If this is your first year filing taxes with more than just your employer’s W2 (or without an employer at all), it’s probably keeping you up at night. Self-employment tax. Income tax. Quarterly payments. Penalties. Filing the first time can be so stressful that you put it off until the last minute or worse, don’t file at all.

Tell me if this sounds familiar. You’ve always dreamed of working for yourself, and you finally take the plunge, expecting the freedom of flexible hours and the glory of unlimited earning potential. You expect it to be your best life.

Welcome back, friends. In this latest exploration of Open Enrollment for 2019, we thought we’d take a deeper dive in to the types of plans available in the marketplace and the natural sidekick of that - the costs associated with health insurance.

It’s that time of year again. The leaves are turning, the red cups are back at Starbucks, scarves and boots are back in style, and people are talking about Open Enrollment Period (OEP). Ok, maybe you haven’t seen the last one, but it’s pretty important.

In our first post of this series, The Truth About Freelancing: Dollars and Doubt, we talked about making money and how to handle doubt as a freelancer. In this second installment, we're going to talk about risk and resiliency.

As we change what work looks like, we must rethink how to classify and categorize it in a way that serves people better.

The "free" part of freelancing can seem inviting, but you might find yourself with less freedom than you think if you decide to professionally fly solo.

Ever thought about quitting your nine-to-five job? Did you feel at some point that you can’t take any more of your boss’s whines? It happens. As a freelancer myself, who has been in formal employment before, I will give you some insight on what to expect if you decide to go down that road.

Do you want to know the real truth about being a freelancer?

For those considering freelancing work opportunities, there are several questions you will need to ask yourself in order to best determine if Freelancing is appropriate. This is important because there are several pros and cons to freelance work. One of the biggest factors to consider is personality- you need to ask yourself, are you a determined and ambitious person? In order to be successful with freelancing you will need to be a go-getter as you are responsible for pursuing your own work opportunities. You will have to build a client base and seek temporary gigs in order to be a successful free agent, and create a steady income from freelancing.