Side Hustle News

Aaron selling vintage watches from a pop-up setup, arranging timepieces and watch boxes while talking with a customer.

From Pokémon Cards to a $10,000 Month Selling Vintage Watches

By Ben Huber on Dec 19, 2025

Woman in a bright home studio packaging handmade products for shipment, with a laptop showing order and sales growth charts beside her.

Who Really Profits From the Side Hustle Economy?

By Casey Watson on Dec 2, 2025

A tired man sits at his desk late at night, staring at his laptop with a cup of coffee nearby — representing the burnout many side hustlers feel after long hours of extra work.

Most Side Hustles Fizzle. Here’s Why — and What Actually Works

By Casey Watson on Nov 6, 2025

A woman reviews paperwork at her desk beside a laptop, with an overlaid checklist titled “Side Hustle Tax Deductions” showing examples like mileage, home office, and supplies.

Side Hustle Tax Deductions for 2025: The Complete Guide

By Ben Watson, CPA on Nov 4, 2025

Illustration showing Brian Watkins, an antiques expert on JustAnswer, surrounded by vintage collectibles including a record player, ornate chair, toy train, floral vase, and gold pendant — representing how he earns money appraising items online.

After Losing Everything, He Built a $10K/Month Business Appraising Collectibles Online

By Ben Huber on Nov 3, 2025

Linda Tran sits at her desk in a sunlit home office, working on a laptop with notebooks, pens, and presentation materials nearby.

She Made $87K Her First Year — Her Niche? PowerPoint Presentations

By Ben Huber on Oct 28, 2025

A woman packaging handmade products in her small business workspace with an overlaid “Side Hustle Tax Prep Checklist” graphic showing steps like separating finances and tracking 1099-K rules.

9 Things Every Side Hustler Should Do Before Tax Season

By Ben Watson, CPA on Oct 20, 2025

Person reviewing tax paperwork at a desk with a printed $400 Rule Made Simple chart nearby, illustrating when side hustlers owe self-employment tax. The image represents organizing finances and understanding the $400 tax threshold for freelancers and gig workers.

The $400 Rule: When Side Hustlers Have to Pay Self-Employment Tax

By Ben Watson, CPA on Oct 13, 2025

Young woman works from home editing photos on a desktop computer, with a food delivery bag beside her desk symbolizing the balance between creative freelance work and gig income.

The Freedom Trap: Why Gig Work Isn’t Always Paying Off

By Casey Watson on Sep 30, 2025

The Side Hustle You Haven’t Tried Might Be… a W-2 Job

By Casey Watson on Sep 5, 2025