THE TRUTH ABOUT: Hsa - Caught on Camera

How To Use Medical Receipts as an HSA Cashcow

You can pay this year’s medical bills out of your checking account, leave the HSA money invested, and pay yourself back tax-free in 2046. Or sooner. Just spitballing. The IRS doesn’t set a deadline on the reimbursement. Whether that’s worth doing depends on your cash flow, your HSA’s investment menu,…

Thousandaire · Oct 28

Families with Job-Based Insurance Now Pay $7,471 a Year Toward Premiums as Employers Brace for Steeper 2027 Increases

Workers now pay $7,471 a year for family coverage, up 9%. See what it means for household budgets and how to compare plans during this open enrollment.

Medical Daily · Oct 23

HDHP vs. PPO: Which Health Plan Actually Costs You Less in 2027?

Open enrollment packets are built to be skimmed. Four plan names, a grid of deductibles, a premium per paycheck, and a deadline. Most people pick whatever they had last year, or whichever premium looks smallest. No judgement.

Thousandaire · Oct 8

Your Employer Offers More Than a Salary — 7 Benefits You May Be Leaving Unused

A paycheck may be the most visible part of your compensation, but it is rarely the whole package. Many workers overlook employee benefits that could save them hundreds or even thousands of dollars a year, simply because they never revisit the benefits portal after onboarding. SHRM’s 2026 Employee Benefits Survey…

Budget and the Bees · Aug 30

ICE’s tactics look increasingly like torture

Plans for gloves that can deliver electric shocks underline the homeland security department’s sadistic practices

The Guardian - US · Aug 24

What Happens to Your HSA After You Enroll in Medicare?

Health savings accounts can become remarkably valuable as retirement approaches, which makes one Medicare rule particularly confusing. You may have spent years accumulating HSA money...

Saving Advice · Aug 13

Retirement Milestone Ages Most People Miss (And What to Do About Each One)

Retirement planning is less about hitting milestone ages and more about understanding how financial decisions shape long-term income, taxes and healthcare costs.

Kiplinger · Aug 8

5 Back-to-School Costs Special-Needs Families May Be Able to Document

Back-to-school season can bring a surprisingly complicated stack of expenses for families raising children with disabilities or learning differences. Beyond notebooks and backpacks, back-to-school costs may include therapy, specialized technology, transportation, evaluations, and educational services. Some expenses may potentially qualify for reimbursement, tax-advantaged spending, or school-provided support, depending on the…

Kids Ain't Cheap · Aug 2

What Trump’s New Healthcare Plan Proposes for Drug Prices, Insurance, and HSAs

President Donald Trump’s new Great Healthcare Plan takes aim at some of the most frustrating parts of American healthcare: expensive prescriptions, confusing insurance bills, rising premiums, and the feeling that nobody can tell you what anything costs until the bill arrives. The proposal would push for lower drug prices, more…

The Free Financial Advisor · Jul 25

New IRS Guidance Makes Direct Primary Care HSA-Eligible—But Monthly Limits Still Apply

People enrolled in qualifying direct primary care (DPC) memberships received good news from the IRS. Beginning in 2026, many DPC membership fees can now be paid tax-free using Health Savings Account funds, and participating in an eligible DPC arrangement no longer automatically prevents someone from contributing to an HSA. The…

The Free Financial Advisor · Jul 6