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Why Is Managing Money So Hard? Common Pain Points and Paths to Financial Clarity

· 8 min read
Mike Thrift
Mike Thrift
Marketing Manager

Let's be honest: managing personal finances can feel like a juggling act. From tracking daily spending and budgeting for the month, to saving for big dreams, paying down debt, and trying to grow investments, it's a complex set of tasks. No matter your age, income, or where you live, you've likely encountered frustrating hurdles along the way.

The good news? You're not alone. Many of the challenges you face are widely shared. This post explores some of the most common pain points in personal finance management, looking at why they're so tricky and what strategies people are using to cope.

2025-06-04-why-is-managing-money-so-hard

1. The Scrambled View: Seeing All Your Finances in One Place

The Pain: Your money lives in many places – a checking account here, a credit card there, a retirement fund somewhere else, maybe even a digital wallet or two. Trying to get a single, clear picture of your overall financial health by logging into multiple apps and websites is time-consuming and frustrating. This fragmentation can lead to missed details and a poor grasp of your true net worth or cash flow. Indeed, studies show over half of consumers would switch financial providers for a more holistic view.

Common Approaches:

  • Aggregator Apps: Tools like Empower (formerly Personal Capital), Mint, YNAB, and Monarch promise to bring all your accounts into one dashboard.
  • Bank-Provided Aggregation: Some primary banks now offer features to link and view external accounts.
  • Manual Spreadsheets: Many still resort to meticulously updating a spreadsheet with balances from each account monthly.
  • Logging In Individually: The old-fashioned, one-by-one check-in remains a common, albeit inefficient, habit.

Why It's Still Tough: Despite these solutions, users frequently complain about broken connections requiring re-authentication, incomplete coverage (niche accounts like small regional banks or crypto wallets often don't sync), and data delays. Privacy concerns also prevent some from linking accounts, as over half of people haven't consolidated their accounts digitally due to trust or knowledge gaps.

2. The Budgeting Battle: Creating and Sticking to a Plan

The Pain: Setting spending limits and actually adhering to them is a classic challenge. Nearly two in five Americans have never had a formal budget, and many who try struggle to maintain it. This can lead to overspending, debt, and anxiety. The pain often stems from budgets feeling restrictive, unexpected expenses derailing plans, or a lack of knowledge on how to create a realistic budget, especially with volatile incomes.

Common Approaches:

  • Budgeting Apps: YNAB (You Need A Budget), Mint, Simplifi, and PocketGuard offer various methodologies, from zero-based budgeting to automated tracking with spending alerts.
  • Spreadsheets: A go-to for those who want total customization, with about 40% of budgeters using them.
  • Cash Envelope Method: A tangible way to control spending by allocating physical cash to envelopes for different expense categories.
  • Automated Rules: "Pay yourself first" by auto-transferring to savings, or automating bill payments and spending what's left.
  • Financial Coaching & Online Communities: Seeking expert advice or peer support on platforms like Reddit for motivation and tips.

Why It's Still Tough: Budgeting is as much a behavioral challenge as a financial one. Temptation, lifestyle creep, and a lack of financial literacy can undermine even the best intentions. Many apps enforce a specific methodology that doesn't suit everyone, and inaccurate automatic transaction categorization creates tedious manual work.

3. The Mystery of the Missing Money: Tracking Income and Spending

The Pain: Do you ever get to the end of the month and wonder where a significant chunk of your money went? You're not alone; about 59% of Americans don't track spending regularly. The challenge lies in consistently recording all transactions, especially cash purchases, and categorizing them meaningfully to understand spending habits.

Common Approaches:

  • Personal Finance Apps: Most budgeting apps also track expenses by auto-importing transactions from linked bank and card accounts.
  • Manual Logs: Using journals, simple expense tracker apps, or even the Japanese Kakeibo method to meticulously record each outlay.
  • Periodic Reviews: Instead of daily tracking, some review bank and credit card statements weekly or monthly.
  • Specialized Tools: Apps like Expensify for business receipts or subscription trackers for recurring charges.

Why It's Still Tough: Automated categorization is often inaccurate, forcing users to constantly make corrections—a common complaint among Mint users, for example. Cash spending is easily forgotten and rarely captured by apps unless manually entered. Real-time feedback is often lacking, meaning insights arrive too late to influence behavior for that month.

4. The Debt Dilemma: Strategies for Repayment

The Pain: Managing and reducing debt—be it from credit cards, student loans, or personal loans—is a major source of stress. High interest rates can make it feel like you're running on a treadmill, with much of your payment going to interest rather than principal. In fact, heading into 2025, reducing debt was the top financial goal for 21% of Americans.

Common Approaches:

  • Debt Payoff Planning Tools: Apps like Debt Payoff Planner or Undebt.it help visualize payoff schedules using strategies like the debt snowball (paying smallest balances first) or avalanche (highest interest first).
  • Consolidation and Refinancing: Taking out a new, lower-interest loan or using a 0% APR balance-transfer credit card to combine multiple debts.
  • Manual Strategy Application: Adopting the snowball or avalanche method using spreadsheets or simple lists.
  • Automated Extra Payments & Round-Ups: Setting up automatic additional payments or using apps that apply spare change from purchases towards debt.
  • Support Communities: Online forums where people share progress and find motivation.

Why It's Still Tough: Many users struggle with understanding how interest accrues. Staying motivated over a long payoff journey is difficult. Existing tools often don't seamlessly integrate debt strategy with overall budgeting, nor do they offer sufficiently personalized advice or robust motivational feedback.

5. The Big Goal Hurdle: Saving for a Large Purchase

The Pain: Saving for a significant purchase like a home, car, or wedding requires discipline over months or even years. It’s challenging to consistently set aside large sums while balancing daily life and resisting the temptation to dip into those savings.

Common Approaches:

  • Dedicated Savings Accounts: Opening separate accounts labeled for specific goals (e.g., "House Fund"). Many online banks offer "buckets" or "pots" for this.
  • Automation: Setting up automatic transfers from checking to goal-specific savings accounts each payday.
  • Goal-Tracking Apps: Some finance apps allow setting targets and visualizing progress.
  • Community Saving Strategies: Informal groups like Rotating Savings and Credit Associations (ROSCAs) are common in some cultures.
  • Using Illiquid Forms: Temporarily locking money into short-term CDs or bonds to prevent easy access.

Why It's Still Tough: Maintaining discipline for delayed gratification is hard. Tools often don't integrate goal saving well with monthly budgets or dynamically adjust plans if you fall behind. Managing shared goals with a partner can also be tricky with existing app limitations.

6. The Partner Puzzle: Managing Money with Someone Else

The Pain: Combining finances with a partner, spouse, or even roommate introduces complexities in coordinating budgets, dividing responsibilities, maintaining transparency, and avoiding conflict. Financial disagreements are a leading cause of relationship stress.

Common Approaches:

  • Joint Accounts & Shared Cards: A common method for handling shared household expenses. Often used in a "yours, mine, ours" system with separate personal accounts.
  • Expense-Sharing Apps: Tools like Honeydue, Tandem, or Splitwise are designed to help couples or groups track shared expenses and settle up.
  • Spreadsheets and Regular "Money Dates": Periodically reviewing finances together to discuss spending, bills, and goals.
  • Division of Labor & Allowances: Assigning specific financial tasks to each partner or allocating personal spending money to reduce conflict.

Why It'S Still Tough: Most finance apps are designed for single users. Finding a system that feels fair and transparent to both individuals, especially with differing money personalities or incomes, is a persistent challenge. Tools often lack granular privacy controls or features to facilitate better financial communication beyond just sharing numbers.

7. The Investment Maze: Tracking and Understanding Your Portfolio

The Pain: As wealth grows, so does the complexity of tracking diverse investments like stocks, bonds, retirement accounts, and crypto spread across multiple platforms. Understanding overall performance, asset allocation, and tax implications can be overwhelming.

Common Approaches:

  • Portfolio Aggregator Apps: Services like Empower (Personal Capital) or Kubera aim to consolidate investment data from various accounts.
  • Brokerage Consolidation: Minimizing the number of platforms by rolling over old accounts to a single brokerage.
  • DIY Spreadsheets: Using tools like Google Sheets with functions (e.g., GOOGLEFINANCE) to manually track holdings and performance.
  • Robo-Advisors: Relying on the dashboards provided by automated investment services.
  • Specialized Trackers: Tools like Sharesight for detailed performance including dividends, or CoinTracker for crypto.

Why It's Still Tough: No single tool perfectly aggregates every asset type automatically. Calculating true investment performance (factoring in contributions, dividends, fees) is complex. Many tools either oversimplify or overwhelm users with data, and often lack clear educational components or goal integration.

Towards Financial Clarity

Managing personal finances is an ongoing journey filled with potential pitfalls. While technology offers an ever-increasing array of tools, the core challenges often lie in behavior, knowledge, and finding systems that truly fit individual and shared lives. By understanding these common pain points, we can better identify strategies and seek out or advocate for solutions that bring greater clarity, confidence, and control over our financial well-being. The landscape of financial tools is constantly evolving, hopefully leading to more intuitive, integrated, and genuinely helpful ways to navigate our money.

Modeling Real Estate Transactions in Beancount

· 7 min read
Mike Thrift
Mike Thrift
Marketing Manager

Real estate transactions may constitute the largest financial activity in a family's lifetime. This article explains how to model real estate in Beancount. I treat real estate as an asset and the appreciation of the house as unrealized gain. Additionally, the mortgage is modeled as a liability, and the interest is considered an expense.

Let's assume that Mr. A purchased a luxury home located at 123 ABC Street, XYZ City, CA, 12345 on January 1, 2020, for a price of 1 million. The interest rate is 3.0%, the down payment is 20%, and the loan amount is 800,000.

ItemAmount
Mortgage Amount800,000
Interest Rate3%
Mortgage Period30 years
Total Cost of Mortgage1,478,219.62
Monthly Payments4,106.17
Home Insurance1,300 per year (39,000 total)
Property Tax7,500 per year (225,000 total)
Loan Payoff2049 Dec
Total Interest Paid414,219.62

2023-06-09-tracking-real-estate

Create Accounts

Firstly, we treat the house as an Asset. Since the house is being listed as an Asset, it needs to be given a unit. In this case, the unit quantity is only one, it's unlikely there will be multiple, and even if it's the nth house, we would want to record it in a separate Asset. That is to say, one house corresponds to one Asset, and this Asset has a special unit, its value can only possibly be 1.

2019-12-31 commodity HOUSE.ABC
name: "123 ABC Street, XYZ City, CA, 12345"

2019-12-31 open Assets:Property:US:CA:123ABC HOUSE.ABC
2019-12-31 open Liabilities:Bank:US:SomeBank:Mortgage:Loan USD

In the first line here, we defined a commodity unit representing the house. In the fourth line, we defined an Asset account, which holds the commodity unit previously defined as the house. In the fifth line, we defined an account for the lending bank. As it's a liability, it falls under the Liabilities category.

Purchase

With the accounts set up as above, the act of buying a house is equivalent to

borrowing money (debt) + spending money (down payment) = 1 house in asset

The most important reference when buying a property is likely the Buyer’s Settlement Statement, which clearly outlines the flow of money.

2020-01-01 * "Buying the house"
Assets:Property:US:CA:123ABC 1 HOUSE.ABC {1,000,000 USD}
Assets:Bank:US:SomeBankA -100,000 USD
Assets:Bank:US:SomeBankB -101,000 USD
Liabilities:Bank:US:SomeBank:Mortgage:Loan -800,000.00 USD
Expenses:Home:Insurance 1,000 USD
Expenses:Home:Mortgage:Loan:ClosingCost

Here, we're detailing the transaction of buying the house, where money flows out from some banks (used for down payment and other expenses), a loan is taken (adding to liabilities), and a house is gained (added to assets).

Pay back mortgages

Based on the above purchase record, we currently owe 800,000 USD. Due to the interest, and considering that all loans in the US are amortized equally in terms of principal and interest, the monthly payment includes a portion for interest and a portion for principal. In the early stages, the interest constitutes the majority.

To record the loan repayment, all you need to do is check your loan bank's statement. You just need to know how much of the principal you are repaying each month, and the rest is interest. The interest is counted as an Expense.

2020-02-01 * "Mortgage payment"
Assets:Bank:US:SomeBank:Saving:Joint -3,372.83 USD
Liabilities:Bank:US:SomeBank:Mortgage:Loan 1,376.26 USD
Expenses:Home:Mortgage:Loan:Interest

This entry details the monthly mortgage payment which is subtracted from your joint savings account. The repayment of principal reduces the liability, while the interest part is treated as an expense.

Appreciation

If you want to record the appreciation of the property, some people create a separate account[, only recording the appreciation of the current property. Considering that the value of the house may increase or decrease, this appreciation may be negative. The advantage of this is that in the summary of your total assets, these two accounts will be included, one for the value of the house at the time of the transaction, and the other for the current appreciation of the house, thus reflecting the real-time price of the house.

I did not adopt this method, mainly for the following reasons:

  1. The current value of the house can only be an estimate, for reference only, without practical value. Usually, I can only get the evaluation of the property on websites like Redfin or Zillow, and I personally don't think it has high reference value. I also did not consider incorporating these appreciations into total assets in real time.
  2. Personally, I think before the mortgage is paid off, if the cash flow of the house is negative, to some extent, the property is still a liability. Therefore, incorporating it into assets prematurely will give you an illusion of enriched assets and appreciation, and I personally want to avoid this illusion.

The method I use to record property appreciation, which will also be discussed later on how to model RSUs. This method is to use a virtual currency unit. Assuming your base currency is USD, we can use USD.UNVEST (it seems that there is no need to create a new Commodity for this) to indicate that this asset is calculated in a special currency. The growth or reduction of this asset will not be recorded in USD. This way, I can achieve my original goal, that is, to record the appreciation of the house, and this appreciation will not be included in the final balance sheet (Balance Sheet).

2020-01-01 price HOUSE.ABC                          1,000,000 USD
2025-01-01 price HOUSE.ABC 1,400,000 USD.UNVEST

You only need to price your property to USD.UNVEST regularly.

So, on Fava's Commodity page, you can track the trend of the reference price of the house. But on the Balance Sheet page, the price of the house is still the price of the house at the time of the transaction. That is to say, your total assets are still your down payment money at that time, plus the principal you keep paying off. The final change of this asset should only occur when you buy a house.

Sell

Because no property has been sold yet and the various miscellaneous fees in the middle are unclear, this is a hypothetical scenario.

Suppose, on January 1, 2025, the property has appreciated to $1,400,000, and some reference data are as follows:

ItemAmount
Balance709,656.20
Agent fee (6%)72,000
Other Closing Fee10,000

Person A decides to sell the property, and the final selling price of the house is $1,300,000.

2025-01-01 * "Selling the house"
Assets:Property:US:CA:123ABC -1 HOUSE.ABC {1,300,000 USD}
Liabilities:Bank:US:SomeBank:Mortgage:Loan 709,656.20 USD
Expenses:Home:Agent:Fee 72,000 USD
Expenses:Home:ClosingCost 10,000 USD
Expenses:Home:Tax 90,000 USD
Assets:Bank:US:SomeBankA

Here it is assumed that 2 out of 5 years are self-occupied, so the appreciation of 500,000 does not need to be taxed. I randomly calculated a number here. In the end, the money that enters Person A's account is $418,343.8, of which 200,000 is the down payment at that time, and about 100,000 in interest has been paid. So, in the end, the book profit for Person A is around 100,000. It is worth noting that my calculation is not fair, after all, Person A has saved rent for these 5 years, and there may be other expenses on the house, such as maintenance, decoration, and so on.

To reflect this in the balance sheet, you can add this pricing.

2025-01-01 price HOUSE.ABC                          1,300,000 USD

Introduction to Beancount.io

· 5 min read
Mike Thrift
Mike Thrift
Marketing Manager

Why Modern Bookkeeping Matters

Still managing your investments with spreadsheets? While spreadsheets are versatile, they can become cumbersome and error-prone as your investment portfolio grows. Enter Beancount.io – a sophisticated yet user-friendly investment tracking platform designed specifically for managing stock and cryptocurrency portfolios. Built with engineers and financial minimalists in mind, Beancount.io combines powerful features with an intuitive interface to streamline your investment tracking experience.

2019-09-07-introduction-to-beancount

Expenses

Income Statement

Balance Sheet

Double-entry Bookkeeping: The Foundation of Accuracy

Beancount.io is built on the principles of double-entry accounting – a time-tested methodology used by financial institutions worldwide. This system ensures mathematical accuracy through a simple yet powerful concept: every financial transaction must balance perfectly.

In double-entry bookkeeping, each transaction requires at least two entries – a debit (+) and a credit (-) – across different accounts. This built-in verification system makes it virtually impossible to record unbalanced transactions, ensuring your financial records remain accurate and reliable.

1970-01-01 open Income:BeancountCorp
1970-01-01 open Assets:Cash
1970-01-01 open Expenses:Food
1970-01-01 open Assets:Receivables:Alice
1970-01-01 open Assets:Receivables:Bob
1970-01-01 open Assets:Receivables:Charlie
1970-01-01 open Liabilities:CreditCard

2019-05-31 * "BeancountCorp" "Salary of May 15th to May 31st"
Income:BeancountCorp -888 USD
Assets:Cash 888 USD

2019-07-12 * "Popeyes chicken sandwiches" "dinner with Alice, Bob, and Charlie"
Expenses:Food 20 USD
Assets:Receivables:Alice 20 USD
Assets:Receivables:Bob 20 USD
Assets:Receivables:Charlie 20 USD
Liabilities:CreditCard -80 USD

As you can see in the two examples above, every transaction must fulfill the accounting equation.

Assets = Liabilities + Equity(aka Net Assets)

We used the Beancount syntax by Martin Blais and the web project Fava by Jakob Schnitzer to build this website. And it will alert you if any transaction has any legs not summing to zero.

Error Alert

Now you understand how we enforce the correctness of the ledger. But you may ask what are those "accounts"?

Understanding Accounts: The Water Bucket Analogy

Think of your financial accounts as a system of interconnected water buckets, where money flows like water between them. This analogy makes double-entry bookkeeping intuitive: when you transfer money from one account to another, it's like pouring water from one bucket to another – the total amount of water (money) in the system remains constant.

Beancount.io introduces five kinds of accounts.

  1. Income — Its amount is always negative or in debit. This is because you are making money, and then the money is debiting from "Income" account and crediting to your "Assets."
  2. Expenses — Its amount is always positive or in credit. This is because you are spending money, and the money is flowing from the "Assets" or "Liabilities" to the "Expenses."
  3. Liabilities — Its amount is positive or zero. Your credit card liabilities are a good example, which rises and falls in cycles.
  4. Assets — Its amount is positive or zero. Your cash or houses are always worth some prices.
  5. Equity — Your net assets. The system will calculate automatically for you. Equity = Assets - Liabilities and it reflects how wealthy you are.

Now you can open your customized accounts with those keywords above:

1970-01-01 open Assets:Cash
1970-01-01 open Assets:Stock:Robinhood
1970-01-01 open Assets:Crypto:Coinbase
1970-01-01 open Expenses:Transportation:Taxi
1970-01-01 open Equity:OpeningBalance

Advanced Investment Tracking with Commodities

Beancount.io excels at tracking diverse investments, from stocks to cryptocurrencies. Let's explore how it handles complex investment scenarios. For example, here's how you would record purchasing 10 Bitcoins at $100 each in 2014:

2014-08-08 * "Buy 10 Bitcoin"
Assets:Trade:Cash -1000.00 USD
Assets:Trade:Positions 10 BTC {100.00 USD}

And then three years later, you sell them (originally with costs of $100 per unit annotated with {100.00 USD}) at the price of $10,000 per unit annotated with @ 10,000.00 USD.

2017-12-12 * "Sell 2 Bitcoin"
Assets:Trade:Positions -2 BTC {100.00 USD} @ 10,000.00 USD
Assets:Trade:Cash 20,000.00 USD
Income:Trade:PnL -19,800.00 USD

Or the same transaction with @@ 20,000.00 USD means that at the price of $20,000 in total.

2017-12-12 * "Sell 2 Bitcoin"
Assets:Trade:Positions -2 BTC {100.00 USD} @@ 20,000.00 USD
Assets:Trade:Cash 20,000.00 USD
Income:Trade:PnL -19,800.00 USD

The sum of all legs of the transaction, including -2 BTC {100.00 USD}, are still, as always, zero.

The costs {100.00 USD} tag is important because you might have bought the same commodity at different costs.

100 BTC {10.00 USD, 2012-08-08}
10 BTC {100.00 USD, 2014-08-08}

If you want to simplify the process, you can set up the account at the beginning with FIFO or LIFO. FIFO stands for first in, first out, while LIFO stands for last in, first out. In the US, IRS uses FIFO to calculate your PnL and tax accordingly.

1970-01-01 open Assets:Trade:Positions "FIFO"

And then when you sell it in shorthand like -2 BTC {}, beancount will apply FIFO strategy automatically and sell the oldest commodity.

Getting Started with Beancount.io

Beancount.io is a modern cloud-based financial management platform that transforms your text-based transaction records into comprehensive financial statements, including income statements, balance sheets, and trial balances. By combining the reliability of plain text files with powerful visualization tools, Beancount.io helps you maintain precise control over your financial life while gaining valuable insights into your investment performance.

Start your financial journey with Beancount.io - Free during our promotional period!