By Donna Fuscaldo
From Kiplinger’s Personal Finance

Cash is king in retirement, and keeping more of it in your portfolio is always a priority. Fortunately, saving money doesn’t always require cutting back. Sometimes it just takes changing how you pay.

By paying certain everyday expenses upfront, you can unlock significant discounts. Monthly payments include processing fees, administrative overhead, and transaction risks for providers, so many reward customers who pay in full, upfront.

From property taxes to annual subscriptions, prepaying these five recurring bills can yield serious savings without altering your lifestyle.

5 Everyday Bills to Prepay Now

1. Annual Property Taxes

Even if you paid off your mortgage, you’re still on the hook for annual property taxes, and depending on which state you live in, the price can be hefty. For example, there are 18 states with annual property taxes of $4,000 or more. New Jersey ranks highest with annual property taxes of $7,580.

In some states, including Florida, you get a discount if you pay your annual property tax in a single upfront payment, which eliminates monthly processing fees. In Florida, that discount can be as much as 4 percent, depending on how early you pay.

2. Lawn Care and Pest Control

Prepaying for lawn maintenance and pest control services can yield about a 5 percent savings, but it typically locks you into an annual contract.

Before you sign with a provider, make sure you understand the cancellation terms, service guarantees, and auto-renewal clauses. If you use a local contractor, ask if they offer an additional discount for paying the entire year upfront in cash.

3. Streaming Subscriptions and Memberships

This strategy works best if you are already loyal to your streaming services, warehouse clubs or gym and plan to keep them all year. By switching from monthly billing to an annual plan, you can unlock discounts ranging from 10 percent to 25 percent.

Take Amazon Prime as an example: paying $139 for an annual membership instead of $14.99 per month saves you over $40 a year, and that’s just one service. Do that with all your subscriptions, and the savings can add up.

4. Dental and Elective Medical Care

If you have the cash, offering to pay upfront for dental or elective care rather than using a payment plan can yield discounts ranging from 5 percent to 15 percent.

You have an even bigger advantage if you have a Health Savings Account (HSA). Paying out of pocket lets the HSA balance grow tax-free, and because there is no deadline to reimburse yourself, you can save your receipts and withdraw those funds tax-free later in retirement.

5. Long-Term Care Insurance Premiums

Paying insurance premiums annually instead of monthly can yield substantial savings, and long-term care policies are no exception. Most insurers add a 3 percent to 8 percent surcharge when you split an annual bill into monthly payments, but writing one check eliminates those extra fees. Depending on your carrier and policy size, switching to an annual payment can easily save you hundreds of dollars each year.

A Word of Caution

Only prepay these expenses if you have the extra cash on hand. If making a lump-sum payment forces you to sell off investments during a market downturn, you expose yourself to a sequence-of-returns risk, which can create a retirement shortfall later on. But if you can swing it, prepaying these five everyday bills is one of the easiest ways to unlock hundreds in savings without touching your lifestyle.

©2026 The Kiplinger Washington Editors, Inc. Distributed by Tribune Content Agency, LLC.

The views and opinions expressed are those of the authors. They are meant for general informational purposes only and should not be construed or interpreted as a recommendation or solicitation. The Epoch Times does not provide investment, tax, legal, financial planning, estate planning, or any other personal finance advice. The Epoch Times holds no liability for the accuracy or timeliness of the information provided.