1099-K Threshold Returns to $20K/200 in 2025
February 17, 2026
Starting with tax year 2025, payment apps and online marketplaces generally must issue Form 1099-K only when you exceed $20,000
About
Eliot Reynolds combines his background in small business management and legal consulting to write with authority and clarity. His experience includes aiding start-ups and educating entrepreneurs on business law, grounding his articles in real-world knowledge. Eliot’s writings reflect his hands-on experience, presenting entrepreneurial concepts in a relatable and practical way.
Latest Articles
IRS Clarifies Tips and Overtime Deductions for 2026
February 16, 2026
The IRS issued new guidance on how employees can claim above-the-line deductions for qualified tips and overtime premium pay on
Social Security Wage Base Jumps to $184,500 in 2026
February 16, 2026
The Social Security wage base increases to $184,500 on Jan. 1, 2026, up from $176,100. For employees near the cap,
The 2026 Decisions That Break Small Businesses
February 16, 2026
In 2026, small business owners are juggling rising health insurance costs, unpredictable AI expenses, and new pay transparency rules at
The Optimism Gap Hitting Main Street
February 14, 2026
NFIB’s January 2026 Small Business Optimism Index is ticking up, but reported sales are still below average. This piece unpacks
San Francisco Just Changed Your Biz Renewal
February 14, 2026
San Francisco scrapped the standalone business registration renewal and merged it into a single Annual Business Registration and Tax Form.
The Hidden Risk In “Exclusive” Deals
February 14, 2026
A big drug maker used exclusive supply contracts to lock up one ingredient and hike prices 3,000%. Smaller versions of
The $125M Illinois Grant Most Owners Miss
February 13, 2026
Illinois has set aside $125 million for infrastructure-tied business grants that most small owners have never heard of. This breakdown
8 Small Business Trends You Can’t Ignore In 2026
February 12, 2026
Growth is cooling, inflation is sticky, and every new tool or hire has to pay off faster. This breakdown of
5 Hard Decisions Every Owner Faces In 2026
February 12, 2026
Running a small business in 2026 is less about hype and more about a few brutal decisions. From raising prices
