Anonymous
Post 05/17/2026 17:13     Subject: If you are a guy with a high paying job - when do you plan to retire?

Anonymous wrote:
Anonymous wrote:Why is this a question for only guys? What about any breadwinner?


There’s gender differences in how men vs women are perceived when retiring early. No one bats an eye when a woman isn’t working in her 40s or whatever. You usually get the side eye if you’re a man and not working at that same age. That’s why many “keep up appearances” and mention still working in investments or whatever even if fully retired.


OMG I can totally relate to this. I'm a guy and retired at 47 mainly due to insane investment returns. Friends and relatives, especially the in-laws, just don't get that I'm retired. My FIL makes snide comments to me all the time about not working. He's the working-class hero type, i.e. work until you drop dead. Of course, I do spend a lot of time researching and managing our investments, but they just don't get what I do and we of course never tell them how much I'm making doing it. It's none of their business anyway and frankly they wouldn't believe me if I told them. But when I'm meeting people, I "keep up the appearances" and just mention I work in investments to avoid the conversation completely.
Anonymous
Post 05/17/2026 16:57     Subject: If you are a guy with a high paying job - when do you plan to retire?

Retired at 47 with $17M. My wife and I just wanted absolute freedom to do whatever we wanted whenever we wanted. Two kids in college now. Have never looked back. Investments are earning more than we can spend and their value is now $22M+. But know the market will eventually have a major correction.
Anonymous
Post 05/17/2026 13:26     Subject: If you are a guy with a high paying job - when do you plan to retire?

DH is most likely retiring next year at 69.

I had always imagined him retired at 65 and us moving either somewhere else like FL (which we visited multiple times and decided we hated) or to our weekend place in the Shenandoah. Hasn't happened, and I'm fine with it (I'm younger, so not wanting to retire yet anyway).

Between the two of us, including inheritance money, our finances are in decent shape. So retirement for him is about when he's ready to hang up his work hat; financially he could have retired years ago. He likes his job (we are both lawyers, although I'm no longer practicing).
Anonymous
Post 05/17/2026 13:24     Subject: If you are a guy with a high paying job - when do you plan to retire?

Anonymous wrote:
Anonymous wrote:Why is this a question for only guys? What about any breadwinner?


There’s gender differences in how men vs women are perceived when retiring early. No one bats an eye when a woman isn’t working in her 40s or whatever. You usually get the side eye if you’re a man and not working at that same age. That’s why many “keep up appearances” and mention still working in investments or whatever even if fully retired.


This also applies to guys in their early to mid 50's.
You're too young to retire!
What do you actually do?
I've never heard of anyone retiring so young.
How is that possible?
You must lack motivation lol
Anonymous
Post 05/17/2026 10:55     Subject: If you are a guy with a high paying job - when do you plan to retire?

Anonymous wrote:Why is this a question for only guys? What about any breadwinner?


There’s gender differences in how men vs women are perceived when retiring early. No one bats an eye when a woman isn’t working in her 40s or whatever. You usually get the side eye if you’re a man and not working at that same age. That’s why many “keep up appearances” and mention still working in investments or whatever even if fully retired.
Anonymous
Post 05/17/2026 10:02     Subject: If you are a guy with a high paying job - when do you plan to retire?

Why is this a question for only guys? What about any breadwinner?
Anonymous
Post 05/17/2026 09:46     Subject: If you are a guy with a high paying job - when do you plan to retire?

Took a package at 56. My plan was to work until 59 but the package was really generous and gave me a severance worth two years of total comp. The package also included employer subsidized health care for fifteen months and then I rolled to a retiree health plan which I had earned.

I plugged in working until 59 vs 56 and was surprised how little the change in future net worth was.

If you have the resources, retire. I get why people want to continue to do something when they don’t have to but that isn’t me.

No regrets.

Anonymous
Post 05/17/2026 08:56     Subject: If you are a guy with a high paying job - when do you plan to retire?

62, when I’m forced to retire.
Anonymous
Post 05/17/2026 08:48     Subject: If you are a guy with a high paying job - when do you plan to retire?

I make 380k and am 51. At 55, I will be in a position to retire if I want to. I’ll get to choose on my terms when I stop working. Likely I will retire at 60 but have the freedom to work leas or more.
Anonymous
Post 05/17/2026 08:48     Subject: If you are a guy with a high paying job - when do you plan to retire?

When the youngest leaves the house.
Anonymous
Post 05/17/2026 05:47     Subject: If you are a guy with a high paying job - when do you plan to retire?

seems you are asking guys, my DH makes on average 750k/yr and we have a lot of investments. He also has a trust and could have never worked. He’s in sales and loves the hunt. Not sure if he will ever fully give up work since he technically never had to do it in the first place. However he does love his job and doesn’t suffer foolish managers in the work place.
Anonymous
Post 05/17/2026 01:35     Subject: If you are a guy with a high paying job - when do you plan to retire?

Income doesn't matter, NW does. How much have you saved?
Anonymous
Post 05/17/2026 00:09     Subject: If you are a guy with a high paying job - when do you plan to retire?

When I've saved enough to maintain my current spending levels until I am 80.
Anonymous
Post 05/16/2026 23:23     Subject: If you are a guy with a high paying job - when do you plan to retire?

40s, earning in the high 1s/low 2s most years. I like my work, but I look forward to having more freedom in life. I'd love to hang it up before I'me too old to enjoy the world.

If you are in a similar situation, what are your thoughts about retirement?