Most of us know we should talk more about money, but let’s be honest, it can feel awkward. Whether it’s because we were taught not to bring it up, or we’re afraid of what we might reveal, our finances are often the elephant in the room.
But avoiding the conversation doesn’t reduce financial stress. In fact, it usually makes it worse.
This month, try having these four conversations – that’s one each week. They’re simple, powerful, and designed to bring more clarity and confidence to your financial life.
What’s one thing I want to feel differently about with my money?
This is a question for you alone. It’s a gentle but powerful place to start.
It brings awareness to the financial tension points you may be carrying: a recurring worry, an unresolved goal, a habit you’re frustrate with. You don’t need to solve it today, just name it.
This is how change begins: not with big actions, but with honest reflection.
“What does ‘financial progress’ mean to us right now?”
This is a question to talk about with your partner or family.
Goals change and our life moves quickly. What felt like progress six months ago might feel out of sync now. This conversation brings everyone back onto the same page, not just about money, but about values, priorities, and direction.
We don’t need to have identical views, however it’s essential to have a shared understanding.
“What’s the next best move for me (or my business) financially?”
This is a question to talk through with a trusted advisor, mentor, or a financially savvy friend.
This is your practical check-in. You’re not committing to anything, just asking the question out loud. What should or could I focus on next? What’s one move that has the potential to give me more confidence, more clarity, and more control?
You’d be surprised what 20 minutes of outside perspective can unlock.
“What do I want my money to make possible this year?”
This question is for you (with your partner) and someone who supports your bigger vision.
Considering this question shifts the focus from numbers to your deeper purpose. It invites you to connect your finances with something meaningful, whether that’s more freedom, time with family, kickstarting a project, or reducing stress.
It’s not about what you should do with your money, it’s about what you want it to unlock.
Remember, you don’t need to solve everything in one sitting. But a few good conversations, grounded in honesty and curiosity, can shift your whole financial outlook.
Talk it out, write it down, or book a chat. The more you engage with your money, the less it controls you.
Financial confidence doesn’t start in your bank account. It starts in your conversations and the powerful decision to Be the Boss of Your Money.

