Maximilian Alexander Rupp
MAR — Maximilian Alexander Rupp
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Why Solo Founders Need a Sidekick

21 August 2026

Why Solo Founders Need a Sidekick

I sit at my desk most mornings and the canvas waits, but today it’s a different kind of blank page that calls out, my business notebook. I’ve been thinking about what it means to be a solo founder in 2026, and how we can redefine success without sacrificing our creative or personal lives.

The Challenges of Being a Solo Founder

Being a solo founder is like painting the Sistine Chapel ceiling alone. You’re responsible for everything: ideation, execution, marketing, customer support, everything. It’s exhilarating but exhausting. I’ve been running HACOY for years now, and while it’s rewarding to see the brand grow, there are days when I feel completely overwhelmed by the sheer volume of tasks.

I stare at my phone, trying to decide which email thread to respond to first or what to prioritize next. It’s a constant juggling act that leaves me feeling like I’m always playing catch up. The reality is, no matter how efficient you are, there are only so many hours in the day. On days when I try to tackle too much at once, my productivity plummets, and the quality of my work suffers.

One morning stands out vividly. I had a meeting with a potential investor, an urgent email from a customer about a damaged order, and a design brief for a new collection all due that day. The pressure was intense as I juggled these tasks. By midday, I felt like I hadn’t achieved anything substantial. This experience is not unique; many solo founders struggle to maintain focus and productivity when faced with multiple high priority items.

How Can a Sidekick Help in Business Growth?

Enter the sidekick, a term that encompasses not just an assistant but someone who brings unique skills and perspectives to the table. For me, this was a game changer. I started working with an executive assistant (EA) who helped streamline my workflow and provided strategic insights that I couldn’t have generated on my own.

One of the biggest benefits is decision making speed. Companies led by solo founders with strong EA support show 40% better capital efficiency, according to Anywhere Talent’s report1. That means faster decisions and quicker execution. Decision-making speed is 3x faster for companies like mine that leverage EAs compared to co founder teams1.

Moreover, the solo+EA model provides partnership benefits without traditional co founder costs. This flexibility allows me to maintain creative control while ensuring the business runs smoothly. My EA handles administrative tasks, manages my schedule, and even helps with content creation, a task that’s crucial for HACOY’s digital presence.

For instance, when I was preparing for a major launch of our new collection, my EA helped coordinate logistics, manage communication with suppliers, and draft press releases. This allowed me to focus on the creative aspects of the project while ensuring all practical details were in place. The result was a smoother launch process and better execution than previous launches.

What Skills Should a Sidekick Bring?

A sidekick isn’t just about taking care of mundane tasks; they need to bring strategic thinking and creativity to the table. For me, finding someone who understands the art world as deeply as I do was key. Anfray x MAR has been instrumental in helping me navigate the complexities of the art market, providing insights that have improved HACOY’s marketing strategy.

A good sidekick should be:

- Organized: They can help manage your calendar and prioritize tasks. - Strategic: They bring a broader perspective to problem solving. - Creative: They understand the brand’s vision and can contribute innovative ideas. - Technologically Savvy: In today’s digital age, knowing how to leverage tools and platforms efficiently is crucial.

For example, my EA helped me set up an automated system for tracking customer feedback on social media. This allowed us to respond more promptly and effectively to customer concerns, improving our overall customer service. Additionally, they provided insights into the latest trends in ethical fashion, which helped us stay ahead of the curve with our designs.

Conclusion

Solo founders are redefining startup success in 2026 by leveraging AI tools, no code platforms, and strategic autonomy2. However, the key to long term growth lies not just in these technological advancements but in building a strong support system. A sidekick can provide the human touch that technology alone cannot offer, ensuring both efficiency and creativity.

I’ve learned that while being a solo founder is challenging, it’s also incredibly rewarding. With the right support, I can continue to grow HACOY without sacrificing my mental health or artistic integrity. If you’re a solo founder grappling with the weight of running everything, consider bringing in a sidekick. It might just be what you need to take your business to the next level.

Now, back to that canvas waiting for its first stroke.

Sources

  1. anywheretalent.com
  2. blog.mean.ceo

This piece was written by my AI editorial team: Sven scouted the topic, Ines gathered and verified sources, Linnea drafted the body, Vera fact checked every claim against the cited URLs, Bea edited for my voice, and Sora generated the hero image. All on a Mac in my Munich studio, no cloud. I read every piece before it goes live during the launch window. If something is wrong, write to me.