Latest from Johnson Stiles

By Johnson Stiles

Johnson Stiles is former loan-officer turned contributor to SelfEmployed.com. After retiring in 2020, his mission was to spread his expertise and help others utilize leverage debt to enhance success.

News, Insights, and Advice from Johnson Stiles

a calculator sitting on top of a table next to a laptop; 1099 deadline

1099 Deadline 2026: When to File and What Happens If You Miss It

April 28, 2026

Smartphone with ai text in jeans pocket; best ai tools

6 Top Low-Cost AI Tools for Self-Employed Entrepreneurs in 2026

April 27, 2026

man in gray crew neck t-shirt using macbook pro; portable benefits for freelancers 2026

New State Laws Are Changing What Independent Workers Can Access

April 24, 2026

man in blue jacket riding blue motorcycle on road during daytime; New York delivery worker workers' compensation

New York Bill Would Classify Delivery App Workers as Employees for Workers’ Comp

April 23, 2026

a white van driving down a street next to tall buildings; delivery driver misclassification settlement

PDX North $7 Million Settlement Signals New Pressure on Delivery Driver Classification

April 22, 2026

person holding silver iPhone 6; investment apps for beginners

6 Popular Free Investment Apps for Self-Employed Beginners in 2026

April 21, 2026

a stethoscope and a heart on top of money; self-employed HSA rules

HSA Rules Just Expanded for the Self-Employed: What Changed January 1

April 16, 2026

Abstract fluid art with pink and teal colors; AI freelance platforms 2026

AI Is Flooding Freelance Platforms: How Independent Workers Can Compete in 2026

April 15, 2026

Artificial intelligence concept within a human head; AI freelance skills demand 2026

Upwork: Demand for AI Freelance Skills More Than Doubles, Led by Video and Integration Work

April 14, 2026

Latest from Johnson Stiles

News, Insights, and Advice from Johnson Stiles

1099 Deadline 2026: When to File and What Happens If You Miss It

6 Top Low-Cost AI Tools for Self-Employed Entrepreneurs in 2026

New State Laws Are Changing What Independent Workers Can Access

New York Bill Would Classify Delivery App Workers as Employees for Workers’ Comp

PDX North $7 Million Settlement Signals New Pressure on Delivery Driver Classification

6 Popular Free Investment Apps for Self-Employed Beginners in 2026

HSA Rules Just Expanded for the Self-Employed: What Changed January 1

AI Is Flooding Freelance Platforms: How Independent Workers Can Compete in 2026

Upwork: Demand for AI Freelance Skills More Than Doubles, Led by Video and Integration Work

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