Ian Wiedenman blog

I grew my company ITW Creative Works from a start-up to a thriving creative development agency through strategic business growth and strong client relationships.

Why I Embrace the Challenges of Being a Multi-Project Entrepreneur

Why I Embrace the Challenges of Being a Multi-Project Entrepreneur
Entrepreneurship Project Management Personal Development 12 min read 0 comments

Discover why Ian Wiedenman embraces the challenges of being a multi-project entrepreneur and learn valuable tips for managing multiple ventures efficiently.


My Journey: From One Project to Many

It all started with a wild idea and a lot of caffeine. Picture this: a college dorm room, late at night, textbooks strewn about, and a young, ambitious me hunched over a laptop. That’s when Somiibo was born. I was just a solopreneur with a dream, hoping to create something that would make a difference. Little did I know, this was just the beginning of my multi-project escapade.

Somiibo was my baby, my first love. It was thrilling to see it grow from a mere thought into a functioning, buzzing platform. But as it flourished, so did my appetite for creating more. I realized that my entrepreneurial spirit wasn’t satisfied with just one project. Nope, it was hungry for more. And so, I embarked on a journey that would lead me to juggle multiple projects.

Enter the era of Slapform.com. Slapform was like stepping into a whole new world. I wanted to create a tool that would simplify form creation and data collection. Sounds simple, right? Well, it wasn’t. But the challenge was exhilarating. Each hurdle I faced taught me something new, and every small victory fueled my desire to keep pushing boundaries.

Then came StudyMonkey.ai. By this time, I was getting the hang of managing multiple projects. StudyMonkey.ai was a different beast altogether—a platform aimed at revolutionizing the way students study and prepare for exams. It was ambitious, it was daring, and it was exactly the kind of challenge I thrived on. Balancing these projects was like a high-wire act, but the thrill of seeing them come to life was worth every sleepless night.

Through it all, I learned that the journey from one project to many is not for the faint of heart. It’s a rollercoaster ride filled with ups, downs, and loop-de-loops. But man, is it a ride worth taking. Each project brought its own set of challenges and rewards, and collectively, they shaped me into the multi-project entrepreneur I am today.

So, why stick to one project when you can have a whole orchestra of them? The symphony of creativity, innovation, and sheer hustle is what keeps me going. And trust me, if I can do it, so can you. The key is to embrace the chaos, learn from every stumble, and celebrate each success, no matter how small.

Why Juggling Multiple Projects is Worth It

Why in the world would anyone want to juggle multiple projects at once? Well, let me tell you, being a multi-project entrepreneur is like riding a rollercoaster—scary, exhilarating, and utterly worth it. You see, each project brings its own set of challenges and rewards, and that variety keeps things interesting.

For starters, working on multiple projects allows me to diversify my portfolio. Instead of putting all my eggs in one basket, I can spread the risk across various ventures. If one project hits a snag, another might be soaring. It’s a balancing act, sure, but it’s one that can lead to greater stability and success in the long run.

Moreover, the sheer thrill of innovation is a compelling reason to juggle several projects. Each new venture is a fresh canvas to paint on, providing the opportunity to experiment with different ideas, technologies, and markets. It’s like being an explorer venturing into uncharted territories, always on the lookout for the next big thing. Trust me, there’s never a dull moment!

Another reason why juggling multiple projects is worth it is the learning curve. With every project, I uncover new lessons and insights. These experiences not only sharpen my skills but also enrich my perspective, making me more adaptable and resilient. For instance, managing Somiibo taught me the importance of user-centric design, while Slapform.com emphasized the critical role of automation in streamlining operations.

And let’s not forget the networking opportunities. Engaging in various projects means interacting with a diverse group of people—developers, marketers, investors, you name it. These connections can be invaluable not just for the project at hand but for future endeavors as well. You never know when you might need to call in a favor or collaborate on a new idea.

Lastly, the sense of accomplishment is unparalleled. Each milestone achieved in a project feels like a little victory, and when you’re juggling multiple projects, those victories come often. It’s incredibly satisfying to see your hard work materialize into something tangible and impactful.

So, if you’re considering diving into the world of multi-project entrepreneurship, go for it! It’s a wild ride, but the rewards make it worth every twist and turn. And if you need some tips on managing multiple projects, check out these helpful resources, articles, and tools to get you started.

Balancing Act: Tips for Multi-Project Management

Managing multiple projects isn’t for the faint-hearted, that’s for sure. But if you’re anything like me, the thrill of juggling various ventures is just too enticing to resist. One moment you’re deep-diving into the intricacies of StudyMonkey.ai, and the next, you’re brainstorming the next big feature for Slapform.com. So how do you keep all these balls in the air without dropping any? Here are some tips that have helped me stay on top of my game.

First and foremost, embrace the chaos. Seriously, it’s going to get messy. And that’s okay. The trick is to find your rhythm within the chaos. Start by prioritizing your projects. Not all projects are created equal—some demand immediate attention, while others can simmer on the back burner for a bit. Create a priority list and adjust it regularly. Trust me, having a clear understanding of what needs your focus will save you from a lot of unnecessary stress.

Next, let’s talk about time management. If you’re notorious for letting time slip through your fingers, it’s time to get a grip. Break your day into chunks dedicated to different projects. For instance, mornings might be for creative brainstorming, afternoons for client meetings, and evenings for fine-tuning details. It’s like giving each project its own time slot at your mental concert. And don’t forget to factor in some downtime. Burnout is the enemy of productivity.

The importance of delegation cannot be overstated. Yes, I know, it’s hard to let go of control, but you can’t do everything yourself. Identify tasks that can be handed off to someone else. This way, you can focus on high-impact activities that actually move the needle. Whether it’s hiring a virtual assistant or collaborating with freelancers, delegating will free up your time and mental bandwidth.

Speaking of collaboration, communication tools are your best friends. Platforms like Slack and Asana are lifesavers when it comes to keeping everyone on the same page. Clear communication prevents misunderstandings and ensures that everyone knows what they’re supposed to be doing. Plus, it’s a great way to track progress without micromanaging.

Now, let’s address the elephant in the room—distractions. They’re everywhere, lurking behind every email notification and social media ping. Combat this by creating a distraction-free environment. Set specific times to check your emails and social media accounts. When you’re working on a project, close all unrelated tabs and put your phone on silent. It’s amazing how much more you can accomplish when you’re not constantly being pulled in different directions.

Finally, keep things fun. Yes, work can be fun! Celebrate the small wins and don’t take yourself too seriously. After all, if you’re not enjoying the journey, what’s the point? Whether it’s treating yourself to a fancy coffee after completing a milestone or having a mini dance party at your desk, find little ways to make your workday enjoyable.

For more insights into my entrepreneurial journey and how I manage to keep my sanity while juggling multiple projects, check out my blog posts on Lessons on Adaptability and From Idea to Execution.

The Tools That Keep Me Organized

When it comes to keeping all my entrepreneurial plates spinning, I can’t help but rely on a trusty arsenal of productivity tools. Trust me, without these digital lifesavers, I’d be lost in a sea of sticky notes and half-baked ideas. So, what exactly keeps me afloat in this ocean of multi-project madness? Let me spill the beans.

First off, let’s talk about Trello. This visual project management tool is like the Swiss Army knife for entrepreneurs juggling multiple ventures. Picture this: a board for each project, loaded with lists detailing every task, deadline, and milestone. It’s like having a bird’s-eye view of my entire entrepreneurial journey without the headache of sifting through piles of paperwork.

Next up is Evernote. This app is my second brain. Whether it’s jotting down a sudden burst of inspiration or clipping an article that sparks a new idea, Evernote keeps everything neatly organized and easily searchable. Plus, it syncs across all my devices, so I can capture brilliance on the go. Who needs a cluttered desk when you have a digital notebook that does it all?

Now, for juggling my calendar, I swear by Google Calendar. It’s simple yet powerful. I can schedule meetings, set reminders, and even share my calendar with collaborators. It’s like having a personal assistant that never takes a day off. And let’s not forget the joy of color-coding—each project gets its own hue, turning my schedule into a vibrant tapestry of productivity.

Speaking of collaboration, Slack is my go-to for team communication. Whether I’m working with developers on Slapform.com or brainstorming with the StudyMonkey.ai crew, Slack keeps all conversations streamlined. Channels for different projects mean no more sifting through endless email threads to find that one nugget of information.

To top it off, there’s Asana. When I need more than just a visual board, Asana steps in with its robust task management features. Assigning tasks, setting due dates, and tracking progress become a breeze. It’s like having a project manager who never sleeps.

And for those moments when I need a reminder that I’m not superhuman, I turn to RescueTime. This nifty tool helps track how I spend my time online, offering insights into productivity patterns and, let’s be real, highlighting those sneaky time-wasters. It’s a gentle nudge to stay focused and make the most of my work hours.

Of course, no list would be complete without mentioning my trusty notebook and pen. Call me old-fashioned, but there’s something incredibly satisfying about crossing off tasks the analog way. It’s a small victory that makes the hustle worthwhile.

In the end, these tools don’t just keep me organized; they keep me sane. They streamline my workflow, enhance collaboration, and ensure nothing slips through the cracks. For more insights on how I tackle the challenges of being a multi-project entrepreneur, check out my detailed blog post here.

Whether you’re just starting or already knee-deep in multiple ventures, having the right tools can make all the difference. So, gear up and dive into your projects with confidence—after all, even the busiest entrepreneurs need a little help from their digital friends.

Lessons Learned: Embracing Challenges and Growing

Throughout my journey as a multi-project entrepreneur, I’ve encountered my fair share of hurdles, speed bumps, and outright roadblocks. But, you know what? Each challenge has been a stepping stone towards growth. If I had a dollar for every time someone asked me, “Ian, how do you manage it all?” I’d probably have enough to fund my next big idea. The truth is, embracing these challenges has been the secret sauce to my success.

First off, let’s talk about resilience. When you’re juggling multiple projects, things will go wrong—sometimes spectacularly wrong. But here’s the kicker: those moments of uncertainty and chaos are golden opportunities for learning. For instance, when I first started Slapform.com, I faced technical glitches that could’ve sunk the whole ship. Instead of panicking, I rolled up my sleeves and dove into problem-solving mode. And guess what? Those early headaches turned into valuable lessons that made the platform stronger.

Now, let’s not forget the importance of flexibility. Being a multi-project entrepreneur means wearing many hats and often switching them at a moment’s notice. It’s like playing a game of mental Twister. One minute, you’re brainstorming for StudyMonkey.ai, and the next, you’re troubleshooting an issue on Somiibo. This constant shifting can be exhausting, but it also keeps things fresh and exciting. Adaptability has become my middle name, and it’s helped me stay agile in a fast-paced world.

One of the most critical lessons I’ve learned is the power of delegation. Initially, I was the quintessential solopreneur, doing everything myself. But as my projects grew, I realized that even the most driven individual can’t do it all alone. Trusting others and building a reliable team has been a game-changer. It’s like having extra hands to juggle those flaming torches while you focus on perfecting the act. If you’re curious about how I manage my team and projects, you might want to check out my blog on managing multiple projects.

Let’s talk about the value of diversification. Tackling a variety of projects isn’t just about keeping things interesting—it’s a smart business strategy. Diversifying has allowed me to mitigate risks and capitalize on different market opportunities. If one project faces a downturn, another might be picking up steam. It’s like having a financial safety net. For more insights into this strategy, my blog on diversification delves deeper into why it’s more than just a buzzword.

Lastly, embracing challenges has taught me to celebrate small victories. When you’re knee-deep in multiple ventures, it’s easy to overlook the minor wins. But these incremental successes are what keep the momentum going. Whether it’s ironing out a bug, launching a new feature, or simply getting positive feedback from users, each small triumph fuels the drive to keep pushing forward.

In the grand scheme of things, the challenges that come with being a multi-project entrepreneur are not just obstacles—they’re catalysts for growth. They push you out of your comfort zone, force you to think creatively, and ultimately make you a better entrepreneur. So, the next time you find yourself in a tight spot, remember: it’s just another step on the path to success.

For more on how I navigate the wild ride of entrepreneurship and keep my projects innovative, check out my blog on innovation. And if you’re curious about the solopreneur lifestyle, my tips and tricks might just be the inspiration you need.

About

Follow my journey as a solopreneur, and my evolution from launching Somiibo, a single project, to expanding my empire with multiple innovative projects like Slapform.com, StudyMonkey.ai, and more