Seeking Retirement

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Question for the group about when to draw SSI

Hello everybody, Let me start by saying I am looking for your thoughts, not specific guidance. I have not yet found or spoken to any retirement planner, it's on the list to do soon. 1st Question, How ...

reddit.com Jan 15 2026

I’ve Never Seen So Many Retirees Make This Same Mistake

Most retirees who make this mistake aren’t reckless. They’re careful. They’re doing what they believe is responsible, and that’s what makes it so painful to see when it backfires. James explains why t...

buzzsprout.com Jan 15 2026

This Is What a $10M Retirement Actually Looks Like

A $10 million retirement is often imagined as the finish line — complete freedom, unlimited spending, and no financial stress. The reality is more complex. James walks through what an eight-figure ret...

buzzsprout.com Jan 15 2026

Building a new home. Are we crazy??

Retiring in four years, looking at downsizing from a two story home with a very large yard. We’re looking into building a new ranch style home. Looks like all-in that will cost an additional $300k. Ha...

reddit.com Jan 14 2026

Living off more, less or the same?

When planning for retirement a major question is how much money will you need per year to live on. For all you who have been through that and are retired, are you finding that you are spending more in...

reddit.com Jan 14 2026

My 1 Year Retirement Anniversary!

January 10th, 2026 is the 1 year anniversary of my retirement! I can’t believe how fast the year flew by. I was 61.5F when I finally had the courage to let go of my career & paycheck. I have finally l...

reddit.com Jan 12 2026

Year-End Planning: Estimated Tax Payments

As the year comes to a close, Roger Whitney reflects on the power of words, walks through an important year-end tax planning reminder for retirees, shares listener stories and perspectives, and invite...

share.transistor.fm Jan 05 2026

Should You Give Away Your Money in Retirement?

Jeremy Keil weighs the opportunities and risks associated with giving your money away to your kids and charity. Most retirees I talk with don’t worry about whether they can give money away. They worry...

keilfp.com Jan 04 2026

Year-End Planning: The Basics of Charitable Giving

In this Christmas Eve episode, Roger Whitney explores the basics of charitable giving as part of an intentional retirement plan, with a timely focus on year-end decisions. He explains how charitable d...

share.transistor.fm Dec 29 2025

No, the Poverty Line Isn’t $140,000 a Year

A few weeks ago, Michael Green published a post where he argued that the poverty line for a family of four in the U.S. wasn't $32,100 in annual income (as currently claimed by the Department of Health...

ofdollarsanddata.com Dec 19 2025

An Opportunity to Give Back

This holiday season, we ask you to consider helping out a community in need. The post An Opportunity to Give Back appeared first on Wealthy Retirement.

wealthyretirement.com Dec 19 2025

The Woman in Black

Many years ago, in that world of work I invariably wore black. Dull, sombre coloured suits with white blouses and heeled shoes were viewed as appropriate attire for both office and court room. I think...

aretirementblog.blogspot.com Dec 10 2025

Are There Unmet Needs?

The end of the year always awakens in me a desire to do a life review – how am I doing with my retirement lifestyle vision, how is my wellbeing, what’s working/what’s missing, what’s the plan for next...

retirementtransition.blog Dec 08 2025

Year-End Planning: Tax-Loss Harvesting

? Show Notes In this episode, Roger Whitney kicks off a month-long series on year-end planning for retirement. He shares insights on tax loss harvesting, a technique that can help you minimize capital...

share.transistor.fm Dec 04 2025

A Future Strategy

I have just returned from another enjoyable but exhausting trip to London to see our granddaughters. On this occasion, rather than driving, Mister E and I took the train and the journey proved to be t...

aretirementblog.blogspot.com Dec 03 2025

Is It Time To Jump Into the Housing Market Yet?

Ever since we had a kid, my friends and family were like “well, I guess you’re going to have buy a house now!” After all, they reasoned, we couldn’t possibly raise a kid in a one-bedroom apartment, ri...

millennial-revolution.com Nov 24 2025

The Gap Between Living And Living Well

On rare occasions, I read something so insightful that I feel compelled to share it with the readers of this blog. Today’s article is an example of one such occasion. […] The post The Gap...

theretirementmanifesto.com Nov 21 2025

How Do I Build My Initial Cash Cushion for Retirement?

? Show Notes In this episode, Roger Whitney explores the psychology of loss aversion and how it affects financial decision-making. He introduces the new Retirement Toolbox segment, offering practical,...

youtube.com Nov 16 2025

How Do I Build My Initial Cash Cushion for Retirement?

? Show Notes In this episode, Roger Whitney explores the psychology of loss aversion and how it affects financial decision-making. He introduces the new Retirement Toolbox segment, offering practical,...

share.transistor.fm Nov 12 2025

Solo retirement at 59 F no kids

Retiring soon. Looking for insights on my ability to retire, and things I haven’t considered — especially from women in similar life circumstances. I have 600K in mixed retirement accounts...

reddit.com Nov 08 2025

SoCal / San Diego for Retirement?

My wife and I (both retired, not working jobs) are strongly considering San Diego CA as our final living destination. Austin TX is just getting too hot, and it will only get worse. 8 months of summer,...

reddit.com Nov 08 2025

The 10 R's for a Joyful Retirement with Cesar Aguirre

? SHOW NOTES In this episode, Roger Whitney explores the art of retirement goal setting with his signature blend of practical advice and thoughtful reflection. He sits down with Cesar Aguirre, who sha...

share.transistor.fm Nov 05 2025