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Stop Trying to Spend Less Money

Inherited money habits can make spending feel painful—even when you can afford it.

Key Takeaways

  • Frugality without intention can create guilt and resentment around spending.
  • Money habits often reflect past generations, not current priorities.
  • Proactive planning in YNAB lets you choose how you spend instead of worrying about it.

This post is an adaptation of YNAB's fan-favorite newsletter, Loose Change. Sign up for more where this came from.

As a kid, I knew vacation had arrived when my uncle’s wood-paneled station wagon pulled into the driveway and out he stepped with black socks and dazzlingly pale legs. Road trips with Uncle Bob meant three things: no bathroom breaks, a progressively frantic search for a commemorative state shot glass, and a small notepad in his shirt pocket on which he chronicled every transaction.

In many ways, Bob was a throwback. He grew up in the 60s and somehow ended up liking exactly the same stuff as his parents. Forget Dylan; it was non-stop polka on his car radio. Give him a highly air-conditioned hotel room with blackout curtains and a TV and he’d gradually relax to The Three Stooges and old Westerns (while the rest of us went mad). 

Inherited Money Habits and Generational Frugality

Like my grandfather, Uncle Bob was the breadwinner and handled money in the family. On his notepad, he kept track of how much money was being spent at any time, whether it was cash, credit, or check. He was a one-man expense tracking app, heavy on awareness and light on pleasure.

He was frugal and famously stubborn (he once paced outside of a McDonald’s while his entire family and my mom and I ate lunch inside because there was “perfectly good” lunch meat available back in the hotel fridge).

In one important way he was not like my grandfather, however. Bob was a doctor, earning a relatively high salary in a small Pennsylvania town, whereas my grandfather had worked as a coal miner and then a machinist.

My grandparents, children of the Great Depression, had instilled in Bob an everlasting compulsion to control costs. By saving money, you weren’t just being safe, you were showing good character.

Why Spending Can Feel Painful Even When You Can Afford It

But what happens when you actually have plenty of money?

To a certain generation from coal-mining country, a basic question like ‘What is your money for?’ might seem outlandish, even insensitive. But if you don't consciously answer this question (well, actually spend your whole life answering it), every time you spend money it will feel painful and upsetting. You'll start to resent spending altogether which, it turns out, closes a lot of opportunities in life.

Trying to spend less money without intention can make every purchase feel painful.

How Unexamined Money Beliefs Affect Daily Life

Money touches everything, which means that when we continue money habits from our parents or grandparents, we're reenacting their personalities, their moments in history. Don't get me wrong, I love my grandparents but I want to choose my own path. And money is an everyday, integral part of that.

Choosing How to Spend Your Money With YNAB

At YNAB we've been teaching people how to get good with money with our tried-and-true method for over 20 years. We teach people to be proactive and choose how to spend their money based on their current funds and priorities, not psychological reflexes from days gone by.

YNAB isn’t about restriction—it’s about choosing how your want your money to support your life.

But still, Uncle Bob would be proud because our method ensures that your essentials are always covered. You can try us for 34 days for free, no credit card or pocket notebook required.

What is YNAB?

YNAB is an app that helps you get good with money so you never have to worry about money again. It helps you give every dollar a job, plan for future expenses, and break the paycheck-to-paycheck cycle. The average YNAB user saves $600 in their first month and $6,000 in their first year.

How does YNAB help you get good with money?

YNAB gives you a clear, step-by-step method so you can finally stop worrying about money. Instead of hoping things work out, you decide what your money needs to do—one dollar, one category, one month at a time. That clarity replaces stress, late-night math, and “I hope this goes through” worry with calm confidence. It's not about perfection. It’s about finally having a system that works for you.

How do I get started with YNAB?

The easiest way is to jump into the free 34-day trial. Set up your first categories, start assigning dollars, and you’ll immediately feel more clarity and control. Need guidance? The Ultimate Get Started Guide walks you through every step.

What does the YNAB free trial include?

‍You’ll get full access to the app for 34 days—no credit card required. That includes the web app, mobile apps, bank syncing, and every feature. You’ll also get access to free live workshops, help docs, and a friendly support team if you need a hand.

Do I need to be good with money to use YNAB?

‍Not at all. Most people start YNAB because they don’t feel good with money. YNAB isn’t about being perfect, it’s about building small habits that help you feel more confident and in control. And yes, you can totally learn it.

Can I use YNAB with a partner or family member?

Yes! YNAB works great for couples and families. With YNAB Together, you can invite up to five loved ones with a single subscription, at no extra cost—so everyone stays aligned on financial decisions. With a separate login, they can build their own plans or collaborate on a shared plan with you.

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Stop Trying to Spend Less Money