Friday, January 16, 2026

"Before You Lend Money, Ask Questions – A Wise Approach"

The story I encountered online begins with a seemingly harmless situation: A friend reached out to borrow money from me via social media, and I was about to transfer the funds when suddenly, he added, "I'll pay you back tomorrow." In that moment, I knew something was off because my friend never specified repayment terms when asking to borrow money. It was then that I realized the person might be trying to scam me.

While the situation is somewhat humorous in hindsight, it highlights a very real issue we all face: borrowing money is easy, but repaying it is often another story. Generally, when someone asks to borrow money, it's from a friend or family member, and if handled incorrectly, it could either damage the relationship or result in financial loss.

Navigating these types of requests wisely is a significant challenge, one that tests both emotional intelligence (how we manage our feelings) and intellectual intelligence (how we assess situations). So, how should we deal with borrowing requests? What should we ask before lending money? To help make these decisions, I’ll share three important questions that you should ask yourself or the person requesting money next time you face a similar situation. Once you’ve considered these questions, you will be clearer on whether or not to lend the money.

Understanding the Right Approach to Lending Money

As the old saying goes: "Don't rescue the lazy, but help the needy." Everyone faces tough times at some point, and it’s understandable to help someone in urgent need. However, it’s essential to be cautious with our finances. Our money is not meant to be handed out recklessly, as it doesn’t just grow on trees.

When someone asks to borrow money, start by inquiring about the purpose for the loan. Why do they need the money? This helps you assess whether the reason seems legitimate. It's also important to ask whether the person can actually repay you. Do they have a plan for repayment, and are they in a position to do so? If the reason for borrowing is clear and reasonable, and the person seems capable of repaying you, you can feel more comfortable lending money.

The Importance of a Written Agreement

Even if you decide to lend the money, it’s wise to formalize the loan. Make sure to write an agreement that includes the loan terms, repayment deadlines, and any interest if applicable. This step is crucial, no matter how close you are to the person asking. Just because someone is a friend or family member doesn’t mean you should skip this process. A formal agreement protects both parties and makes it clear that this is a serious financial transaction, not just a casual exchange.

Personal Story and Lessons Learned

A reader shared a personal experience where he was invited to dinner by an old friend he hadn’t seen in a long time. The evening seemed pleasant until the friend began to cry, revealing his struggles: he had been laid off from his job, his business failed, and he was now facing a divorce. After detailing all his troubles, the friend asked to borrow a significant sum of money, promising to repay it as soon as he could.

Initially, the borrower seemed genuine, and the lender felt sympathy. Although the lender intended to ask about the purpose of the loan and repayment terms, he ultimately let it slide for the sake of preserving their friendship. Later, the lender learned that the friend had developed a gambling addiction, which led to the family’s breakdown. The borrowed money, unfortunately, went into the pockets of the friend’s gambling habit. This story is a painful reminder of how easy it is to fall into the trap of lending money out of sympathy without proper checks and safeguards.

This incident underscores an important statistic: Only 24.2% of borrowers repay their loans fully and on time. This statistic highlights the importance of making sure that, if you do decide to lend, you establish clear terms and expectations upfront.

The Importance of Asking the Right Questions

When someone asks to borrow money, it’s natural to feel hesitant or uncomfortable about questioning them, especially if they are close to you. But, as the saying goes, "A true friend respects the process, while someone trying to take advantage will resist it." This means that while asking for reasons and setting terms might seem awkward at first, it’s vital to ensure that both parties are on the same page. Asking the right questions isn’t just about protecting yourself—it also protects the relationship from future harm. In fact, real friends will appreciate you asking these questions as it shows you care about clarity and fairness.

If the borrower is truly trustworthy, they will understand your desire to ensure everything is done properly. However, if the person gets upset or becomes evasive, that should raise a red flag. It's an indication that they may not have the best intentions, or they might not be as financially responsible as they claim.

Character and Reputation Matter

It’s also essential to consider the borrower’s character before lending money. Has this person been reliable in the past? If someone has a reputation for being dishonest, unreliable, or frequently breaking promises, it’s best to err on the side of caution. Even if they give a plausible reason for needing the money, their past behavior should inform your decision. Trust your instincts—don’t ignore signs of potential dishonesty or irresponsibility. Lending money to someone with a poor reputation is almost always a risk.

One common scenario is when you lend a small amount to a friend, like the example from the TV show, where a character lent $ 30 to a classmate for a train ticket. Later, it was revealed that the same classmate had spent the money on clothes and had no intention of repaying the loan. This situation, which initially seemed harmless, turned into a lesson about setting clear boundaries in financial matters. It’s crucial to remember that kindness should not come at the expense of your own financial security.

Evaluating the Risk and Protecting Your Family’s Finances

Another key factor to consider is your family’s financial stability. If lending money to someone could jeopardize your own family’s well-being, then it’s time to reassess the situation. Would the money you lend cause hardship for your family? Can you afford to lose it without significantly affecting your household’s living standards? If the answer is no, then it might be best to politely decline, regardless of the borrower’s needs or relationship with you.

For example, a man in the story shared how, in his younger years, he was very generous with his money, often lending large sums to friends and acquaintances. However, after he started a family, he learned to prioritize his household’s financial health. He stopped lending beyond what his family could afford to lose and began consulting his wife before agreeing to any significant loans. This approach allowed him to maintain harmony within his family while still managing social obligations. Over time, the number of friends asking for loans decreased, and the family’s financial stability improved.

Taking Responsibility and Protecting Your Peace of Mind

As we grow older, it’s natural to develop a greater sense of responsibility, particularly toward our families. Your family’s security should come before any social obligation. While it’s tempting to help a friend in need, it’s essential to weigh the long-term effects of lending money. Will the loan harm your family’s financial stability? If so, it might not be worth it.

Furthermore, be mindful of people who may try to exploit your generosity. Some may act as though they’re in dire need, but once they’ve received the money, they may not take repayment seriously. It's always crucial to set boundaries and ensure that any loan is reasonable and can be repaid without damaging your own finances or peace of mind.

Final Thoughts

As the Jewish proverb says, “Don’t lend money to friends unless you’re willing to lose both the money and the friend.” Sometimes, asking for a loan can signal the beginning of the end of a relationship. That being said, life is unpredictable, and you never know when you might face tough times yourself. If you choose to lend money, do so with care and diligence—always understand why the loan is needed, assess the borrower’s character, and make sure that the terms are clearly understood by both parties.

If you’re unable to help, don’t feel guilty. It’s better to protect your finances and avoid unnecessary complications than to lend money and end up with both financial and relational problems. True generosity comes with wisdom and responsibility, and knowing when to say no is just as important as knowing when to help.

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"Before You Lend Money, Ask Questions – A Wise Approach"

The story I encountered online begins with a seemingly harmless situation: A friend reached out to borrow money from me via social media, an...