Side Hustle News

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

Portrait of Dan Ansaldo, founder of Kansas City Sourdough, inside the KC Wine Co event space.

How This Kansas City Baker Turned Breadmaking Into a $1K/Mo Class

By Ben Huber on Aug 15, 2025

Melody Morton-Buckleair in a cream turtleneck smiling, with a graph overlay showing $24,470 in gross volume from her Pilates studio.

How This Pilates Instructor Turned a Tiny Home Into a $23K Studio

By Ben Huber on Aug 11, 2025