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June 1, 2025 • 28 min read

Tracking Retirement Expenses: Tools and Tips

Josh Pigford

Josh Pigford

Want to manage your retirement expenses effectively? Start tracking them today.

Here’s why:

  • Healthcare costs can reach $165,000+ after taxes for a 65-year-old.
  • Inflation (currently at 2.4%) steadily reduces your purchasing power.
  • Nearly 70% of retirees will need long-term care.

By tracking your expenses, you can:

  • Spot overspending.
  • Plan for rising costs.
  • Align your spending with your income and savings.

Top Tools for Expense Tracking:

  1. Maybe Finance: AI-powered insights, predictive tools, and account integration.
  2. Mint: Automatic categorization and easy account linking.
  3. Personal Capital: Free retirement planner and investment tracking.
  4. AARP Retirement Calculator: Simple Social Security and lifestyle planning.
  5. Tiller Money: Customizable spreadsheets for detailed tracking.
  6. Zero-Based Budgeting (Spreadsheets): Assign every dollar to a purpose.
  7. Envelope Budgeting: Hands-on cash or digital envelope system.

Quick Comparison:

Tool Cost Features Best For
Maybe Finance Free AI insights, predictive planning Comprehensive tracking
Mint Free Auto categorization, account integration Simplicity
Personal Capital Free Retirement planning, investment tracking Investment-focused retirees
AARP Retirement Calculator Free Social Security planning Basic retirement planning
Tiller Money $79/year Custom spreadsheets Spreadsheet enthusiasts
Zero-Based Budgeting Free Manual tracking Hands-on control
Envelope Budgeting Free Cash/digital envelope system Strict category limits

Start today by picking a tool that fits your style and needs. Combine digital tools with manual methods for the best results. Tracking your expenses now can help secure your financial future and make retirement stress-free.

1. Maybe Finance

Maybe Finance

Maybe Finance provides a streamlined way to manage your retirement expenses by connecting with over 10,000 financial institutions. Here's how it helps simplify retirement expense tracking:

Expense Categorization Made Simple

This platform automatically organizes your expenses into categories like healthcare, entertainment, and more. It even tailors budget suggestions based on your spending habits. For retirees dealing with unpredictable costs - like medical bills or seasonal expenses - this feature is a game changer. The system's AI continually updates categories to reflect your actual spending patterns.

Tools Designed for Retirement Planning

Maybe Finance includes financial independence forecasting and planning tools that are specifically built for long-term retirement goals. You can set clear objectives, monitor your progress, and adjust your savings or spending as needed. By estimating your income needs against current expenses, it helps you stay on track. This approach taps into the $52 billion+ US financial planning market[1], positioning Maybe Finance as a key resource for retirement planning.

Seamless Integration with Financial Accounts

Securely connect your financial accounts using encryption, unique login credentials, and multi-factor authentication. Can't link an account directly? No problem - CSV imports make it easy to track transactions manually, ensuring no retirement-related expense is overlooked.

Predictive Tools for Smarter Planning

Maybe Finance uses predictive analytics to assess economic trends and personal spending, giving you a clearer picture of future expenses. You can simulate different retirement scenarios - like retiring early or planning for long-term care - so you're better equipped to make informed decisions about savings and spending adjustments. These tools provide a practical way to prepare for various retirement outcomes.

2. Mint

With over 20 million users, Mint has become a go-to tool for simplifying expense tracking. It’s particularly appealing to retirees who want an easy way to manage their finances without unnecessary complexity.

Automatic Expense Categorization

Mint takes the hassle out of tracking expenses by automatically categorizing your transactions. Once you link your bank and credit card accounts, it connects to over 17,000 financial institutions to pull in your transaction data. These transactions are then sorted into categories like healthcare, groceries, and entertainment.

"Mint will broadly categorize most transactions correctly when linking to your bank and credit card accounts, but from time to time will need to be corrected", says Shane Cummings, CFP®, AIF®, Wealth Advisor & Director of Technology/Cybersecurity.

The platform also learns from your adjustments. For example, if you reclassify a recurring expense, Mint will apply that change to similar transactions in the future. This feature is especially helpful for retirees managing predictable costs, such as medical expenses. By breaking down spending by category or merchant, Mint makes it easier to identify patterns and pinpoint areas where you might be overspending.

Simple Account Integration

Getting started with Mint is straightforward. Once you link your financial accounts, the platform creates a unified dashboard that updates automatically whenever you log in. This ensures you always have the most current view of your spending and account balances.

Mint’s ability to support most online brokers is a key benefit for retirees who need to monitor both investments and day-to-day expenses. Its high user ratings - 4.8 out of 5 on the App Store and 4.3 out of 5 on Google Play - highlight its reliability and ease of use.

While Mint’s automatic updates save time, it’s still a good idea to periodically review your expenses. This ensures everything, including recurring costs like medical bills, is categorized correctly.

Next, we’ll explore another tool that takes a different approach to tracking retirement expenses.

3. Personal Capital

Personal Capital is a free financial platform that has overseen more than $8 billion in assets, offering a strong focus on investment tracking alongside expense management. It combines tools for tracking expenses with proactive retirement planning, creating a solid foundation for users looking to manage their finances seamlessly.

Ease of Integration with Financial Accounts

Personal Capital connects effortlessly to a wide range of accounts, including bank accounts, credit cards, brokerage accounts, and retirement accounts like IRAs and 401(k)s. Setting up your account takes just 10-15 minutes using your login credentials.

Once connected, the platform pulls together all your transactions, giving you a unified view of your financial landscape. This eliminates the need to log in to multiple platforms or manually track your data, making it a convenient solution for retirees aiming to simplify their financial management.

The best part? Personal Capital is completely free to use, and there are no ads to disrupt your experience, making it an excellent choice for retirees seeking professional-grade tools without added costs.

Retirement-Specific Features

One of Personal Capital's standout tools is its advanced retirement planner, designed to simulate the kind of projections you’d get from a professional financial advisor. You can input details like your target retirement date, anticipated expenses, and spending goals to get a clear picture of how your investments might perform throughout your retirement years.

"The best feature has been the Retirement Planner - where events, dates, and other data can be entered and combined to show where you are for retirement", shares Steve G., a satisfied Personal Capital user.

The planner also tracks various income sources, such as Social Security, savings, and property sales, while allowing you to add custom entries for pensions or part-time work. On the expense side, it handles Spending Goals, covering general retirement expenses and significant financial milestones.

What makes this tool even more helpful is its flexibility. You can tweak variables like your retirement age, savings rate, spending habits, or portfolio allocation to see how different scenarios might impact your financial future. This level of customization empowers retirees to plan with confidence and adapt to changes in their financial situation. Additionally, Personal Capital’s analysis tools ensure your portfolio stays efficient, even as economic conditions shift.

Support for Inflation and Longevity Planning

To help safeguard your financial future, Personal Capital includes a retirement fee analyzer. This tool identifies hidden costs in your retirement accounts - especially in 401(k)s - where high fees can eat into long-term growth. By uncovering these expenses, the platform helps retirees maintain their purchasing power over time.

PCMag gave Personal Capital a 3.5 out of 5 rating, praising its "excellent investment data and feedback" and its "personalized retirement planning" tools. While it’s lighter on general personal finance features, its strengths in investment tracking and retirement planning stand out.

The fee analyzer further enhances its appeal by revealing hidden costs, ensuring retirees can make the most of their investments over the decades ahead.

4. AARP Retirement Calculator

AARP Retirement Calculator

The AARP Retirement Calculator provides a simple way to plan for your golden years, focusing on your lifestyle goals rather than diving into complex financial equations. This free tool helps you figure out how much money you'll need to maintain your preferred standard of living in retirement, making it an excellent choice for those seeking clarity without financial jargon.

Tailored to Your Retirement Goals

This calculator takes a personalized approach, allowing you to outline your retirement lifestyle and calculate your financial needs accordingly. You'll be asked to provide details such as your household setup, current income, and savings, including accounts like IRAs or 401(k)s.

One standout feature is its ability to estimate your monthly Social Security benefits based on your earnings history and age. It shows how much of your daily expenses these benefits might cover, which is especially helpful since Social Security calculations factor in your 35 highest-earning years, adjusted for wage growth. This income breakdown complements other retirement planning strategies by giving you a clearer picture of where you stand.

The tool also highlights how the timing of your Social Security claims impacts your benefits. For instance, while you can start collecting at age 62, waiting until your full retirement age (66-67) significantly boosts your monthly check. And if you delay until age 70, you’ll receive the maximum benefit - a key detail for long-term planning. It even accounts for how working after claiming benefits might affect your Social Security income.

Planning for Inflation and Longevity

AARP’s Retirement Calculator also addresses long-term financial stability with an interactive results page that lets you test different scenarios and adjust your plans as needed. It avoids overwhelming users with overly technical calculations while covering essential financial aspects.

The tool enables you to factor in other income sources, like pensions or part-time work, and helps estimate your spending habits in retirement. This ensures you’re considering all potential expenses and income streams, creating a well-rounded financial picture.

For 2025, keep in mind that Social Security taxes apply to wages up to $176,100, which influences how your future benefits are calculated. The calculator incorporates these tax thresholds into its projections, giving you a realistic estimate of your retirement income.

To get the most accurate results, AARP suggests creating an online My Social Security account to review your earnings history. This ensures the calculator uses up-to-date data when estimating your benefits. Additionally, it’s wise to factor in variables like your health, marital status, spending patterns, and current savings when deciding when to claim Social Security. By aligning your income sources with your spending needs, this tool serves as a practical resource for managing your retirement finances effectively.

5. Tiller Money

Tiller Money

Tiller Money simplifies tracking retirement expenses by using customizable templates in Google Sheets or Microsoft Excel. For $79 per year (with a 30-day free trial), it offers a hands-on approach to managing your financial data.

Expense Categorization Capabilities

One of Tiller's standout features is its customizable categorization system. You can tailor cash flow categories to match your retirement spending habits. For example, you might create specific categories like "Healthcare Premiums", "Travel & Recreation", or "Home Maintenance" to reflect your unique financial needs.

You can manually set up these categories or use the AutoCat plugin, which learns your preferences and automatically organizes transactions. This is particularly useful for recurring expenses, saving you time and effort.

Another key feature for retirees is the "Transfer" category, which helps differentiate between actual income and expenses versus internal transfers between accounts. This ensures your financial tracking remains accurate and avoids double-counting.

"I've tried so many budget and finance apps. I really, really wish I had tried Tiller first", said Daniel Tweddell in a September 2024 Google Review.

Tiller also includes retirement-specific tools designed to align your financial forecasts with actual spending.

Retirement-Specific Features

The "Retirement Planner" template is a powerful tool for projecting investment growth, adjusting risk levels, and exploring various withdrawal strategies. By factoring in growth and withdrawal rates, it helps you plan for the long term.

This planner works seamlessly with the Cash Flow Forecast sheet, combining your projected income and expenses into a single, comprehensive view. It even accounts for major future costs, such as college tuition or large home improvements.

To get started, you'll input details like your birth year, annual investment growth rate, withdrawal rate, and current investment assets. The system then calculates when your portfolio might reach your financial goals. For context, NerdWallet notes that the average annual stock market return is 10% before inflation, though Tiller encourages users to research growth rates based on their specific investments.

"The sheet makes many compounding assumptions about the future - listed below - and thereby should only be used as a directional model", Tiller advises regarding its Retirement Planner.

The tool estimates your investment value at the start of each year, adds gains based on your growth rate, subtracts withdrawals, and integrates cash flow forecasts. This detailed approach helps you see how different strategies could impact your long-term financial health.

In addition to planning tools, Tiller makes real-time tracking a breeze with seamless account integration.

Ease of Integration with Financial Accounts

Tiller Money connects securely to over 20,000 financial institutions through Yodlee, ensuring encrypted access to your accounts.

When you sign up, Tiller automatically imports the last 90 days of transactions. For older data, you can manually upload past transactions to keep your records complete. The platform also sends daily email summaries to update you on balances and transactions - an especially helpful feature for retirees who want to stay on top of their finances.

"Tiller makes managing money in a spreadsheet fast and easy by automating your daily transactions and balances into your own private Google Sheets or Microsoft Excel", the company explains.

Tiller’s customer support is another highlight. Their US-based team typically responds within a day, and the platform offers extensive help documentation and an active online community to assist users. Todd Bishop of GeekWire shared how Tiller helped him identify $564 per year in unwanted subscriptions, showcasing the value of detailed tracking for retirement budgets.

"I love the flexibility of Tiller – I appreciate the daily emails! Having no ads is a major plus", shared Donnita Mennealy in her Google Review.

With its robust features and user-friendly design, Tiller Money offers retirees a practical way to manage their finances more effectively.

6. Zero-Based Budgeting with Spreadsheets

Using spreadsheets for zero-based budgeting is a practical and cost-free way to manage your retirement finances. This approach ensures that every dollar of income is assigned to a specific purpose - whether that’s paying for essentials, discretionary spending, or setting aside for emergencies. The goal? Income minus expenses equals zero.

Spreadsheets provide unmatched flexibility. You can design a budgeting system that perfectly suits your retirement lifestyle, all without the need for subscriptions or complicated software. Plus, it gives you hands-on control over every dollar, making it a great complement to digital financial tools.

Expense Categorization Made Simple

One of the key advantages of spreadsheets is how easily you can organize your spending. Start by listing all your monthly expenses and dividing them into two main groups: fixed expenses (like mortgage payments, insurance, and utilities) and discretionary expenses (like dining out, entertainment, and travel). You can also create custom categories tailored to your needs, such as Healthcare, Home Maintenance, or even gifts for grandchildren.

Tracking every transaction within its category helps you spot patterns and adjust where needed. For instance, if you notice your "Miscellaneous" category often exceeds your budget, you can break it into more specific subcategories for clearer insights.

Tailoring for Retirement Needs

A spreadsheet designed for zero-based budgeting can address the unique financial challenges of retirement. A smart strategy is to align essential expenses with guaranteed income sources. For example, you might create sections in your spreadsheet for guaranteed income (like Social Security, pensions, or annuities) and variable income (such as retirement account withdrawals or part-time work earnings).

Match your essential expenses - housing, healthcare, food, and transportation - with your guaranteed income. For discretionary expenses, plan based on withdrawals from your retirement savings. Financial experts often suggest starting with a withdrawal rate of 4%-5% in the first year of retirement and adjusting it for inflation annually. Tracking this rate in your spreadsheet allows you to see how your spending impacts your long-term financial stability.

Flexibility is key, especially with fluctuating investment returns. For discretionary spending, consider setting ranges instead of fixed amounts. For example, you might allocate $3,000 to $5,000 annually for travel, adjusting as necessary based on market performance and your account balances.

Since retirement expenses can vary, it’s helpful to create your budget monthly. Plan ahead for irregular costs like property taxes or major purchases, and account for seasonal expenses like birthdays and holidays.

Planning for Inflation and Longevity

Spreadsheets can also help you prepare for inflation and the financial needs of a longer life. Use projection columns to estimate how expenses might grow over time. For example, healthcare costs often rise faster than general inflation, so you might apply a higher annual increase for those expenses based on historical trends.

Longevity planning becomes more manageable with a well-thought-out spreadsheet. You can map out scenarios for different life stages - say your budget at ages 70, 80, and 90 - to anticipate shifting expenses. While healthcare costs may climb as you age, spending on travel or entertainment might decrease. Your spreadsheet can help visualize these changes, ensuring your plan evolves with your needs.

Additionally, it’s wise to include emergency fund calculations for unexpected costs, such as long-term care or significant medical bills. You might even create separate emergency categories - for instance, one for minor home repairs and another for major medical events.

7. Envelope Budgeting Method

The envelope budgeting method takes a hands-on approach to managing your retirement finances, offering a straightforward way to see and control your spending. Instead of relying solely on digital tools, this system involves dividing your monthly income into specific spending categories, either by using physical cash in envelopes or digital equivalents. It’s a simple yet effective way to ensure you don’t spend more than planned, giving you tangible control over your budget.

"With the envelope system, your money is truly real. Unlike with credit and debit cards, you actually see and touch your dollars - which encourages accountability. And when you watch the thickness of your envelopes change in real time, you are more likely to think strategically about your spending decisions. 'Do I truly need this? Or is it something that I want but can live without?'" - Jessica Johnston, NCOA's Senior Director for the Center for Economic Well-Being

This method has a powerful psychological impact. Studies show that people spend less when paying with cash - an average of $22 per transaction compared to $112 for electronic payments. Physically handling your money encourages more thoughtful spending.

Expense Categorization Made Simple

The envelope system sets clear limits by breaking your expenses into defined categories. For retirees, this might mean creating envelopes for fixed costs like mortgage payments, insurance, and utilities, alongside envelopes for variable expenses such as groceries, gas, and medical co-pays. You can even set aside envelopes for discretionary spending, covering things like dining out, hobbies, or gifts.

The beauty of this method is its flexibility. You can customize envelopes to fit your unique needs. For example, you might create envelopes labeled "Prescription Medications", "Home Repairs", "Grandchildren Gifts", or "Travel Fund." At the start of the month, you allocate funds from your Social Security, pension, or other income sources into these envelopes.

"The idea is that once the envelope is empty, you don't spend any more in that category until it's time to replenish the next month." - Amy Lins, vice president of enterprise learning at Money Management International

This approach enforces strict boundaries, preventing the kind of overspending that can sneak up when using credit or debit cards for small, frequent purchases.

Tailored for Retirement

The envelope method works particularly well for retirees, adapting to the unique cash flow patterns of retirement. With 93% of people over 60 owning at least one credit card, this system provides a counterbalance to electronic spending by making every dollar decision intentional.

For retirees juggling multiple income sources, envelopes can be tied to specific streams for clarity. For instance, you might use Social Security to fund essential expenses like housing and healthcare, while using pensions or other income for discretionary spending. The method also accommodates irregular costs - such as property taxes or major repairs - by allowing you to create annual envelopes and contribute to them gradually throughout the year.

Planning for Inflation and the Future

The envelope system isn’t just about managing current expenses; it can also help with long-term planning. Adjust your allocations periodically to account for inflation or changing needs. For example, as healthcare costs rise, you might increase the amount in your healthcare envelope each year.

You can also create envelopes for future needs, like long-term care or other aging-related expenses. By setting aside money for these purposes now, you’ll be better prepared for the financial challenges that may come with aging. This forward-thinking approach helps ensure your budget stays aligned with your evolving needs.

In retirement, every dollar matters. The envelope budgeting method encourages deliberate, mindful spending, helping you stretch your income and maintain financial stability for the long run.

Tool Comparison Chart

When deciding on a retirement expense tracker, it's essential to weigh factors like functionality, cost, and ease of use. Each tool has its own strengths, ranging from basic expense tracking to more detailed retirement planning. The table below provides a side-by-side comparison to help you make an informed choice.

Tool Annual Cost Expense Categorization Account Integration Retirement-Specific Features Inflation Planning User Rating
Maybe Finance Free Customizable budgeting with spending trends Over 10,000 institutions Multi-currency support, AI insights Advanced inflation analytics New platform
AARP Retirement Calculator Free Basic categorization Limited integration Social Security planning Basic inflation factors 4.2 stars
Tiller Money $79/year Customizable spreadsheet categories 20,000+ institutions Retirement planner template Manual inflation adjustments 4.5 stars
Envelope Method Free Manual category creation No integration needed Customizable for fixed income Manual adjustments N/A
Zero-Based Budgeting Free Complete expense allocation Manual entry Withdrawal rate tracking Projection columns N/A

Some platforms offer advanced planning tools and scenario modeling, especially at higher price points. Inflation adjustment is a critical feature to consider, as costs tend to rise over time while many retirees rely on fixed incomes.

Account integration varies significantly between tools. For example, Maybe Finance connects with over 10,000 financial institutions and supports multi-currency tracking, making it ideal for retirees with international assets. On the other hand, manual systems like the envelope method require no digital integration, offering a simpler approach.

Customization and flexibility are key considerations. Tiller Money provides spreadsheet-based tracking with templates tailored for retirement planning, while the envelope method allows you to set strict spending limits for each category, giving you hands-on control.

Many retirees find that combining digital tools with traditional methods enhances financial awareness. For instance, you could use Maybe Finance to track overall spending trends and pair it with an envelope system for tighter control over specific categories.

When weighing your options, think about both the upfront cost and the long-term benefits. While free tools are available, paid platforms often deliver better account integration, customer support, and retirement-focused features. Considering that an annual subscription typically costs less than a single month of dining out, investing in a more robust tool can be a smart move for better financial control.

If you're just starting out, consider a free tool like Maybe Finance to build your tracking habits. As your needs grow, you can explore additional options or combine methods to create a system that works best for your retirement goals. Use the chart above to guide your decision and find the right tool for your financial planning.

Conclusion

Keeping track of retirement expenses isn't just about numbers; it's about ensuring your future feels secure and manageable. Whether you're drawn to Maybe Finance's seamless integration with over 10,000 institutions or prefer the hands-on approach of envelope budgeting, the right method is the one that fits your lifestyle and goals. The trick? Stick with it consistently.

When choosing a tool, consider your comfort with technology, the complexity of your finances, and what you want to achieve in retirement. For those who value simplicity and direct control, manual methods like zero-based budgeting could be a great fit.

"Budgeting isn't about restriction; it's about making informed choices to help achieve your objectives." - Adam J. Glassberg, Lead Advisor / Financial Advisor CFP®, CIMA®

This perspective highlights how informed budgeting can give you the confidence to make smart financial decisions throughout your retirement.

Interestingly, studies reveal that over half of individuals who check their retirement balance daily save more than 10% of their income. Yet, only 51% of workers have calculated how much they actually need for a comfortable retirement. Understanding where your money goes is essential for making decisions about your retirement timeline and lifestyle.

To get started, pick one tool from the options we've discussed and commit to tracking your expenses for at least three months. This will provide real-world data to work with, rather than relying on estimates. You can even mix and match methods - many retirees combine digital platforms for overall monitoring with envelope budgeting for specific categories like dining out or entertainment.

Your financial future depends on the choices you make today. Whether you're in your 30s, 60s, or anywhere in between, the tools are ready, and there's no better time to take control than now.

FAQs

Why is it important to track retirement expenses, especially with rising healthcare costs and inflation?

Tracking your retirement expenses is a smart way to stay financially secure, especially as healthcare costs and inflation steadily climb. Healthcare expenses tend to increase faster than overall inflation, and retirees could face medical costs running into hundreds of thousands of dollars over the course of their retirement. Keeping a close eye on your spending helps you prepare for out-of-pocket expenses like premiums, deductibles, and long-term care - areas where Medicare might not offer full coverage.

By staying on top of your expenses, you can build a budget that reflects your needs, account for inflation, and stretch your savings further. Tools like Maybe Finance make this easier by offering features to visualize your financial outlook, manage accounts, and plan for future costs - all in one convenient platform.

What should I look for in a retirement expense tracking tool?

When picking a tool to manage your retirement expenses, focus on features that make financial planning easier and align with your specific needs. For instance, tools offering personalized projections can help you estimate how your savings, spending, and investments will shape your retirement. Another useful feature is scenario simulation, which lets you see how adjustments - like retiring earlier or changing spending habits - might impact your financial future.

It's also important to choose a tool with expense tracking and budgeting options to keep a close eye on your spending and ensure it fits within your retirement income. Tools that allow you to link your financial accounts can give you a full picture of your assets, debts, and overall financial situation. Finally, opt for a platform with a simple, user-friendly interface to make managing your money straightforward and stress-free.

How can I use digital tools and traditional methods like envelope budgeting to manage retirement expenses effectively?

Combining digital tools with time-tested methods like envelope budgeting can offer a practical way to manage your retirement expenses. Digital platforms let you create virtual envelopes for different spending categories, making it easier to allocate your income and monitor expenses in real time. This blend keeps the straightforwardness of the traditional envelope system while adding the accuracy and ease of modern technology.

To get started, identify your essential expenses - like housing, groceries, and healthcare - and separate them from discretionary ones, such as dining out or hobbies. Use a digital budgeting tool to set up these categories and track your spending. Regularly review your expenses to ensure you're sticking to your plan and adjust as your financial goals or lifestyle shift. This mix of old and new methods not only simplifies the budgeting process but also helps you make smarter choices for your long-term financial well-being.