
September 15 Is the Third Quarter Estimated Tax Deadline
2026 Due Dates, 2026 Taxes, Personal Finance, Self-Employment, Small Business, Tax Planning, Tax TipsIf you make or receive income that is not fully covered by withholding, September 15, 2026 is an important date on the tax calendar. It is the due date for the third installment of 2026 federal estimated tax payments for individuals who are…

Back-to-School for Your Business: A Mid-Year Financial Report Card
Business, Business Development, Personal Finance, Self-Employment, Small BusinessBack-to-school season isn't just for students.
As backpacks are filled, schedules become more structured, and summer winds down, many business owners find themselves shifting back into "work mode" after vacations, family trips, and a slower…

If You Owe the IRS Money, Here’s What You Should Know About the Statute of Limitations on Collection
Payments, Personal Finance, Self-Employment, Small Business, Tax News, Tax Planning, Tax Tips, TaxesArticle Highlights:
Understanding the 10-Year Clock
Situations that Toll the Statute of Limitations
Avoiding Unnecessary Extensions
Strategies for Navigating the 10-Year Collection Period
Important Considerations
Should…

Just Starting a New Business? Don’t Overlook Start-Up and Organizational Costs Deductions
Finance Tips, Financial Planning, Self-Employment, Small Business, StartupArticle Highlights:
Deductible Expenses:
o Start-Up Expenses
o Organizational Expenses
How Much Can Be Deducted Now vs. Over Time
Special Purchase Rule
How to Claim
Recordkeeping — What to Keep
Examples
Practical…

Gen Z Is Earning Differently—And Most Are Getting Taxes Wrong
Self-Employment, Tax Planning, Tax TipsThis generation doesn’t wait for a paycheck.
They create income on their own terms.
Selling products online.
Editing videos for clients.
Running social media accounts.
Picking up freelance work between classes or jobs.
It’s flexible.
It’s…

Estimated Tax Payments Are Not Just for the Self-Employed
2025 Taxes, 2026 Taxes, Financial Planning, Self-Employment, Small Business, Tax Credits, Tax PlanningArticle Highlights:
Employees
Self-Employed Individuals
Periodic Payments
Underpayment Penalty
Safe Harbor Payments
Unlike employees, who have income, Social Security, and Medicare taxes withheld from their wages, self-employed…

Received a 1099-K? What You Should Be Concerned About
2025 Taxes, 2026 Due Dates, Accounting, Self-Employment, Tax Planning, Tax Tips, TaxesArticle Highlights:
Why Form 1099-K Was Created
Understanding the Purpose of Form 1099-K
What It Means for Income Reporting
Cash Income
Application in Various Situations
Selling Personal Items
Side Hustles and Gig Economy
…

Your Annual Reminder to File Worker 1099s
Self-Employment, Small Business, Tax PlanningArticle Highlights:
1099-NEC Filing Requirements
Filing Due Date
Independent Contractor Filing Threshold
Landlords
Additional Filing Requirements
Form W-9
Household Workers
Penalties
Endeavors to Mitigate Penalties
…

From Side Hustle to Six Figures: Turning Your Small Business Into a Scalable Firm
Business, Self-Employment, Small Business, StartupIt started as a side hustle — a few clients, a few late nights, maybe some extra cash to ease the budget. But now the calls are coming in faster. The demand is growing. And you’re starting to wonder: Am I ready to take this full-time?
The…

Don’t Let Your Side Hustle Become a Tax Nightmare
Self-Employment, Tax PlanningW-2 by Day, Wedding Photographer by Weekend?
You started your side hustle for the flexibility.
The extra income.
The “hey, I’m good at this—why not get paid?” kind of freedom.
And now it’s summer, and the bookings are rolling in.
Weddings.…
