<prompt> Human: So long story short Im currently working a 40k salaried position with benefits health insurance but no dental.My fiances company is currently hiring 4 full time employees within the next few months. They have several large clients, the largest of which they have an awesome relationship with and has been increasing their contractsamount of work they want done. Most of this hiring is due to their largest client bringing more of their media work to this company.Relationship info aside this has been a long-discussed possibility with him I wanted to know what sort of things I should consider being a freelancer - I have always had some sort of salaried or hourly position tax-wise. I do freelance work occasionally, but mostly its on the side and under the table not even enough to write off honestly. My guaranteed freelance pay would probably be around 41-42k so a little more than Im making now but no benefits.Even though I would be a freelancer, their contract would basically have my salary paid up front, so I would have a guaranteed biweekly salary. They are not big enough yet to create a salaried payroll, benefits, etc...but it will be something Ill be looking into whenif I start with them to see when it would be a good thing to do.However, I want to know the sort of things that Id need to consider saving up to pay for on my taxes. Generally 13 of my salaried pay goes to taxes biweekly...are freelancing taxes similar? Are there any additional huge things Id need to be paying for as a freelancer? I know as a freelancer you can write more off but I dont see writing off a ton for this position.The company has been doing well but Im also curious just in case about unemployment for freelancers - is this based on previous salary as well? Or is it different because as a freelancer youre not an employee?Trying to look at different options - I would be so happy to take this position Ive been helping out over the years in hopes that theyd get big enough that this could happen - they do unbelievable work but I want to make sure Im totally prepared for the pros and cons of technically freelancing vs. being a salaried employee yet.  <response>: I would have a guaranteed biweekly salary. They are not big enough yet to create a salaried payroll, benefits, etc...Thats a oxymoron. If they say they guarantee to pay you full time, but cant afford to create payroll or benefits for a full time position then they are liars. Im guessing its a small start up or new business that has no fucking idea how to run a business besides the founders and is hoping they can shed you and any other 1099 at the first sign of trouble. 