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6 min read
Alex Zelaya: Sep 28, 2026
Missing the March 15 S Corp deadline triggers automatic penalties of $245 per shareholder per month — potentially costing solo owners nearly $3,000....
6 min read
Natalia Budyldina: Jul 29, 2026
For most solopreneurs, understanding your fiscal year is straightforward: the IRS typically requires using a calendar year (January 1 to December 31),...
7 min read
Lettuce: Jul 21, 2026
Hitting the $60,000 profit mark as a solopreneur unlocks significant tax savings through S Corp distributions, helping you cut down on self-employment...
11 min read
Natalia Budyldina: May 18, 2026
Switching to S Corp status is a game-changer for solopreneurs, and here's why: once your business profits surpass $80,000 annually, you're in a prime...
5 min read
Alex Zelaya: Jul 17, 2026
Establishing payroll as an S Corp solopreneur isn't just about checking off compliance boxes; it's a savvy strategy that empowers you to save thousands by...
9 min read
Lettuce: Jun 19, 2026
Combining an LLC with an S Corp tax election is a savvy strategy for solopreneurs aiming to maximize tax savings while safeguarding personal assets. Once...
17 min read
Lettuce: Jul 28, 2026
Converting to an S Corp is more than just a structural change; it's a strategic move that can save solopreneurs thousands annually by reducing...
6 min read
Natalia Budyldina: Sep 10, 2026
Self-employed tax brackets work differently than W-2 employees face. You're hit with both federal income tax and a flat 15.3% self-employment tax on most...
7 min read
Natalia Budyldina: May 27, 2026
S Corp distributions are a smart way for solopreneurs to save thousands each year by avoiding the 15.3% self-employment tax on part of their income. The...
5 min read
Alex Zelaya: Jul 22, 2026
Automating S Corp deduction tracking helps solopreneurs save thousands yearly by catching every eligible write-off and keeping audit-ready records. With...
5 min read
Lettuce: Jun 25, 2026
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 makes the process...
3 min read
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...
5 min read
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...
5 min read
Alex Zelaya: May 9, 2026
Missing an S Corp tax deadline costs you more than just penalty fees; it means losing out on cash flow optimization, reinvestment opportunities, and...
9 min read
Diane Kennedy, CPA: Jul 21, 2026
Do S Corps get 1099s? Generally, no. When you elect S Corp status, you shift from contractor to business owner. Your clients stop sending 1099-NECs, and...
