Questions to Ask Yourself BEFORE You RETIRE Most People Skip These

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Most people plan retirement financially. Very few prepare for it emotionally. Before you retire, especially if you’re burned out, exhausted, or counting the days, there are questions worth asking that don’t show up in retirement calculators.

In this video, I share 10 honest, non-obvious questions to ask yourself before retiring questions about identity, purpose, boredom, relationships, and what daily life actually feels like after work ends.

This isn’t about delaying retirement. It’s about protecting your peace after you leave.

If you’re retiring early, thinking about retirement after 60, or wondering whether you’re ready emotionally, this conversation is for you.

⏱️ TIMESTAMPS
00:00 Why rushing retirement can backfire
02:03 Q# 1
02:44 Q# 2
03:29 Q# 3
03:59 Q# 4
04:29 Q# 5
05:20 Q# 6
05:40 Q# 7
05:55 Q# 8
06:14 Q# 9
06:43 Q# 10

Question for you:
👉 Which of these questions stopped you in your tracks, and why?
(Reading and responding to comments helps others feel less alone.)


If you’re navigating retirement, especially the emotional side,
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Disclaimer: The information I share is based on my personal experiences and opinions. It is intended for general guidance only and may not be suitable for your unique situation. Please use your own judgment when making decisions. For financial matters, I strongly recommend consulting a licensed financial advisor.


Not: The New Retired Me; Silver and Solo; Buzz’s Retirement Garage; Small Retired Life; Nikol Johnson; Raising Wildflowers; Retired Happy; Steve’s Retirement Corner; Mastering Midlife with Heidi; Holy Schmidt; Diane in Denmark; Happy on Monday; Life with Sandra Hart; Becoming Me, Ronnie Christian (A Resilient Life); retirearly500K; Level 50 Lifestyle; What's Up Boomer; Old Me Living Better




In this video, I share questions I asked myself before retirement, offering valuable retirement advice that might help you too. It's crucial to have a solid retirement planning strategy and consider your retirement mindset as you approach this significant life transition. These retirement reflections can provide insight into what to expect in life after retirement, making your journey smoother.