Job Description
So I have a sole prop in Florida. I'm a storyteller and storycoach, so I write, direct, publish, teach, coach. Last year I was fortunate to grow to almost 90K in revenue, but then I got walloped by taxes. I've been doing my own taxes for years (I was a freelance theatre artist for a long time and didn't mind juggling a dozen 1099s), but those self-employment taxes crushed me, even with the estimated taxes I was sending in. I'm on track to crack 100K this year, and I think converting to an S Corp or LLC could really help with that tax burden, but I would be WAY out of my depth. So what I'm looking for right now is a consultation to put together a plan to transition--what does that mean for DBA, for my business bank accounts, etc. The other wrench is this--my partner and I are likely to relocate in 2026 to another state. How does that impact incorporation and does that mean I'm better off holding off, etc etc etc? I just don't know what I don't know!
UPDATE--I got burned by a previous hire for this job. They submitted form 2553, but the IRS rejected it, because I'm a sole prop and not a for profit corporation (and then they ghosted me, sigh). So I'm guessing that means I have to convert before requesting new tax status? Again, I don't know what I don't know.
To summarize, here is what I need:
1: consultation asap to put together a clear plan to transition my business from sole prop to S Corp (or LLC?), including what that means for company name, DBA, accounts at my bank, etc.
2: submitting proper paperwork to get me to S Corp (or LLC?) so I can lessen my tax burden as my business grows.
3: helping me file in Feb '26 (and subsequent years, assuming we click!)
I got a bunch of obviously AI generated proposals last time. Please open your cover letter with "I know what you don't know."
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