
Hannah Cole
Musical artist
4
APPEARANCES
4
PODCASTS
012
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Sep 8, 2026
The Secret Keeper: Taxes for Fluid Careers with Hannah Cole
27:54
33:34

Melissa WongHOST
What would you say to that person who's like, "It's just easier for me not to even think about having to pay d- pay quarterly taxes, then I don't even have to give away that, you know, 34% of my income"? Um, at what point do you think that person should get serious about kinda being more on the up and up?
H
28:26Hannah ColeGUEST
I think one of the biggest misconceptions about how, you know, side hustle works or just starting out is that you have control over when you start reporting.
H
28:39Hannah ColeGUEST
But actually, the law is crystal clear that you start reporting when you get a dollar in the door.

Melissa WongHOST
And I'm curious, what have you noticed that are some of the most, like, recurring calls for support that you get when you're live with people?
2012: S-Corp or LLC? Which Is Best for Your Business?
22:23
Farnoosh TorabiHOST
... w- uh, typically what works best? What's the best arrangement for filing taxes? Is it joint? Is it filing, uh, married but, you know, separately? What have you seen work best for couples, where one is an entrepreneur and one is not?
H
22:41Hannah ColeGUEST
So the tax code was written in theory to benefit married couples who file jointly.
H
22:48Hannah ColeGUEST
Like, I'm gonna say, I'm gonna put a big asterisk on that as I say it, but it, in theory it benefits a joint filing.
H
23:02Hannah ColeGUEST
Um, but I will say that the tax code was also written by, you know, white landed gentry, mostly men.
7 MINS LATER
Tax Secrets for Real People, with Hannah Cole
L
3:02Laura AdamsHOST
Tell me how, how you've pulled this off and kind of how you got to where you are today.
H
3:18Hannah ColeGUEST
It feels weird, but it's actually not very different from just a side hustler or a freelancer.
H
3:24Hannah ColeGUEST
But I felt really frustrated at the kinds of approaches that I got from, like, money and financial people.
5 MINS LATER
Stop Paying Too Much in Taxes! What Every Artist Needs to Know About Deductions & Money
H
10:45Hayley PriceHOST
And people were probably like, what can we kind of run through like 10 99 from a gallery schedule C, like maybe just a couple of basic terms and like how we should think about them.
H
11:01Hannah ColeGUEST
Pretty much everyone listening to this podcast, if you are running an art business, you most likely have a Schedule C.
H
11:08Hannah ColeGUEST
Schedule C is the default place on your tax return where you put your income from your creative practice, your art business.
12 MINS LATER
H
23:02Hayley PriceHOST
What is your expertise on LLCs versus sole proprietorship? Do you want to dive into that? I'm happy to.