Have questions? Looking for answers? You can find them here.
4 min read
Natalia Budyldina: Feb 15, 2026
Freelance work can unlock six-figure income, autonomy, and long-term upside. The most lucrative roles combine in-demand skills with smart positioning and...
4 min read
Alex Zelaya: Feb 14, 2026
Freelancers face real business risks without a corporate safety net. Understanding your risk type, choosing the right insurance coverage, and setting up...
4 min read
Natalia Budyldina: Feb 14, 2026
Freelance liability insurance protects your income, reputation, and long-term growth from common legal and financial risks. Understanding when coverage...
5 min read
Natalia Budyldina: Feb 13, 2026
Freelance work offers flexibility, independence, and income potential—but success depends on choosing the right role and building the right structure....
4 min read
Lettuce: Feb 13, 2026
Freelancers don’t have to sacrifice quality healthcare when leaving a full-time job. Understanding ACA plans, private insurance, and association options...
5 min read
Alex Zelaya: Feb 12, 2026
Becoming self-employed takes more than a great idea; it requires planning, resilience, and the right systems. This guide breaks down common challenges,...
4 min read
Lettuce: Feb 12, 2026
Learning how to be a 1099 contractor gives you freedom, flexibility, and control over your career. This guide walks you through setting up your business,...
4 min read
Alex Zelaya: Feb 11, 2026
Freelance and contract work both offer independence, but they differ in flexibility, income stability, and business setup. Understanding these differences...
2 min read
Diane Kennedy, CPA: Feb 11, 2026
You can do your own bookkeeping, but accuracy, consistency, and tax readiness matter more than control. Learn when DIY works, when it breaks down, and how...
4 min read
Natalia Budyldina: Feb 10, 2026
Freelancing offers fast entry, flexible income, and a path to real business ownership. The right freelance role can grow from client work into a...
5 min read
Lettuce: Feb 10, 2026
Self-employed borrowers don’t need a W-2 to buy a home. With the right documentation, alternative loan programs, and lender-ready financials, solopreneurs...
5 min read
Alex Zelaya: Feb 9, 2026
Missing the January 31 deadline for 1099-NEC forms triggers the 1099 late filing penalty, but filing immediately keeps you in the lowest tier. The real...
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6 min read
Alex Zelaya: Feb 9, 2026
The self-employed health insurance deduction lets you write off 100% of your premiums and lower your adjusted gross income. But the real savings come from...
7 min read
Alex Zelaya: Feb 8, 2026
Short answer… Yes, an S Corp can own an LLC. While this is a rare situation for the solopreneur, it is possible, and understanding its implications can...
4 min read
Lettuce: Feb 8, 2026
Electing S corporation status as a solopreneur carries extra administrative work, compliance complexity, and potential state-level tax limitations that...
