Why Spending in Retirement Feels So Hard (and What to do About it)

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frugality in Retirement

Why Spending in Retirement Feels So Hard (and What to Do About It)

From the Desk of Dave Smith, The Ultimate Retirement Coach

Hi there,

After decades of disciplined saving, many retirees find themselves stuck. Not because they can’t spend — but because they won’t.

Here’s what no one tells you:

One of the most overlooked parts of retirement planning isn’t financial — it’s emotional. It’s the internal shift from being a saver to becoming a spender.

Let’s break it down this week into one powerful idea, one reflection question, and one actionable exercise.

💡 ONE IDEA

Your frugality was your superpower — but it might be holding you back now.
You’ve mastered the art of saving. That discipline built the nest egg you now have. But in retirement, that same skill can turn into fear, guilt, or hesitation around spending — even when the numbers say “you’re okay.”

It’s time to reframe your money mindset: Spending is not failure. Spending is fulfillment.

❓ ONE QUESTION

What experiences would you deeply regret missing out on if you never acted?
Most humans fear missing out more than they chase positive experiences. Use that wiring to your advantage. Instead of focusing on the cost of spending, ask yourself:

“What would I miss if I don’t do this now?”

📝 ONE EXERCISE: “Future Regrets” List

Set aside 20 minutes this week to complete this short reflection exercise. You’ll create a personal Regret-Prevention List — a powerful motivator to help you start spending with purpose.

👉 Download the Worksheet: [Regret Prevention Worksheet – PDF]

Step-by-step:

  1. Write down 5–10 experiences you’ve always dreamed of doing in retirement.
  2. Next to each one, ask: “Would I regret not doing this?”
  3. Star the top 3 that stir emotion.
  4. Share the list with your spouse, financial advisor, or a trusted friend.

Remember:

A high net worth doesn’t equal a well-lived life.
A well-lived life is filled with connection, purpose, and yes — a little adventure.

Until next week,
Dave Smith
The Ultimate Retirement Coach
Helping you retire with clarity, confidence, and joy.

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