Sept 16, 2025

This Week’s Money Map:

  • 🧓 Get paid to spoil grandma? How to earn cash as a family caregiver

  • 🤫 Beat the 2026 premium surge: Your insider insurance savings strategy

  • ✈️ Fly with a companion free? How the deals really work

  • 💵 The rule of 55: Your secret exit strategy to early retirement

🧓 Get paid to spoil grandma? How to earn cash as a family caregiver

You're already doing the work of a professional caregiver, such as cooking, managing medications and driving to appointments. The key difference? You're doing it for free, while professional caregivers earn $15–25 per hour for the exact same tasks. Here's what nobody told you: the government actually has programs designed to pay family members like you.

Medicaid's best-kept secret
Structured Family Caregiving is a program that lets Medicaid pay family members to provide personal care services. It’s available in 11 states: Connecticut, Georgia, Indiana, Louisiana, Massachusetts, Missouri, Nevada, North Carolina, Ohio, Rhode Island, and South Dakota.

The catch: It's only available through specific Home and Community-Based Services (HCBS) Medicaid Waiver programs or state Medicaid plans, and eligibility requirements vary by state. Your loved one must qualify for Medicaid and meet nursing home level of care criteria.

The VA program that pays $3,000+ monthly 
If your loved one is a veteran, the VA's Program of Comprehensive Assistance for Family Caregivers could be your golden ticket. This program offers support and services for caregivers of eligible veterans who were seriously injured in the line of duty. It provides monthly stipends that can reach over $3,000 depending on your location and the veteran's needs.

What most people miss: The program expanded in recent years to include veterans from all service eras, not just recent conflicts. So even if your dad served in Vietnam or Korea, he might qualify if he has service-connected disabilities.

State Medicaid waiver programs: The hidden goldmine 
Every state offers different (HCBS) waiver programs, and many allow family caregiver payments. These programs recognize that paying family members $15–20 per hour costs far less than $300+ daily nursing home rates.

As of 2020, many states now allow relatives other than spouses or parents of minor children to be reimbursed for services — opening opportunities for adult children, siblings, and other family members.

Pro tip: Contact your state's aging and disability services department directly. Each state calls these programs something different, and local offices often know about opportunities that aren't well-advertised online.

The life insurance secret that changes everything 
Here's what eldercare families rarely consider: permanent life insurance with living benefits. Some companies offer policies that let seniors access death benefits while alive for qualified care needs. This means your parent can tap into their life insurance policy to pay you directly for care services.

These "accelerated death benefit" riders typically cost nothing extra but can provide 50–90% of the death benefit for home care expenses. Your parent gets quality care from family, you get compensated fairly, and remaining benefits still protect the family's financial future.

So dig out those policy documents and call your insurance company directly. Ask specifically about "informal caregiver benefits" or "cash benefits for family care." And if you don’t have life insurance for your parent yet, you can check our comparison of the best life insurance for seniors.

These programs exist because caring for family members at home benefits everyone — your loved one stays comfortable, the health care system saves money, and you get paid for work you're already doing. Don't let another month pass of providing thousands of dollars worth of care for free.

🤫 Beat the 2026 premium surge: Your insider insurance savings strategy

Health insurance premiums are about to jump in 2026, but plot twist: savvy consumers are actually reducing their costs using strategies insurance companies hope you'll never discover.

Master the enrollment game

  • Don't sleepwalk through renewal — Auto-renewal in 2026 could cost you thousands due to stricter subsidy rules. Job-based enrollment runs October through November, while ACA marketplace enrollment spans November 1 to January 15 — this narrow window is your financial lifeline.

  • Play the employer bypass card — Sometimes individual ACA marketplace plans with subsidies beat employer coverage, especially with new ICHRA arrangements. Run both calculations — the math might shock you.

  • Document your income religiously — New rules make accurate household income estimates crucial. Underestimate and you'll repay excess subsidies in full come tax time.

Decode the true cost formula

  • Skip the premium-only trap — Calculate your real yearly expense: (monthly premium × 12) + likely medical costs + deductibles. This insider math reveals which "expensive" plans actually save money.

  • The network narrow-down trick — Verify your specialists are "Tier 1" providers by calling billing departments directly, as online directories lie. This single move can slash specialist costs by 50–70%.

Prescription drug goldmine

  • Look across tiers — Don't just check coverage, investigate tier placement. Moving from Tier 4 to Tier 2 can save hundreds monthly. Here's the kicker: identical medications often sit on different tiers across plans.

  • Unlock the specialty pharmacy loophole — For expensive medications, use your insurer's preferred specialty pharmacy — many eliminate copays entirely. This gem is buried in plan documents but delivers massive savings.

HSA triple-threat strategy
Starting 2026, any Bronze ACA plan qualifies for HSA contributions, expanding access to triple-tax advantages. Contribute up to $4,300 individual/$8,550 family, but here's the pro move: pay medical bills out-of-pocket when possible, save receipts, and let your HSA compound tax-free for decades.

Pre-existing condition power moves

  • Choose continuity over savings — If you need expensive treatments, pick insurers already covering your care. Switching often triggers new prior authorization delays lasting months.

  • Size matters with networks — Robust provider networks ensure specialist access without surprise bills. Don't get lured by narrow networks unless you never travel.

Hidden money-savers nobody mentions

  • Consider variable copay plans — Instead of flat $30 copays for all doctors, these plans show you'll pay $25 to see Dr. Smith but $45 for Dr. Jones, before you book. This transparency lets you shop for lower-cost providers within your network.

  • Maximize telehealth advantages — Many plans offer free virtual visits that bypass deductibles. Use for routine care, prescription refills, and minor issues to preserve your deductible for major expenses.

  • Perfect your procedure timing — Schedule expensive treatments after meeting deductibles or near year-end if you've hit out-of-pocket maximums. Strategic timing saves thousands.

  • Negotiate payment plans — Most providers offer interest-free payment arrangements — ask billing departments about hardship discounts or cash payment reductions.

Treat health insurance selection like negotiation, not surrender. Insurance companies profit from consumer confusion and auto-renewals. Armed with these insider strategies, you can transform premium increases into opportunities for better coverage at lower costs.

✈️ Fly with a companion free? How the deals really work

Airfare is wild these days. But what if I told you there’s a way to get a literal "buy one, get one free" ticket for your next vacation? It’s the holy grail of credit card bonuses: the companion certificate. These offers can be amazing, but they’re also wrapped in fine print. Let’s unpack them together:

So, what’s a companion ticket, really?
Think of it as a golden ticket for your travel buddy. You book a flight for yourself (usually having to pay with your airline card), and you can get a second ticket for someone else for just the cost of taxes and fees, often under $100.

It sounds like a no-brainer, right? It can be. But you have to play by the airline’s rules to win the game.

Top contenders for your wallet in September 2025
Not all companion passes are created equal. Here’s the real deal on some of the biggest offers out there right now.

  1. Delta SkyMiles® Gold American Express Card
    The Offer: After you spend $2,000 in the first 6 months, you earn a companion certificate each year after renewing your card. It’s valid for a domestic, Caribbean, or Central American round-trip flight in Main Cabin or above.
    The Fine Print: It’s issued after your first-year anniversary. The second catch? It’s only valid for select fare classes. You have to book early and be flexible, as available seats can be limited. 

  2. Southwest Rapid Rewards® Priority Credit Card
    The Offer: While not a traditional certificate, this card can fast-track you to the Companion Pass — the single best deal in aviation. Earn it, and your designated companion flies with you free every time you fly for the rest of that year and the next.
    The Fine Print: The pass requires earning 135,000 Companion Pass Qualifying Points (CPQPs) in a year. This card’s sign-up bonus (currently 50,000 points after $1,000 spend in 3 months) gives you a huge head start. 

  3. Alaska Airlines Visa® Credit Card
    The Offer: Upon account renewal, you get an annual companion fare certificate good for just $121 ($99 fare plus taxes and fees).
    The Fine Print: This one is famously flexible. It’s valid on all Alaska published fares, including first class! The main hurdle is that you must book a round-trip on Alaska Airlines. If you live in a West Coast hub like Seattle or Portland, this card is a powerhouse.

Is this actually a good deal for you?
These cards are fantastic if:

  • You fly at least once a year with a companion.

  • You consistently fly on one specific airline (your hometown’s major carrier).

  • You can comfortably meet the minimum spending requirement without going into debt.

They are not a good deal if:

  • You carry a balance. The interest charges will wipe out any travel savings instantly.

  • You’re not loyal to an airline. A companion ticket that gathers dust is just a worthless piece of plastic.

  • You don’t check your credit score first. These cards require good to excellent credit (typically 690+). Applying blindly can ding your score.

A companion ticket can turn a dream trip into an affordable reality. But like a good vacation, it requires a little planning. Do the homework, and you and your best friend could be sipping drinks on a beach for the price of one.

💵 The rule of 55: Your secret exit strategy to early retirement

What if you could access your 401(k) six years before the IRS allows — without penalties? While most people work until 59½, the financially savvy quietly use the Rule of 55 to fund early exits and career pivots.

Why this matters more than ever in 2025
The average 401(k) balance hit $137,800 in Q2 2025, up 8% from last year, while savings rates reached a record 14.3%. Meanwhile, over 11.1 million Americans over 65 still work — not by choice, but financial necessity. The wealthy understand that waiting until traditional retirement age is a losing game.

With this volatile market, having early access to your 401(k) gives you freedom to fund sabbaticals, career transitions, or bridge periods between corporate work and entrepreneurship.

Underground rule that changes everything
The rule of 55 is the IRS's best-kept secret: Separate from your employer during or after the year you turn 55, and you can withdraw from that 401(k) or 403(b) without the crushing 10% early withdrawal penalty.

This isn't a loophole — it's codified in IRS Publication 575. "Separate from service" includes voluntary departure, layoffs, or negotiated exits. You control the timing completely.

On a $100,000 withdrawal, you'd normally pay $10,000 in penalties plus taxes. With the rule of 55, you only pay income taxes — potentially saving thousands while gaining years of flexibility.

Your rule of 55 roadmap
Between ages 30 and 45, maximize your 401(k) contributions while building taxable accounts. This creates accessible funds for pre-55 years and penalty-free 401(k) access afterwards.

During ages 45 to 54, identify your "final employer" — one with exceptional matching, low fees, and diverse investments. Some professionals negotiate employment specifically for this exit strategy.

Critical fine print
The rule only applies to your current employer's plan. Old 401(k)s won't qualify unless rolled into your current plan before separation. You must separate during or after the calendar year you turn 55 — leave in December of your 54th year and you're out of luck.

IRAs don't qualify, only employer-sponsored 401(k) and 403(b) plans do. You'll still owe income taxes on withdrawals, but avoiding that 10% penalty on large sums creates substantial savings.

Your next move
The rule of 55 isn't just retirement planning, it's career liberation. Calculate your projected balance at 55 and model withdrawal scenarios. Think in phases: accumulation (30s–40s), positioning (late 40s–early 50s), and execution (55).

While others remain trapped by conventional timelines, you now hold the blueprint for early financial liberation. How will you use this insider knowledge to redesign your future?

Knowledge speaks, but wisdom listens.

Jimi Hendrix

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The MoneyGeek Team

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