Coffee-Fueled Stories & Tips
Retirement isn’t the end of the story—it’s the best chapter yet. Grab a cup of coffee and enjoy quick reads on living simply, trying new things, and finding humor in the world’s longest coffee break.
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Leasing a Car in Retirement: My Honest 18-Month Update
I leased a car in retirement 18 months ago despite plenty of criticism. Here’s my honest update, what I’ve learned, and whether I’d make the same decision again.
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CookUnity for Retirees: My Honest Review After Eating 8 Meals
Can a meal delivery service really be worth it in retirement? I ordered eight CookUnity meals, paid for every one myself, and share my honest thoughts on the food, portions, delivery, value, and whether I’d keep my subscription.
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Retirement Mistakes Are More Expensive Than You Think
Retirement mistakes don’t always cost more money—they’re simply much harder to recover from. Here are the lessons I’ve learned that now guide every major retirement decision.
Protect Your Paperwork
Simple checklists and document systems so your family knows what to do in an emergency.
Go to Paperwork →Control Your Monthly Bills
Budget tools and routines that help you control cash flow on a fixed income.
Go to Bills →Living Alone & Stability
Simple routines, mindset, and systems that protect emotional health and daily structure.
Go to Stability →Start with the Free Retirement Paperwork Safety Checklist
👉 “Check your email and click the confirmation link to finish joining.”
🤔 Still thinking about your own retirement?
Every retirement is different. If this article raised questions about your own situation, continue the conversation with the Retired and Trying Companion.
Simply type your question, just as you would ask a friend.
- Downsizing
- Social Security
- Housing
- Purpose
- Budgeting
- Travel
- Any retirement question on your mind
Embrace Retirement Joy and Simple Pleasures
Discover engaging stories, practical tips, and humor crafted to enrich your retirement lifestyle.
Side Hustle Inspiration
Discover easy, low-risk ways to earn extra income in retirement—from creative projects to smart side hustles that keep life interesting.
Simplified Living
Practical tips on decluttering, cutting costs, and focusing on what really matters so you can retire stress-free and enjoy more freedom.
Lighthearted Perspectives
A dose of humor and encouragement for the retired life. From coffee jokes to daily laughs, find joy in the world’s longest coffee break.
Join the Retired and Trying Community
Share laughs, ideas, and side hustles with others living their best retired life. Discover tips, humor, and resources that make every day feel like the world’s longest coffee break.
Retirement with Purpose and Plenty of Laughs
From coffee chats to side hustle experiments, Retired and Trying is where humor meets practical tips for living your best retired life.
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Side Hustles Explored
120
Simplicity in Action
400
Joyful Moments
60
Retirement Tips
Keep the Coffee Break Going ☕
Retirement doesn’t have to be quiet — join me on YouTube for weekly laughs, side hustle ideas, and simple living tips.
Catch up on the latest laughs, lessons, and side hustles from Retired and Trying.
Latest Posts from Retired and Trying
- Leasing a Car in Retirement: My Honest 18-Month Update
- CookUnity for Retirees: My Honest Review After Eating 8 Meals
- Retirement Mistakes Are More Expensive Than You Think
- 10 Choices That Let Me Live on Social Security
- Why Dr. Google Is My Worst Retirement Habit
- Things to Give Up in Retirement (That You Won’t Miss)
- Retirement Isn’t a Destination: Why Life Keeps Changing After You Retire
Want more laughs and lessons? Explore all posts on the Retired and Trying blog
