Join the mailing list!
How is your relationship with money? Do you have a relationship? If money was personified and sitting across from you right now what would you want to say to her?
Money plays such a major role in all our lives but have you ever really considered the current state of your relationship with it?
For many years I had a bad relationship with money. Money had ripped my family apart in so many different ways, money had caused arguments, money had avoided me! It took a lot of work to overcome that and find a new love for our friendship.
Since I have repaired my relationship with money my finances have changed dramatically!
Read on to work through your money relationship issues! If this scares you then remember changing your relationship with money will change your results with it…
Updated: 16th June 2025
What do you think about money?
Let’s play the word association game right now. When I say the word “money”, what words or phrases come to mind?
I am serious! Let’s do this now. Before you read on, write down the top three things that come to mind when you think of the word money.
I am serious. Stop and write down the top 3 words you associate with money before reading on.
Do the exercise
What comes to mind when you think about money?
This is going to show us a lot about your relationship to money and what you believe about it. I am always amazed when I do this exercise with people. They say words like:
- Root of all evil
- Greed
- Power
- Stress
- Worry
- Lack
What you associate to money is so important because if you think it is bad, evil or scuzzy then how are you going to react when it tries to come into your life?
I asked my Facebook friends what words they associate with money and I got 106 responses! I have taken these words and turned them into a word cloud to illustrate their responses.
One thing you need to know is that my friends are not indicative of the general population. Most of the people on my Facebook are friends from back in the day, friends from Rebel Business School events and more recently friends from the financial independence community. So this is a VERY biased survey, but that doesn’t mean it isn’t interesting and informative.
Here is the word cloud…

These words came up the most…
- Freedom x37
- Security x21
- Choice x14
- Power x11
- Opportunity x10
These are incredibly empowering and positive words and a lot of my friends have good associations with money. So when they think about money they think positive things.
Some, however, do not! One friend wrote:
Greed, Chains & Worry
Wow, if that is what you think of when you think about money, then it is going to colour your decision-making and direction! Are you going to look after money when it shows up if you believe it shows greed? Or are you going to get rid of it as quickly as possible? Are you going to do the work needed to earn the money you need if you think it produces worry?
The words you wrote down about money show a part of your relationship with it and what you associate to it. If you have bad associations and a bad relationship, this is going to affect your decisions over money, your actions, and ultimately your results with it!
Stress, Worry, Greed, Panic, Shortage, Illusion, Envy, Fear, Evil, Regret, Sad, Never Enough, Dislike, The root of all EVIL!
These are some of the words that my friends associate with money. Do you think that believing money is the root of all evil will affect how you work with it, deal with it, and discuss it?
You had better believe it! If you want to improve your financial situation then the first step is to improve your relationship and associations with money.
Freedom or Evil?
Today, I associate words like “freedom”, “opportunity” and “fun” to money and I have a very healthy relationship with it. It flows into my life, I use it to create amazing experiences, change the world, and build freedom.
But, trust me, it wasn’t always that way!

Loads of money
What would you do if a stack of cash turned up in your life? Invest it? Spend it? Party? New car? Do you value money?
The words and phrases I associate with money have changed dramatically over the years. My youth is littered with painful experiences of a feeling of lack and of family fighting over money.
I was 18 years old. I had a job working for my dad in his warehouse and was earning around £450 a month. One night I went out for Chinese food at the local village restaurant with my parents.
I always loved it there; the prawn toast was sensational. However, the conversation at the meal didn’t go well. My dad and I argued and I had this horrible feeling in my belly. He was struggling with money and his businesses were failing. I don’t even remember what exactly we argued about but there was a hideous atmosphere that fell over the table.
I just wanted to leave, to run away, to escape. I felt trapped there and didn’t want him to pay for the meal because it made me feel like I owed him something. I took out my wallet and gave my dad a £20 note to pay for my share of the meal. He saw this as a huge insult, grabbed the money, and threw it in my face, shouting at me. I ran out of the restaurant, tears streaming down my face.
This memory is vivid even today and was one of the strongest memories I have about money and its impact on family. At that point in my life, it made me want to run away from money. I saw it as something that caused huge pain.
My dad’s businesses went bankrupt repeatedly. Some days we would have money, some days we would be out doing a car boot sale (garage sale) to get money to be able to afford to buy food.
I associated pain with money deep in my psyche. This was one of many bad experiences with money and how people behave around it that I used to create bad associations with money.
Over the years different family members have either stolen or tried to steal from our family, tried to rip us off, or worse. I am sure they did it out of lack, fear, or scarcity but they still did it and it changed my associations with money very quickly.
It has taken me many years to get over this. How has your history coloured your relationship with money? Do you have negative associations with money because of your past? Because of family issues? Because of incidents with money?
What is your current relationship with money?
The first step to healing is to understand where your current relationship has come from and then to make a conscious decision, as an adult, whether you accept these associations or beliefs. First you need to understand.
I have an exercise for you that really helped me to figure out a lot of my money beliefs. I want you to write a letter to money. Break out a pen and paper or your laptop and write to money.
You might be thinking, “Alan, have you gone mad? Money isn’t alive? Where do I send it?”
Maybe I am mad, but try it, start writing, and see what comes out. You don’t have to actually put a stamp on it and send it to money. Although if you want to then sent it to us here.
This is a tool to help you uncover your beliefs and associations with money. Some examples I have seen and written myself are:
“Dear Money, you always seem to leave me at the end of the month. I am not sure why you decide to flee the house and leave me high and dry every single month! How am I meant to rely on you being there?”
or…
“Dear Money, you have ripped my family apart. They are jealous and greedy and they try and fight to take you from me. They lie and steal and take you away. It seems as though there is NEVER enough to go around and we are fighting over you all the time.”
or…
“Dear Money, there are so many things I want to do with you. To buy a new car together, to go on holiday and have fun, but you never seem to want to hang out with me for very long. Is it something I did? My parents told me you didn’t grow on trees.”
What do you want to say to money? What would you write?
The first step to changing the programming and associations you have with money is to understand them.
I would love for you to write a letter to money and explore your relationship with it. Take out a piece of paper or your laptop and start writing now.
You aren’t responsible for the bad programming that came from your childhood, but you are 100% responsible for changing it as an adult
The first step to taking control of your relationship with money is to explore it as it currently exists. After you have done that you can start to think how you want it to change, how it could be healthier, and how you want to move forward.
If you never take the time to explore your existing relationship then how can you move forward and improve. it This is one of the first steps towards creating a positive and healthy financial philosophy.
Good luck with writing your letter to money. Be real, be raw, and let out your real emotions. No one is ever going to read this, you can burn it afterwards! Let out your real emotions. The first step to progress is acknowledging where you are right now.
Peace and Pineapples
Alan and Katie
PS Please share our blog with people you think would find it valuable. We want to help as many people as possible with their money. Which is why we created Rebel Finance School…
PPS If you’re happy to share, we’d love to know what you discovered from writing your letter to money. Let us know in the comments below!
Have you been to Rebel Finance School?
It’s our free, 10 week course. We run it once a year to help you work on your money, get on top of it and work towards the comfortable retirement you deserve.
One of the weeks of the course is dedicated to money mindset and improving your relationship with money.
It’s our gift to the world – we have reached financial independence and we want to give back!
One Comment
Leave A Comment
Related Articles
Blog, Financial Independence, Save and Invest
Where do I put my money? Hello there! We wrote this article in 2025. Platform fees in the UK have changed a lot since then! Look out for an updated article coming soon.....With such a confusing array of platforms, funds and fee structures how do you ever decide where to put your money? In [...]
Blog, Financial Independence, Keeping Track, Save and Invest
Where is your net worth? Most people have no clue what their net worth is, let alone where it is. Your net worth is the total of what you own minus what you owe. Your split is the shape of that number. How much is in your Freedom Fund? How much is [...]
Blog, Donegan Update, Finance Book, Overcome Fear, Take Action
The Journey Begins: Writing a Book in Ten Days Have you ever had a burning idea that you just HAVE to share? You know it will help people and you want EVERYONE to know! You think to yourself "this would make an awesome book!" But then it comes down to writing it... and we [...]


Dear Money,
I love you. I really do but you piss me off. I know, I took advantage of you when we were both younger. You were so much fun then. So was I. Clubs, bars, parties, college. It was like you were never ending and I forgot about taking care of you with all those good times we were having, but I have been so good now and I keep track of you but you don’t give anymore than you have to. The thing is, you always come every two weeks, never more, never less and I can’t seem to get you to visit me more often or at least have more of yourself when you do come on those Friday mornings, every two weeks.. What am I doing wrong? I want to enjoy life and feel good doing things but you are always the same. How can we go on an adventure when you hold tight? What can I do to change this frequency of your visits and spend more, much more, with me?