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5 min read

CP-575 Letter: What It Is and How to Never Worry About It Again

Picture of Lettuce Lettuce: Jun 11, 2026

Reviewed by: Ran Harpaz The CP-575 letter, your IRS-issued confirmation of your Employer Identification Number (EIN), serves as your business's official...

A man with dark hair wearing a white button-down shirt works on a laptop at an outdoor table overlooking a scenic mountain valley wit green hillsides, scattered buildings, and natural landscape in the background.

5 min read

S Corp Late Filing Penalty: What It Really Costs and How to Dodge It

Picture of Alex Zelaya Alex Zelaya: Jun 10, 2026

Reviewed by: Mark Rose Missing the March 15 S Corp deadline triggers automatic penalties of $245 per shareholder per month — potentially costing solo...

A man with short dark hair wearing a brown cardigan and teal shirt talks on a phone while gesturing with one hand, sitting at a wooden desk with a laptop, notebook, glasses, and coffee mug in a bright home office decorated with plants, colorful books on dark teal shelving, and a cozy couch by the window.

8 min read

Sole Proprietorship vs S Corp: What's the Difference?

Picture of Alex Zelaya Alex Zelaya: Jun 10, 2026

Reviewed by: Mark Rose Sole proprietorship vs S Corp comes down to one thing: keeping more of what you earn. As a sole proprietor, you pay self-employment...

man sitting in a sunlit room, he is using a computer

6 min read

What Is a Fiscal Year? The Solopreneur's Guide to Smarter Tax Planning

Picture of Natalia Budyldina Natalia Budyldina: Jun 24, 2026

Reviewed by: Mark Rose For most solopreneurs, understanding your fiscal year is straightforward: the IRS typically requires using a calendar year (January...

7 min read

S Corp Distributions Made Simple for Solopreneurs

Picture of Lettuce Lettuce: Jun 7, 2026

Reviewed by: Mark Rose Hitting the $60,000 profit mark as a solopreneur unlocks significant tax savings through S Corp distributions, helping you cut down...

Woman at a desk with her dog

11 min read

S Corp Taxes: The Solopreneur's Guide to Bigger Tax Savings

Picture of Natalia Budyldina Natalia Budyldina: May 18, 2026

Reviewed by: Mark Rose Switching to S Corp status is a game-changer for solopreneurs, and here's why: once your business profits surpass $80,000 annually,...

S Corp owner with a tablet in hand

5 min read

How to Set Up Payroll: The Step-by-Step Guide for S Corp Solopreneurs

Picture of Alex Zelaya Alex Zelaya: Jun 12, 2026

Reviewed by: Mark Rose Establishing payroll as an S Corp solopreneur isn't just about checking off compliance boxes; it's a savvy strategy that empowers...

Woman S Corp owner stands in front of their business

9 min read

What is an S Corp? A Complete Guide

Picture of Lettuce Lettuce: Jun 19, 2026

Reviewed by: Mark Rose Combining an LLC with an S Corp tax election is a savvy strategy for solopreneurs aiming to maximize tax savings while safeguarding...

16 min read

How to Start an S Corp: The Solopreneur's Step-by-Step Guide

Picture of Lettuce Lettuce: Jun 1, 2026

Reviewed by: Natalia Budyldina Converting to an S Corp is more than just a structural change; it's a strategic move that can save solopreneurs thousands...

Self-Employed Tax Brackets W2 vs. self employed

6 min read

Self-Employed Tax Brackets Explained: A Breakdown for Solopreneurs

Picture of Natalia Budyldina Natalia Budyldina: May 10, 2026

Reviewed by: Mark Rose Self-employed tax brackets work differently than W-2 employees face. You're hit with both federal income tax and a flat 15.3%...

Woman in sunny room at her laptop

7 min read

S Corp Dividends Made Simple for Businesses-of-One

Picture of Natalia Budyldina Natalia Budyldina: May 27, 2026

Reviewed by: Alex Zelaya S Corp distributions are a smart way for solopreneurs to save thousands each year by avoiding the 15.3% self-employment tax on...

a businessman and businesswoman shaking hand over a counter

5 min read

S Corp Tax Deductions List Made Simple: A Guide for Solopreneurs

Picture of Alex Zelaya Alex Zelaya: May 7, 2026

Reviewed by: Mark Rose Automating S Corp deduction tracking helps solopreneurs save thousands yearly by catching every eligible write-off and keeping...

Woman sat at a table in a cafe

5 min read

What Is a K-1 Form? The Friendly, No-Jargon Explanation

Picture of Lettuce Lettuce: May 9, 2026

Reviewed by: Mark Rose K-1 forms are a key part of managing taxes for solopreneurs running an S Corp or multi-member LLC taxed as an S Corp. Automation...

3 min read

Lettuce Secures $28 Million in Funding to Power the Future of Solo Work

Picture of Lettuce Lettuce: Mar 24, 2026

We have two big Lettuce announcements for you today: We’ve secured $28 million in funding led by existing investor Zeev Ventures, and we’ve acquired the...

The Wedge Newsletter

5 min read

The System That Turned 60-hour Weeks Into 30 Focused Hours

Picture of Lettuce Lettuce: Dec 11, 2025

Welcome to The Wedge, a newsletter for solopreneurs who build with structure and purpose. Every newsletter, we study and share how experienced...

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