. Let us know if you’d like to see PitchCamp somewhere specific though!

  • 20 Years of WordPress

    Jonathan Wold avatar
    20 Years of WordPress

    WordPress is celebrating 20 years this month. I’ve lived in the world of WordPress for 18 of those years and as I reflect back, several highlights stand out.

    From Blog to Operating System

    WordPress got its momentum start with its then-famous “5 minute install”. You could have a blog up and running in just a few minutes and in a world where blogging was taking off and other options were difficult (or expensive) at best, WordPress was a breath of fresh air.

    Soon, WordPress users went beyond blogging, embracing WordPress as a content management system and running entire sites on it. With the introduction of plugins in WordPress 1.2, the doors flew open as the community began extending WordPress further and sharing their contributions, embracing the benefits of the Four Freedoms of Open Source.

    As WordPress adoption skyrocketed, we began to look at it differently. Matt Mullenweg, the co-founder of WordPress, started describing WordPress as an Operating System. I wrote about it in 2019, defining and expanding the concept further. WordPress became a tool for empowering creativity on the Open Web.

    The Growth of an Ecosystem

    From the early days of WordPress, the three pillars of our ecosystem today were prevalent. First, service providers created with WordPress. Freelancers and agencies, both of their own interest and at the behest of end-users, drove early commercial adoption of WordPress, creating what today has grown into hundreds of thousands of service providers focused on WordPress.

    Hosting providers offered WordPress, initially alongside a range of other options and eventually focusing on “managed” WordPress and now WordPress-as-a-Service. Tens of thousands of hosting companies, ranging from solo operations to billion dollar organizations, focus on WordPress and industry events, of which CloudFest reigns, have shifted their focus to be more WordPress-centric.

    Plugins and themes that introduced new functionality grew to become products. Marketplaces like Envato’s CodeCanyon offered premium versions of products and the WordPress.org repository grew, now topping out at over 60,000 plugins and 10,000 themes. In recent years, more SaaS providers have embraced the idea of WordPress as an OS and are creating extensions for WordPress, connecting their SaaS offerings into the ecosystem.

    The end-result is a vibrant and diverse ecosystem that offers significant economic benefit to all involved and has created space for an entire business-to-business industry of its own, serving the businesses that serve the WordPress ecosystem.

    The Tradeoffs of Decentralization

    The nature of WordPress as an open source operating system, lead by volunteers, and the decentralized ecosystems that have built up around it are a key source of its strength. The WordPress ecosystem as a whole enjoys the benefits of shared ownership, limitless options, and an overall resilience.

    With those benefits come tradeoffs, though, and in our ecosystem those tradeoffs show up as difficulty in core progress, an overwhelming number of choices (many of them poor choices), and a high risk of stagnancy.

    WordPress today, with all its strength, has become a far cry from the initial “5 minute install”. While success stories abound, as a whole, getting WordPress up and running beyond a basic blog is difficult and much of the growth we enjoy today is the benefit of momentum, more so than the empowered creativity experience by early users.

    The Next 20 Years

    As we look ahead to the next 20 years of WordPress I find it helpful to think about trajectory. With significant changes, where are we headed as an ecosystem? What is the natural course we’re on?

    I suggest that while we’ll continue to enjoy the benefits of decentralization, the tradeoffs are going to become more pronounced and, unchecked, will show up in three particular ways:

    1. Market-specific losses – The SaaS industry, led by venture backed proprietary platforms, will go after and successfully carve out niche markets, drawing away from WordPress. Ecommerce, education, government, and enterprise are a few examples where I expect losses to show. WordPress, as a whole, will likely continue to show growth overall while steadily losing the ground in markets focused on by proprietary platforms.
    2. Slowing new user adoption – New users, especially those familiar with proprietary platforms, will find working in WordPress frustrating and, given a choice, trend away from WordPress, not seeing the benefits as outweighing the pain. I expect this to be especially prevalent in the next generation, familiar with creating on mobile devices over traditional computers.
    3. Sub-ecosystem siloing – Hosting companies in particular, working to resist market carveouts and maximize the value of dwindling adoption, will become increasingly siloed, promoting their own solutions in an attempt to more effectively compete against proprietary platforms. Users within these sub-ecosystems, for better or for worse, will identify less and less with WordPress and more with the provider themselves.

    Now, it’s fine if that happens. I suggest those are natural outcomes and the benefits remain. I also suggest, though, that with the right incentives and collaborative efforts, we can create better outcomes and see the WordPress ecosystem grow, not for its own sake but rather for its connection to and impact on the broader Open Web and the importance that a healthy, Open Web plays to our future and to future generations.

    Accordingly, as I look ahead, there are three opportunities that stand out to me.

    Mitigate the Tradeoffs

    We can mitigate the difficulty of core progress, made worse by a lack of resources (indicated by currently low adoption of Five for the Future) by better aligning economic interests throughout the ecosystem and providing the resources necessary to empower better decisions throughout the project.

    We can mitigate the overwhelming number of choices by improving products throughout the ecosystem as we become more user-centric and focused on problem solving. We can then offer the products that solve problems best as curated defaults through hosting providers, respecting user’s choices while offering guidance.

    Last, we can mitigate the risk of stagnation by facilitating and fostering innovation throughout the ecosystem. WordPress is poised to be at the continued front of technology innovation on the Open Web and successfully mitigating the first two tradeoffs opens the door for innovation.

    Mature the Business Ecosystem

    WordPress the software itself has limited value. A motivated team could “build a better WordPress” from a pure software perspective in an increasingly short period of time. What can’t be easily rebuilt, though, are the ecosystems that have grown up around WordPress. That’s where the real value is for all involved.

    The WordPress business ecosystem today is still fairly immature. Product companies, where we focus our efforts at Guildenberg, struggle with monetization, compatibility, and distribution. There is a lot we can learn from the world outside of WordPress and a lot that we can share.

    Five particular opportunities for maturity stand out to me:

    • Product Leadership – Many of the “native” products in WordPress have been engineering-lead, which has its benefits and the tradeoffs tend to show up in unoptimized user experiences. The work that Joshua Wold has been doing with OnboardWP and Tammie Lister with NowNextLab are moving us in a better direction.
    • Partnership Management – Strategic partnerships are a key to growth over the next few years in our ecosystem and partnership management is a nascent practice within WordPress and offers a lot of room for growth. My framework for strategic partnerships is a start and the work that Bernhard Friedrichs is leading with PXPAcademy is well positioned to help accelerate the maturing process.
    • Company Culture – Our open source values and the inherent benefits of distributed work offer a strong starting point for company culture and there remains a lot of work to be done, especially for founders-turned-leaders who lack management experience. The work that James Giroux is leading with TeamWP and is well positioned to address the gap as are the efforts of folks like Lance Robbins, writing about culture from the outside in.
    • Events – Meetups and WordCamps are the lifeblood of our community. The business side of the ecosystem is underserved, though. And while events like CloudFest are beginning to address the gaps, there remains a lot of opportunity to better embrace and support the needs of the business ecosystem. Angela Jin’s call for Next Gen WordCamps is an initiative I’m especially excited about.
    • Investments – Up until recently, hosting companies seemed like the only folks buying businesses in the WordPress ecosystem and those acquisitions tend to make the Free Rider Problem worse. We need a new wave of investors that understand and value open source and can either hold for the long-run or offer exits to founders that don’t compromise product growth. Guildenberg’s Accelerator is our foray in that direction and I’m excited to see more investors get involved. Marieke and Yoast’s Emelia Capital is a great example.

    Grow the Open Web

    While I want and expect to see WordPress continue to grow, it’s not WordPress adoption itself that matters most to me. What I care about most is seeing the Open Web continue to grow and increasing in its health and strength as it grows.

    I’m a fan of proprietary platforms. They can offer a lot of value and I’m happy to see proprietary platforms and their supporting ecosystems exist and thrive. I don’t want a web, however, where proprietary dominates. That brings a whole new set of tradeoffs that, to me, are worse than those we experience in an open source based ecosystem.

    As we mitigate tradeoffs and mature our business ecosystem, I see WordPress having an opportunity to serve as an anchor in the broader Open Web and as a source of inspiration and support to other Open Web friendly projects and ecosystems.

    That’s a better trajectory. Let’s work together to make it happen.

  • Reflecting on CloudFest

    Jonathan Wold avatar
    Reflecting on CloudFest

    Last month was my second time at CloudFest and, outside of WordCamps, attending CloudFest has become my go-to recommendation for product companies wanting to grow in the WordPress ecosystem. In reflecting on my experience at CloudFest and the value for product companies, a few observations stand out.

    The Growing Presence of WordPress

    Last year at CloudFest I gave a keynote on WordPress and there was a growing sense of WordPress’ presence throughout the event, including references in talks and panels. This year, WordPress’ presence grew significantly.

    CloudFest started with a hackathon on Sunday, which highlighted WordPress related projects. On Monday, we kicked off the main event with “WordPress Day”, a packed 4+ hours of keynotes, interviews, and panels. I started with an overview of the WordPress ecosystem (a huge thanks to Tammie Lister for her work on the slides!) and later had a “fireside chat” with Ben Gabler of Rocket.net, followed by a panel on WordPress security. CloudFest was also a great opportunity to talk publicly about the past year of work leading up to our launch of Guildenberg.

    Jonathan Wold speaking at CloudFest
    Yours truly, talking about WordPress. Credit CloudFest.

    WordPress as a topic then continued on throughout the event with panels and talks, including an interview with Josepha Haden Chomphosy on the relationship between Automattic and WordPress.

    CloudFest USA is coming up next in May and the theme for the entire event is “Taking WordPress to Scale”. WordPress’ presence is growing well.

    Opportunities for Product Companies

    Working closely with hosting providers as distribution partners is one of the best opportunities available for product companies wanting to grow in the WordPress ecosystem. CloudFest is the best place to meet hosting providers and for the many product founders I had the chance to connect with throughout the event they affirmed the same.

    Three particularly types of opportunities stand out to me:

    1. Perspective – I’ve been involved in the hosting industry at various levels for a long time. Walking the floor at CloudFest last year, though, gave me a whole new perspective on the size and scale of the industry and its interdependence. I got to meet companies I’d never heard of that I now see as key parts of the Open Web that we love. For a product company investing in WordPress and building on the Open Web, attending and connecting at CloudFest offers invaluable perspective on a world much wider than you probably realize.
    2. Presence – WordPress is a vast, decentralized ecosystem in an even larger Open Web and it’s easy to remain unhelpfully unknown. Being at CloudFest offers you a unique, business-oriented opportunity to introduce yourself to others and begin cultivating your own sense of presence within the ecosystem. WordCamps are an essential way to do the same, it’s just a very different type of experience. CloudFest is a great place to be present.
    3. Partnerships – I’ve been happy to see more and more product companies forming partnerships with hosting providers and CloudFest is proving to be a great place to support making that happen. I observed and helped facilitate conversations throughout the event focused on identifying opportunities with mutual wins for all involved and figuring out how to work together. While successful partnerships often take significant time to start and grow, CloudFest presents an opportunity to accelerate progress and I’ve been happy to see product companies making the most of it.

    The Future of WordPress Events

    Fresh from WordCamp Asia and now CloudFest, I’ve been thinking more about the future of WordPress events. WordCamps are an essential part of the community and broader ecosystem of WordPress and I’m excited about the work Angela Jin has been doing to lead the evolution of the Global Sponsorship Program, which reflects the growth we’re seeing in community-lead events.

    We’re also seeing a need for more business-oriented events in the WordPress space and while I expect to see CloudFest cement itself as a key event in our ecosystem, there remains opportunity to focus on the needs of the tens of thousands of product companies that focus on WordPress.

    My hope is that WordCamps themselves evolve to meet more of the needs of our ecosystem and I’m confident in the direction that Josepha, Angela, and the rest of the .org team are leading. I’d also love to see more experimentation with events in the space and more collaboration broadly. Josh and Sally Strebel’s periodic forays with Pressnomics were great and the gap left since the last event in 2019 remains unfilled.

    Meanwhile, I’m looking forward to CloudFest USA in May and then WordCamp Europe in June. If those events aren’t already on your radar, make it happen and let’s connect in person. Until then!

  • Founder Interview Series

    Jonathan Wold avatar
    Founder Interview Series

    One of the highlights of the past year has been the many conversations we’ve had the privilege of having with product founders across the WordPress ecosystem. While common threads often emerged from one story to the next, each story was unique and I found myself wanting to know more.

    Another highlight have been the opportunities we’ve had to connect founders with each other to share their stories and open the doors to collaborating.

    Starting in Q2, we’re going to be recording and publishing a series of interviews, sharing the stories of product founders across the ecosystem.

    We have a great backlog of founders ready to go and we’re looking for more! Interested in sharing your story or know someone you’d like us to interview? Reach out and let us know.

  • Hello, WordPress!

    Jonathan Wold avatar
    Hello, WordPress!

    It’s been quite a year, and years in the making. Matt Fields, Anna Maria Radu, and I began meeting regularly just over a year ago to explore what we could do to support product founders in the WordPress ecosystem.

    Our conversations picked up pace and expanded to include hundreds of product founders, partners, and investors as we explored, expanded, refined, clarified, and tested strategies for growing WordPress-focused product companies.

    Coming out of WordCamp Europe last year, we’d explored enough to have confidence we were heading the right direction. In conversation after conversation with product founders, three challenges kept showing up:

    1. Misaligned Monetization – Founders struggle with monetizing businesses in the WordPress ecosystem. From pricing to business models, many are copying others and misaligning incentives with their customers and potential partners.
    2. Inexperienced Leadership – Many product founders started out as engineers and struggle with the wide range of skills and experience needed to grow a successful product company.
    3. Limited Distribution – We came across product after product that we consider unnecessarily well-hidden gems, solving problems for their audiences the majority of whom unfortunately just don’t know the product exists.

    The first two challenges are solvable on an individual level. We worked closely with founders, assessing their businesses, creating strategies, and offering guidance focused on helping them grow.

    The distribution problem, though, kept us asking questions and exploring. How could we help product founders find and connect with their audiences? How could we help them do so in a way that aligned their interests with other product founders and with the hosting providers that serve their audience?

    It was going to take more than conversations.

    Going into WordCamp US 2022, we’d made our decision. We’d take the sum of our conversations, our thinking, our learning, our shared desire for impact, and consolidate our efforts with our product founders, partners, investors, advisors, and growing team into a new organization: Guildenberg.

    Like most things meaningful and particularly in the WordPress ecosystem, it’s taken a lot of time to get here and a lot of effort. It’s flowed, though. We’re not coming up with something new here and the problems are well accepted. The challenge, thus far, has been gathering a group of people with aligned interests to do something about it.

    With WordCamp Asia 2023 now behind us and CloudFest coming next week it’s time to expand our efforts further and step into this year’s work and our first offering: the Guildenberg Accelerator.

    Starting in Q2, Guildenberg will open its doors to a community of product founders to work together, along with our growing list of distribution partners, to connect with and create value for their audiences across the WordPress ecosystem.

    Interested in being a part of the Accelerator? Apply today. Want to join us as a team member, advisor, or investor? Talk to us.