The Books I Wish Someone Had Given Me at 25

First, there is something strange about being 25.
You're old enough to be expected to know what you're doing, but young enough to have almost no idea what you're actually doing.
You're making decisions about your career, relationships, money, friendships, and the person you want to become. And somehow, you're supposed to make those decisions while still discovering who you are.
Nobody tells you how much of adulthood is improvisation.
At 25, it's easy to believe that everyone else has figured out something that you haven't. Someone you went to university with has bought a house. Another has started a company. Someone's getting married. Someone else seems to be travelling the world without ever worrying about money.
Meanwhile, you're trying to work out whether the job you're doing is even the job you want.
The problem isn't necessarily that you're making bad decisions. It's that you don't yet have enough perspective to recognise which decisions will matter.
And that's where books can be remarkably useful.
Not because reading makes you intelligent, or because successful people supposedly read 50 books a year. But because a good book gives you access to someone else's decades of mistakes, observations, and hard-won understanding.
If I could put six books on the desk of my 25-year-old self, these are the ones I'd choose.
1. The Psychology of Money — Morgan Housel
The lesson: Being good with money has surprisingly little to do with being good at maths.
At 25, money often feels like a race.
Earn more. Get promoted. Buy something impressive. Repeat.
It's tempting to assume that once you earn a certain amount, you'll finally feel financially secure.
But there's a peculiar thing about money: our expectations tend to grow alongside our income.
Morgan Housel's The Psychology of Money explores why our financial decisions are driven by psychology, personal history, ego, and emotion as much as by spreadsheets.
One of its most useful ideas is that wealth and visible spending aren't the same thing.
The person driving the expensive car might be wealthy. Or they might simply have an expensive car.
And someone who lives modestly could be quietly building a level of freedom that no luxury purchase can provide.
What I wish I'd understood at 25: The real value of money isn't the ability to buy impressive things. It's the ability to control more of your own time.
2. The Defining Decade — Meg Jay
The lesson: Your twenties matter, but not in the way social media makes you think.
There's a popular idea that your twenties are for experimenting and that real life begins at 30.
There's some freedom in that thinking. But there's also a danger.
Meg Jay, a clinical psychologist, challenges the notion that the twenties are merely a waiting room for adulthood.
In The Defining Decade, she explores how early career decisions, relationships, friendships, and habits can influence the decades that follow.
What makes the book interesting isn't that it tells you to have everything figured out by 30.
It's that it asks you to take your current choices seriously without becoming paralysed by them.
You don't need a perfect five-year plan.
But the difference between drifting and deliberately exploring is enormous.
Taking a job because it teaches you something is different from taking it because you haven't considered your alternatives.
Staying in a relationship because you're building something meaningful is different from staying because leaving feels inconvenient.
What I wish I'd understood at 25: You don't need to know exactly where you're going. But you should occasionally ask whether the direction you're moving is one you've actually chosen.
3. Four Thousand Weeks — Oliver Burkeman
The lesson: You will never have enough time to do everything, and that's the point.
Suppose you live to 80.
That's roughly 4,000 weeks.
Not 4,000 months. Weeks.
When you look at life that way, time suddenly feels remarkably finite.
Oliver Burkeman's Four Thousand Weeks challenges the modern obsession with productivity.
We organise our calendars, optimise our mornings, automate our routines, and download apps promising to help us squeeze more out of every day.
Yet somehow, we still feel behind.
Burkeman's argument is uncomfortable but liberating: the problem isn't that we're managing time badly. It's that we're trying to overcome the fundamental limitations of being human.
We can't pursue every ambition.
We can't maintain every friendship.
We can't experience every possible version of life.
And rather than treating those limitations as a personal failure, we might be better off accepting them.
At 25, it's easy to feel that you have unlimited time.
You don't.
But that doesn't mean you need to hurry.
It means you need to choose.
What I wish I'd understood at 25: A meaningful life isn't built by doing everything. It's built by deciding what deserves the limited time you have.
4. Atomic Habits — James Clear
The lesson: The person you become is shaped by what you repeatedly do.
Most people have a list of things they're going to start doing.
- Exercise regularly.
- Save more money.
- Read consistently.
- Learn another language.
- Eat better.
The trouble is that motivation is unreliable.
You can feel inspired on Sunday evening and completely indifferent by Wednesday morning.
In Atomic Habits, James Clear explains why small behaviours, repeated consistently, can produce meaningful changes over time.
The most compelling idea isn't simply that small improvements compound.
It's the connection between habits and identity.
Rather than focusing exclusively on a desired outcome, Clear encourages readers to consider the kind of person who naturally behaves in ways that produce that outcome.
Someone who wants to become a writer has to write.
Someone who wants to be physically fit has to build a relationship with exercise.
Someone who wants financial independence has to develop repeatable financial behaviours.
These ideas sound obvious until you notice how often we wait to feel like a different person before behaving like one.
What I wish I'd understood at 25: You don't become disciplined and then build good habits. You often become disciplined through the act of practising them.
5. Maybe You Should Talk to Someone — Lori Gottlieb
The lesson: Understanding other people begins with recognising how little you understand yourself.
We spend an extraordinary amount of our lives trying to figure other people out.
Why did they say that?
Why haven't they replied?
Why do they behave differently around certain people?
Why does this relationship keep ending in the same argument?
Lori Gottlieb's Maybe You Should Talk to Someone offers an unusually human perspective on these questions.
Gottlieb is a therapist who writes about her patients' experiences alongside her own experience of seeking therapy.
The result is a book about the stories we construct to explain our lives, the ways we avoid uncomfortable truths, and the emotional patterns we repeat without always recognising them.
It's funny, vulnerable, and occasionally unsettling.
One of the most important lessons of adulthood is that being intelligent doesn't automatically make you emotionally self-aware.
You can be excellent at solving complicated problems and surprisingly bad at understanding why a particular conversation hurt your feelings.
You can recognise unhealthy patterns in other people's relationships while remaining completely blind to your own.
What I wish I'd understood at 25: Self-awareness is not something you achieve once. It's something you have to keep practising, especially when you're convinced you're right.
6. Designing Your Life — Bill Burnett and Dave Evans
The lesson: You don't have to discover one perfect life. You can experiment with several possibilities.
One of the most exhausting questions young adults are asked is:
What do you want to do with your life?
The question assumes there's a correct answer hidden somewhere inside you.
A career you're destined to pursue.
A passion waiting to be discovered.
A single path that will somehow make everything fall into place.
Bill Burnett and Dave Evans offer a different approach.
In Designing Your Life, they apply principles from design thinking to decisions about work and life.
Rather than treating the future as a puzzle with one correct answer, they encourage experimentation, curiosity, and the creation of multiple possible paths.
You might not know whether you'd enjoy running a business.
But you could try building something small.
You might not know whether you want to move abroad.
But you could speak to people who've done it, visit, or explore an opportunity.
You might not know whether a different career would suit you.
But you can find ways to test your assumptions before making an irreversible decision.
This is perhaps the most reassuring lesson of all.
You don't need perfect certainty to make progress.
What I wish I'd understood at 25: Clarity often comes from experience, not endless thinking.
The One Thing These Books Have in Common
On the surface, these six books are about very different subjects.
Money. Careers. Time. Habits. Relationships. Personal growth.
But underneath, they share an important idea:
A good life is something you build deliberately, not something that automatically happens when you reach a certain age.
At 25, it's tempting to imagine there's an invisible finish line.
By 30, you'll have the career.
By 35, you'll have the house.
By 40, everything will make sense.
But adulthood doesn't really work like that.
You don't suddenly wake up one morning with all the answers.
You collect experiences. You make mistakes. You change your mind. You discover that some of the things you desperately wanted five years ago aren't particularly important anymore.
And occasionally, you encounter an idea that makes you reconsider something you've believed for years.
That's what the best books do.
They don't hand you a blueprint for life.
They give you better questions to ask while you're living it.
A Small Suggestion Before You Go
You don't need to read all six books this month.
In fact, you probably shouldn't.
Pick the one that speaks to whatever you're currently trying to figure out.
- If money keeps you awake at night, start with The Psychology of Money.
- If you're unsure about your career, try Designing Your Life.
- If you constantly feel behind, Four Thousand Weeks might be exactly what you need.
And if finding time to sit down with a book is difficult, consider listening instead.
A commute, an evening walk, or an ordinary household chore can become an opportunity to spend time with an interesting idea. Many of these titles have audiobook editions available through services such as Audible.

Tomisin Abiodun
Senior Software Engineer @ Checkout.com
I build scalable user-first experiences by combining technical expertise, product thinking and a deep understanding of AI, and I help others do the same.
