W-9 and 1099 Workshop for Photographers
Pay your contractors the right way. In 30 minutes.
Second shooters, editors, assistants, even studio rent. Learn who needs a W-9, when to file a 1099 and what to do if you’ve already paid someone.
Get the workshop · $97 See what’s inside
Taught by Tiffany Bastian, IRS Enrolled Agent · updated every year
Real messages
From photographers who took the workshop.
Sound familiar?
The questions we hear every January.
“Does my second shooter need a 1099?”
You paid them all year and never asked for a W-9.
“I paid my editor through PayPal. Does that count?”
How you pay changes what you have to report.
“What if a contractor won’t send a W-9?”
There’s a rule for that, and a template to ask.
“What if I already paid someone and filed nothing?”
There’s a clear way to catch up.
If you nodded at any of these, this workshop is for you.
It counts more often than you think
Who the rules actually apply to.
Most confusion around W-9s and 1099s comes from not realizing who counts. If someone isn’t on your payroll and you paid them for work in your business, the rules likely apply.
Second shooters and associates. Anyone who shoots for you and isn’t on payroll.
Editors, retouchers, hair and makeup. The people behind the finished gallery.
Assistants, designers and coaches. Virtual assistants, social media, web and branding support, mentors.
Studio rent paid to a person. Rent paid directly to an owner by check, cash, Zelle or ACH.
What you’ll walk away with
By the end, you’ll know exactly what to do (and what not to).
01
Contractor or employee
How the IRS tells the difference, and why it matters.
02
When to collect a W-9
And what to check before you accept it.
03
What’s reportable
Which payments need a 1099, and which don’t.
04
Which 1099 applies
1099-NEC, 1099-MISC, or none at all.
05
How you pay matters
Why card and PayPal payments change your reporting.
06
Already paid someone?
What to do if you’re not sure what applies.
07
Missing W-9s
What to do when a contractor won’t send one.
08
Filing online
A step-by-step walkthrough of e-filing your 1099s.
What’s inside
30 minutes, plus bonuses.
The core training takes about 30 minutes, in short lessons. Optional bonus lessons (a little over an hour) cover 1099-Ks, international contractors and e-filing. Lifetime access, updated every year.
Contractors vs. employees
Contractor 101
W-9 Form 101
1099 Form 101
1099-K 101 (bonus)
Simplify 1099 compliance (bonus)
Filing 1099s online, step by step (bonus)
Requesting W-9s electronically (bonus)
W-8 forms for international contractors (bonus)
Q+A call recordings
W-9 request email template
Backup withholding (24%) language
Blank tax forms with instructions
IRS reference links
Your teacher
Hi, I’m Tiffany.
I’m an IRS Enrolled Agent with an MBA and more than 20 years in accounting, and I work only with photographers. Not real estate agents. Not restaurants. Just photographers.
Every January the same question lands in my inbox: “Do I need to send a 1099?” I built this workshop so you can answer it yourself, set up a simple process once and reuse it every year.
xo, Tiffany
Good to know
Questions? Quick answers.
How long does it take?
About 30 minutes for the core training. The optional bonus lessons are a little over an hour. Watch what applies now and come back to the rest later.
It’s January and I’m behind. Is it too late?
Start with the core lessons. They walk you through what to file and how to file it online, step by step.
Do I get updates?
Yes. You get lifetime access, and the content is updated each year for any W-9 and 1099 changes.
My contractor lives outside the U.S. Is that covered?
Yes. A bonus lesson covers W-8 forms and what changes for international contractors.
Ready when you are
30 minutes. Contractors, sorted.
Know who needs a W-9, when to send a 1099 and how to file, then reuse the same process every year.