Seeking advice on switching from an employee to a contractor.
September 27, 2010 12:07 PM Subscribe
I would like to discuss with my boss the possibility of moving from full-time employee status to contractor. My primary question is about health insurance, though I have some more general questions as well.
I work full-time as a grant writer for a non-profit. I no longer feel that it's necessary for me to be here, on-site, for 40 hours a week, and would like to talk to my boss about switching to contractor status. This would allow me to work from home as well as take on some additional clients.
1) Health Insurance. I now get health insurance through the group plan at my NPO. I would need to switch to a cheaper health plan if I went to contractor status, and would of course need to acquire it independently. My main concern is that I have a 'pre-existing' condition, which I take daily medication for. What is the current status on health care legislation regarding so-called pre-existing conditions? Will I be able to continue getting coverage for my condition if I switch providers? Is there anything else I should know about this?
2) I would likely file as an LLC. Good idea or bad?
3) If my income from the NPO stayed basically the same, would my taxes change drastically from becoming self-employed?
4) Any advice for the best ways to present this idea to my boss? Basically I want to present to her the idea that I would essentially do the same amount of work for the organization, and would thereby expect to stay at the same 'salary,' but it would be cheaper for them since they wouldn't have to pay my benefits, they'd have more office space etc. I would suggest that I could come in for a weekly meeting with all the necessary people to touch base.
5) Does anyone have experience with this and have specific advice or anecdotes that could aid me in trying to make this happen?
I've worked for this NPO for 2.5 years, and we're located in Oregon.
Thanks much AskMe!!