Self-Employment Tax Essentials: Transitioning from Employee to Business-of-one
Navigating self-employment taxes can be daunting for any new business-of-one. Understanding what these taxes entail is essential for maintaining your...
Do S Corps get 1099s? Generally, no. When you elect S Corp status, you shift from contractor to business owner, getting W-2s instead of 1099s. This strategic move lets you split income between salary and distributions, potentially saving thousands in self-employment tax. The flip side? You'll issue 1099s to contractors you hire, but with smart systems in place, compliance becomes automatic and your business gains enterprise-level credibility.
Every January, that 1099 form shows up like clockwork — your annual reminder of another year in the freelance game. But what if most of those 1099s could disappear entirely?
Here's the deal: S Corps generally don't receive 1099 forms — with a few specific exceptions we’ll cover. When you elect S Corp status, you transform from a contractor who gets 1099s to a business owner who pays yourself through W-2s. This isn't just a paperwork swap. It's a strategic move that fundamentally changes how you operate — and how much you keep.
With Lettuce, this entire transformation happens automatically — from S Corp formation to ongoing compliance management. No more wondering about tax forms or scrambling during tax season.
Making the S Corp election means saying goodbye to 1099s and hello to W-2s. But what does that actually mean for your business?
First, let's decode the forms themselves.
Right now, clients pay you directly and send 1099s every January. You're hit with the full self-employment tax burden on all your income.
When you elect S Corp status, your business becomes its own entity with an EIN (Employer Identification Number). Clients pay your business, not you personally — and most 1099s stop coming, though certain exceptions like legal or medical payments may still apply.
Instead, you become an employee of your own S Corp, receiving a W-2 for your salary. Here's where the magic happens: you can split income between salary (taxed for payroll) and distributions (no self-employment tax).
This single change can save thousands annually once your business income hits around $80K per year. Your clients will need a new W-9 from your S Corp, but that's a small step for major tax optimization.
When you elect S Corp status, the IRS recognizes your business-of-one as a separate entity — and that changes everything about how you get paid.
Here's what this entity advantage means for you:
This isn't just a tax strategy — it's about giving your solo business the same professional structure that established companies use.
How Lettuce Helps: Lettuce automatically generates your new W-9 forms and provides ready-to-send client emails, making your transition seamless.
While S Corps are generally exempt from receiving 1099s, the IRS requires them for specific payment types:
For most solopreneurs running S Corps in consulting, creative services, or tech, these exceptions won't apply. But if you're an attorney with an S Corp, you'll still collect those 1099s.
As an S Corp owner, you wear two hats: business owner and employee. This dual role unlocks the tax strategy that makes your S Corp so powerful.
Let’s understand the real savings with an example. Suppose your income is $100K income. As a sole prop, you'd pay $14,130 in self-employment tax. As an S Corp with $50K salary/$50K distributions, you'd pay $6,480 in payroll taxes. That's $7,650 staying in your pocket every single year. (Note: Actual savings vary by salary allocation and state taxes.)
This is how smart solopreneurs keep thousands more each year — using the exact compensation strategies that bigger companies have used for decades.
How Lettuce Helps: From quarterly payroll to W-2 generation to Form 941 filings and payroll management, Lettuce automates every compliance requirement while maintaining audit-ready documentation.
Here's the flip side: While your S Corp doesn't receive 1099s, you'll need to issue them to any contractor you pay $600+ during the year. Welcome to the other side of the tax form game.
What you're now responsible for:
For example, you hire a designer for $3,500 and a copywriter for $8,000. Both cross the $600 line, so you'll issue two 1099s. Simple enough — until you're juggling dozens of contractors.
How Lettuce Helps: Lettuce tracks every contractor payment automatically, flags when someone approaches $600, collects W-9s digitally, and generates all 1099s on time. No spreadsheets, no January panic, no penalties.
Here's where it gets interesting: If you hire another S Corp for services, you generally DON'T need to send them a 1099 — even if you pay them over $600. S Corps are exempt from most 1099 reporting.
The big exception: Attorney S Corps still need 1099s for legal services. So if you pay your lawyer's S Corp $2,000, you'll still issue that 1099-NEC.
Pro tip: Always collect W-9s from vendors. When they mark "S Corporation," you'll know you can skip the 1099 (unless they're attorneys).
You're not alone in wondering about these S Corp details — the questions below come up for every solopreneur making this smart business move.
No, S Corps generally don't receive 1099s because they're separate business entities that use their own EIN. The IRS exempts corporations (including S Corps) from most 1099 reporting requirements.
There are a few specific exceptions — like payments for legal services — but for typical consulting, creative, or tech services, your S Corp won't receive 1099s. That's one of the perks of the entity structure: clients simply pay your business without the 1099 paperwork you used to collect as a sole proprietor.
This actually signals your successful transition to a more sophisticated business structure. Simply reach out to request a corrected 1099 or ask them to void the incorrect one, since S Corps report income through different channels than sole proprietors. Your S Corp files Form 1120-S, putting you in control of a more strategic tax approach.
This is your moment to showcase your business evolution—send a professional update with your new W-9 and S Corp EIN. Clients see this as a sign of growth and increased professionalism, positioning you as the sophisticated business partner they want to work with. Proactive communication like this sets you apart and prevents any year-end confusion.
Yes, when your S Corp pays $600 or more to contractors annually, you issue Form 1099-NEC just like any established business. This responsibility comes with the territory of running a real business entity, but modern systems automate the entire process—from tracking payments to filing deadlines—so you stay compliant without the administrative burden.
Transitioning to S Corp status can unlock thousands in tax savings and position your business-of-one with enterprise-level credibility. Your S Corp will need to handle various tax forms — from issuing 1099s to contractors for payments over $600 to managing W-2s, Form 941s, and Form 1120-S filings. The paperwork can feel overwhelming — but it doesn't have to be.
Your business deserves the same intelligent financial infrastructure that big companies use. With Lettuce, every form gets filed on time, every record stays organized, and your S Corp payroll runs like clockwork. Stop juggling spreadsheets and missing deadlines.
Transform your business-of-one with Lettuce's complete financial system and keep more of what you earn.
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