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Benefits & Insurance

Solo business owner reviewing a dashboard in a home office

6 min read

Typical Health Insurance Monthly Cost: What Solopreneurs Really Pay In 2026

Ashley Vuu: Sep 7, 2026

What's a typical health insurance monthly cost for solopreneurs in 2026? It varies widely, from subsidized low-cost plans to several hundred dollars,...

Couple reviewing documents at their kitchen table

6 min read

Can You Have 2 Health Insurance Plans? The Smart Solo Owner's Guide

Christopher Potter: Sep 6, 2026

You can have 2 health insurance plans, but it won't double your payouts. Coordination of benefits decides which plan pays first. S-corp owners must handle...

7 min read

HMO vs. PPO — Which Is Right for You?

Christopher Potter: Aug 26, 2026

The HMO vs. PPO decision hits differently when there's no HR team to walk you through it. One keeps costs low and predictable inside a tighter network....

Consultant considering her healthcare enrollment options sitting at her laptop

7 min read

When Is Open Enrollment for Health Insurance 2026? Key Dates and What Solopreneurs Need to Know

Alex Zelaya: Aug 18, 2026

Marketplace open enrollment for 2026 coverage runs from November 1, 2025, through January 15, 2026, in most states. If you enroll by December 15, your...

5 min read

Disability Insurance for Freelancers is a Must for Protection

Lettuce: Jul 14, 2026

Disability insurance helps freelancers protect their income when illness or injury prevents them from working. Understanding coverage options, policy...

4 min read

Freelance Liability Insurance: What Solopreneurs Should Know

Natalia Budyldina: Jul 15, 2026

Freelance liability insurance protects your income, reputation, and long-term growth from common legal and financial risks. Understanding when coverage...