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From Stress to System: How to Set Up a Monthly Money Routine That Actually Works

Tired of financial chaos? Learn how to take control of your money with a simple 60-minute monthly routine. Follow this step-by-step guide and checklist to build confidence, consistency, and peace of mind with your finances.

Money Dad’s Family Financial Fuel

Crash Expert: “This Looks Like 1929” → 70,000 Hedging Here

Mark Spitznagel, who made $1B in a single day during the 2015 flash crash, warns markets are mimicking 1929. Yeah, just another oracle spouting gloom and doom, right?

Vanguard and Goldman Sachs forecast just 5% and 3% annual S&P returns respectively for the next decade (2024-2034).

Bonds? Not much better.

Enough warning signals—what’s something investors can actually do to diversify this week?

Almost no one knows this, but postwar and contemporary art appreciated 11.2% annually with near-zero correlation to equities from 1995–2024, according to Masterworks Data.

And sure… billionaires like Bezos and Gates can make headlines at auction, but what about the rest of us?

Masterworks makes it possible to invest in legendary artworks by Banksy, Basquiat, Picasso, and more – without spending millions.

23 exits. Net annualized returns like 17.6%, 17.8%, and 21.5%. $1.2 billion invested.

Shares in new offerings can sell quickly but…

*Past performance is not indicative of future returns. Important Reg A disclosures: masterworks.com/cd.

If money feels chaotic — bills everywhere, random purchases, and no idea where your money’s going — you’re not alone.

Most families don’t need a new app or a complicated spreadsheet.
They need a system — something simple, repeatable, and effective that gives them control without the overwhelm.

That’s where the Monthly Money Routine comes in.

In just 60 minutes a month, you can replace stress with clarity and build a financial rhythm that keeps your goals on track all year long.

Why You Need a Monthly Money Routine

Life moves fast. Between kids, work, and everything else, it’s easy for finances to fall into autopilot. But autopilot often leads to:

  • Missed payments or forgotten subscriptions

  • Overspending without realizing it

  • Saving “whatever’s left” (which usually isn’t much)

  • Feeling constantly behind, even with good income

A consistent routine turns your money into something you lead — not something that leads you.

Think of it as your family’s financial huddle — a time to check the score, make adjustments, and plan the next play.

The 60-Minute Monthly Money Meeting

This isn’t about staring at spreadsheets for hours.
This is about building confidence and control.

Here’s exactly how to run your monthly meeting — step by step.

Step 1: Review Last Month (15 minutes)

Look back before you look forward.
Ask:

  • Where did our money actually go?

  • Did we overspend in any area? Why?

  • What wins can we celebrate (like paying off debt or sticking to a goal)?

Pro Tip: Use one simple tool (like your bank’s transaction export or a Google Sheet) to categorize spending into “Needs,” “Wants,” and “Goals.”

You’re not judging — you’re learning.

Step 2: Check Upcoming Expenses (10 minutes)

This is where most people get blindsided.
Look 30 days ahead for:

  • Birthdays, holidays, school fees, or travel

  • Car maintenance or insurance renewals

  • Big seasonal costs (like heating oil or back-to-school)

Add these into your plan before they happen, so they don’t wreck your budget later.

Pro Tip: Keep a shared Google Calendar just for “money reminders.”

Step 3: Update Your Goals (10 minutes)

Money is just the tool. Goals are the reason.
Ask:

  • Are we still on track with savings, debt, and investments?

  • Do we need to adjust timelines or contributions?

  • Is there a short-term goal we want to fund next?

Create “mini milestones” — like saving $500 at a time — to stay motivated.

Step 4: Automate & Adjust (10 minutes)

If your system still requires willpower, it’s not a system — it’s a wish.

Spend 10 minutes optimizing:

  • Increase or start automated transfers to savings

  • Schedule bill payments

  • Adjust spending categories for next month

Pro Tip: Automate your priorities (like savings or debt payments) so they happen before lifestyle spending.

Step 5: Family Check-In (15 minutes)

This part is powerful.
If you’re married or have kids, invite them into the conversation.
Talk about:

  • Wins (like paying off a credit card)

  • What you’re saving for together (vacation, college fund, etc.)

  • Any worries or ideas they have

When money becomes a family conversation, it builds unity, not tension.

Your Monthly Money Routine Checklist

Print this and post it where you’ll see it:

✅ Review last month’s income, spending, and savings
✅ Track wins + identify leaks
✅ Note all upcoming expenses (30 days out)
✅ Adjust or create monthly goals
✅ Automate transfers and bills
✅ Discuss and celebrate with your partner or family
✅ Repeat next month — same time, same place

Want to Go Deeper? Download My Free “Monthly Money Routine” Template

I’ve built a simple one-page system to help you organize this process — including:

  • A printable Monthly Money Checklist

  • A fillable Money Meeting Agenda

  • A sample Automation Flow Setup

👉 Download your free Monthly Money Routine Template here to start your system today and follow along each month with The Money Dad newsletter.

Final Thought

Getting your finances organized doesn’t require perfection — it requires consistency.

When you turn chaos into a system, you create space for peace, progress, and purpose.
So grab your coffee, open your laptop, and schedule your first Monthly Money Meeting.

A year from now, you’ll be amazed at how much has changed — not just in your bank account, but in your confidence.

Join my free weekly newsletter, The Money Dad, to get the printable template, monthly reminders, and real-life tips to make money feel easier, not heavier.

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