Morgan Overholt stands by a pool in Miami

I quit my job without a plan and it was the best decision I ever made

Let me start by telling you a little bit about my upbringing. I was raised in a stable low-middle-class household in a small town in Tennessee. Lower when I was younger, middle to upper-middle as a teen. I am fortunate enough to have never wondered where my next meal was coming from. My medical needs … Read More

A woman painting

Art entrepreneur: 10 careers that combine art and business [2022]

Are you considering pursuing a career as an entrepreneur in the art field? Thanks to the era of remote work, it’s never been easier for self-employed artists of all disciplines to make a living running their own businesses. All it takes is a little bit of hard work and the right set of entrepreneurial skills. … Read More

a thinking woman is holding one thumb up and one thumb down

Pros and cons of 1099 employment: Is working as 1099 worth it?

Welcome to the world – or welcome to considering the world – of 1099 employment.  Come on in, the water is fine. As someone who quit her salaried job in 2017 to become a full-time freelancer (and now blogger), I remember feeling a range of emotions about the concept of becoming an independent contractor with, … Read More

Best Freelancer Tools and Resources

Best tools for freelancers: 14 essential resources for your business [2022]

The only thing I like more than freelancing is knowing how to get in on the ground floor with trending SEO terms before the playing field becomes too crowded.  With that tip in mind, welcome to my “Best Tools for Freelancers Guide, 2022”. For first-time readers, allow me to introduce myself.  I’m Morgan Overholt and … Read More

man hides behind a clock

Can I refuse to work weekends? 6 ways to get out of working weekends

As a small business blogger, I genuinely love topic research. It inspires me as a writer. It tells me exactly what’s on the general population’s mind. And it challenges me to think critically about problems plaguing the working world today. So when I kept seeing questions regarding weekend work pop up, I wanted to explore … Read More

Collective promo codes and discounts

Collective S Corp promo codes, discounts: Save $269 on your subscription

If you’re a regular reader of this blog, you’ll know that I absolutely despise doing my own taxes. Don’t get me wrong, I wouldn’t trade freelancing or running a small business for the world.  The benefits of freelancing are numerous. I work on my own schedule, get to be my own boss and I set … Read More

A review of Collective.com

Collective review: An honest review of the S Corp, back-office tax platform

I hate keeping up with taxes and bookkeeping. And “hate” is an understatement. I didn’t even like doing taxes when I was a regular salaried employee with a handy dandy W2 and a couple of 1099s from my weekend freelance side hustle. When tax time arrived each year, I marched myself over to H&R Block, … Read More

woman looking at the collective website on her phone

What is the Collective company? A tax service for freelancers, entrepreneurs

One of the biggest downsides to being a freelancer and entrepreneur are the overwhelming and overly complicated taxes that go along with self-employment. I thought taxes were complicated back when I had a “normal” job with a simple W2 and a handful of 1099s from a side-hustle freelance business. Today, as a full-time self-employed entrepreneur … Read More