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Most solopreneurs overpay. We'll make sure you don't.

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3 min read

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

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

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

man sitting at sunny desk at home

5 min read

S Corp Tax Deadline: The Solopreneur's Guide to Staying Ahead and Saving More

Missing an S Corp tax deadline costs you more than just penalty fees; it means losing out on cash flow optimization, reinvestment opportunities, and...

A middle-aged man with gray hair and glasses wearing a beige button-down shirt writes notes at a home office desk while an orange tabby cat sits beside him, with bookshelves and windows visible in the background and a laptop nearby.

9 min read

Do S Corps Get 1099? Tax Insights for Solopreneurs

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...

Business Insurance for S Corp: Asset Protection & Tax Savings

6 min read

Business Insurance for S Corp: Why It's Not Optional

Business insurance for S Corps covers the risks your LLC and tax election can't—lawsuits, cyberattacks, and disruptions that could drain cash reserves....

S Corp fees by state infographic

12 min read

S Corp Fees by State: How Much Does It Pay to Incorporate?

S Corp fees by state range from $50 to over $800 annually, but once annual business income reaches $80,000, the tax savings usually outweigh those costs....

How to Change LLC to S Corp and Save on Taxes

5 min read

How to Change LLC to S Corp And Why It's Not Either/Or

Learning how to change LLC to S corp isn't about starting over—it's about layering smarter tax savings onto your existing business. Your LLC keeps...

confident graphic-designer-cafe-work-session

9 min read

S Corp Quarterly Taxes: Complete Guide for Filing

Ask any solopreneur what intimidated them most about self-employment (or has kept them from pursuing self-employment altogether) and the vast majority...

man sitting at a laptop in a sunny kitchen

5 min read

Can (or Should) My S Corp Make Investments?

Can your S Corp make investments? Technically, yes, but there’s a catch most solopreneurs don’t see coming. Too much passive income from stocks or Bitcoin...

Can You Set Up an S Corp in Any State?

6 min read

Can You Set Up an S Corp in Any State? What Solopreneurs Need to Know

Good news: you can set up an S Corp in any state, but the real question is whether you should. All 50 states recognize S Corporation status, and the magic...

A smiling professional man wearing a light blue button-down shirt and watch sits at a modern wooden desk using a laptop in a bright, plant-filled office workspace with natural sunlight streaming through the window.

5 min read

Unlocking S Corp Fringe Benefits for Businesses-of-One

Most solopreneurs running S Corps miss powerful fringe benefit strategies that could save thousands each year. Health insurance premiums, retirement...

Benefits of S Corp: The Simple Math That Could Save You $8,000+ a Year

5 min read

Benefits of S Corp: The Simple Math That Could Save You $8,000+ a Year

Benefits of S Corp go beyond tax savings. While reducing self-employment taxes is the main draw, S Corporation status also delivers liability protection,...

S Corp Articles of Incorporation Explained

6 min read

S Corp Articles of Incorporation Explained: Your Guide to Getting Started

S Corp articles of incorporation unlock serious tax savings for solopreneurs, often $8,000 or more per year, by letting you split income into salary and...

woman sitting in a cafe writing in a notebook

5 min read

How to File Form 2553 (and Why It's Easier Than You Think)

Filing Form 2553 is your gateway to S Corp status and serious tax savings, but it doesn't have to mean endless paperwork and IRS phone calls. This...

6 min read

S Corp Self-Employment Tax: How to Pay Less and Save More

If you're a solopreneur earning $60,000 or more, you could be leaving thousands on the table each year. An S Corp lets you split income into salary and...

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