How to Break Free From the Someday Trap

Don’t fall into the someday trap. Discover how procrastination steals time, money, and happiness, and learn how to take action today!

💰 The Cost of Waiting: How the ‘Someday’ Trap Steals Your Time, Money, and Happiness

It’s five years from now. You’re sitting in the exact same spot, thinking the exact same thoughts.

That trip you wanted to take? Still on the bucket list. That dream of full-time RVing? Still “in the works.”

That side business you wanted to start? Still, just an idea scribbled in a notebook.

Now ask yourself: How would it feel to look back and realize that nothing changed because you kept waiting?

❓ What If ‘Someday’ Never Comes?

Here’s the harsh truth: Waiting isn’t harmless. It’s stealing from you.

It’s stealing your time, your happiness, your dreams. And the longer you wait, the more you lose.

My sister and her husband fell into the someday trap. They were planning to go to Hawaii for their 25th wedding anniversary.

But sadly, ‘someday’ never came. They both passed away in the 50’s, 3 years apart. And that’s when we said, we weren’t going to fall into the someday trap.

👎 Why We Fall Into the Someday Trap

The ‘someday’ mindset is sneaky. It convinces you that waiting is the responsible, smart, or “realistic” thing to do.

It whispers excuses that sound logical:

• “I’ll travel when I have more money.”
• “I’ll start that business when life settles down.”
• “I’ll focus on my health when work isn’t so stressful.”

These aren’t just innocent delays, they’re patterns of thinking that keep us stuck. And the scary part? Most people never break out of them.

The Real Reasons We Procrastinate

If we know time is precious, why do we keep waiting? Because our brains are wired to avoid discomfort and crave certainty.

Here’s what’s really happening:

1. Fear of Failure – If you never start, you can’t fail. But if you never try, you also never succeed. This fear keeps us in our comfort zones, even when we know staying put means missing out.
2. Paralysis by Analysis – The more we overthink, the more overwhelming a decision becomes. We convince ourselves we need more research, more preparation, or “just a little more time.”
3. The Myth of Readiness – We believe we need to feel “ready” before we take action. But the truth is, readiness doesn’t come before action—it comes from action.

The longer we wait, the easier it is to keep waiting. Days turn into months. Months turn into years. And one day, we wake up and wonder where the time went.

🫣 The Hidden Costs of Waiting

People think waiting is a neutral choice, just pressing pause. But in reality, waiting has a cost. And the longer you wait, the more expensive it gets.

Lost Time (And You Can’t Get It Back)

Time is the one thing you can’t buy, rewind, or earn more of. Every single day you wait is a day you’ll never get back.

• How many experiences have you missed out on because you were “waiting for the right time”?
• How many skills, relationships, or opportunities could you have built if you started sooner?

Years from now, you won’t regret the things you did…you’ll regret the things you didn’t do.

Lost Money (Waiting is Expensive!)

People often think waiting is the safe financial choice. But in many cases, waiting actually costs you money.

• Maybe you’re waiting to invest in something that could improve your life or income, only to find the price has doubled when you’re finally “ready.”
• Maybe you’re stuck in a job you don’t love, pushing off starting your own business, losing potential income every month you wait.
• Maybe you’re delaying full-time RVing, spending money maintaining a house you don’t even want to live in anymore.

By waiting, you’re not saving…you’re losing.

The Emotional Toll of Regret

Ever look back at an opportunity you didn’t take and think, What if? That feeling is regret, and it’s heavy.

• Regret over the experiences you missed.
• Regret over the chances you didn’t take.
• Regret over the fact that you let fear, doubt, or excuses hold you back.

The weight of “what if” is often far heavier than the risk of trying.

⏳ The Perfect Time Is a Myth

So many people wait for the perfect time when they have more money, more confidence, more knowledge, more support.

But here’s the truth:

• The perfect time doesn’t exist. If you keep waiting for everything to align perfectly, you’ll be waiting forever.
• Action creates clarity. You don’t need a perfect plan, you just need to start. Clarity and confidence come after action, not before.
• Every expert started as a beginner. No one starts out 100% prepared. The people who succeed aren’t the ones who waited until they were “ready”, they’re the ones who started before they were.

👍 How to Break Free and Take Action Today

If you recognize yourself in any of this, don’t panic! The good news? You can break out of the waiting cycle right now.

Step 1: Identify One Area Where You’re Waiting

Ask yourself: What’s something I keep telling myself I’ll do ‘someday’?

• Traveling more?
• Downsizing and hitting the road?
• Starting that side business?
• Making a big life change?

Step 2: Challenge Your Excuses

For every reason you’re waiting, ask yourself:

• Is this actually true, or just a fear-based excuse?
• What small step could I take today to move forward?

Step 3: Take Immediate Action (Even If It’s Small!)

Action doesn’t have to be big to be powerful. Even the smallest step forward is better than standing still.

• If you dream of RVing full-time, start researching routes or selling one unused item today.
• If you want to travel more, book a weekend trip—even if it’s just a short drive away.
• If you want to start a side business, register a domain name or sketch out your first product idea.

🛑 Final Takeaway: Stop Waiting, Start Living

The biggest risk isn’t failing…it’s never trying.

Every dream, every adventure, every life-changing experience starts with one decision: to stop waiting and start doing.

So, what’s one thing you can do today? right now? to move closer to the life you want? Whatever it is, do it. Your future self will thank you.

👉 What’s Next?

If this resonated with you and you’re ready to stop waiting, I have something for you: The RV Comparison Checklist. It’s a free resource designed to help you.

✅ Identify what you’ve been waiting on
✅ Turn your “someday” dreams into concrete, actionable steps
✅ Start making progress TODAY

Because ‘someday’ is not a day of the week.

Grab your copy and take the first step toward the life you want! 🚀

What if tomorrow never comes?

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