Pivoting to freelance: Being a solopreneur doesn’t mean you have to work alone

July 27, 2020  |  Chris Brown

Editor’s note: The opinions expressed in this commentary are the author’s alone. Chris Brown is the founder of Venture Legal where he represents startups, freelancers, and small businesses. This column — originally published by Venture Legal and part of a limited series on freelance entrepreneurism — is intended to be general in detail and does not constitute legal advice. Click here to read the previous columns in this series.

[divide]

Freelance work doesn’t necessarily mean a life of solitude. Today we’ll explore popular places to work, how to improve your skills, and why you might want to hire subcontractors when you need extra hands or someone to compliment your skills.

Where to work

Freelancers get to choose where they work: from home, an office, or from coffee shops. There are pros and cons to each. For example, it’s difficult to work full-time out of coffee shops. And often, freelancers don’t want to meet clients at their home (or use their home address as their business address).

Chris Brown, Venture Legal

Chris Brown, Venture Legal

For that reason, many freelancers join coworking offices. These environments are more than just an office. By joining a coworking office, you can “surround yourself with potential clients and collaborators,” according to Erik Wullschleger, the Midwest portfolio director for WeWork.

In most cities, you can find both local options and national (or even global) options. Most of them offer different kinds of membership — drop-in memberships (where you get access to the space, but not a dedicated desk or office) all the way up to private offices for one to dozens of people.

How to improve your skills

As a freelancer, it is important that you actively seek ways to improve your skills because you won’t have a typical boss, or even typical coworkers from which to learn. 

You must constantly seek learning opportunities, according to Julie Cortés, a “Freelance Rockstar” and founder of The Freelance Exchange.

These opportunities can come in many forms: books, online webinars, and other classes, to events hosted by freelance support groups. For example, both The Freelance Exchange and WeWork host regular events in Kansas City where speakers talk about a range of topics that can help you hone your skills.

Also, you should never underestimate the value of finding mentors and serving as a mentor yourself. Most successful freelancers are more than happy to share tips and tricks with you over coffee or lunch. And strangely, when you do the same for someone with less experience with you, you’ll walk away with new ideas or at least a new perspective on your service or industry.

Using subcontractors

At some point, you will hopefully have more work than you can handle. Or, more often, you will find that a client needs some of your services and also some service you don’t provide. In those situations, you might find it helpful to hire subcontractors.

But be careful: When hiring subcontractors, make sure the person you hire is, in fact, a contractor and not an employee. Although you might call them a contractor, the IRS may reclassify them as an employee if they operate like an employee, according to Dan Schmidt, founder of EBCFO.

Although there are many factors to consider here, the general idea is the more control you exert over the worker, the more likely they will be deemed an employee. While the less control you exert, the more likely they will be deemed a contractor. 

When hiring a subcontractor, it is important to use a written contractor agreement with them. Much like your client agreement, you need to make sure your contractor agreement covers (at a minimum) these topics:

  • Party identification (if you have an LLC, use your LLC name, not your name);
  • The services they will perform;
  • How much (and when) you will pay them;
  • Who will own the resulting work product and intellectual property (and in this case, make sure you obtain ownership if you plan to assign it to your client);
  • Whether any confidential information needs to be protected;
  • If there are any restrictions on the contractor providing services to your client without going through you; and
  • How (if at all) you and/or the contractor can terminate the contract early.

What’s next

Hopefully these practical tips provide you with a roadmap to starting your own successful freelance business. 

I’ve been self-employed for the past six years and without a doubt, it’s been one of the most fulfilling jobs I’ve ever had. Every day I provide substantial value to my clients and help them do what they love. And at the same time, I have greater flexibility to spend time with my family. If you have questions about freelancing, I’d be happy to chat.

[divide]

Chris Brown is the founder of Venture Legal where he represents startups, freelancers, and small businesses. He also co-founded Contract Canvas, a digital contract platform for freelancers. www.venturelegalkc.com // @CSBCounsel

[adinserter block="4"]

2020 Startups to Watch

    stats here

    Related Posts on Startland News

    This AI keyboard can write your next email with the push of just one button; its creator says it could revolutionize workplaces

    By Tommy Felts | October 28, 2025

    Hardware — not just software — should be at the forefront of the AI’s future, Jerry Hsu shared. After the successful release of its GPT-powered AI mouse, Jethro V1, in late 2024, Overland Park-based Virtusx — which is revolutionizing workplaces through integrating hardware and software to make AI-driving products more accessible and user-friendly — has…

    Alexa, show me the winners: Storytailor leads Pure Pitch Rally prize tally ahead of tech launch

    By Tommy Felts | October 28, 2025

    Storytailor’s marquee Pure Pitch Rally win comes at the perfect time for the Kansas City startup, its founders said. They’re preparing to roll out a new immersive storytelling platform through a partnership with Amazon’s Alexa+ next year — a move expected to bring their tech to more than 200 million Prime users. “It’s the most…

    LISTEN: How the Midwest opened this German agtech company’s eyes to opportunity in the US

    By Tommy Felts | October 27, 2025

    On this episode of our 12-part Plug and Play Topeka podcast series, we connect with Débora Moretti, co-CEO of NutriSen — a Berlin-based agtech startup building real-time molecular sensors to measure nutrient concentrations in plants directly on the field. Moretti shares how her team, alongside co-founder Tobias Vöpel, is merging biosensor technology, data-driven insights and…

    Crossing lanes: KC Streetcar collaborators back aboard for expansion, dropping new merch, anthem

    By Tommy Felts | October 24, 2025

    Opening the extended KC Streetcar line Friday completes a loop for creatives whose collaborations with the popular public transit system first emerged nearly a decade ago along Main Street — a time when Kansas City’s surging vibrancy helped curb streetcar doubters. “For us, it’s always been about representing Kansas City — the people, the culture,…