The Old Grey Thinker
@the2minutes2.bsky.social
Retired, not expired. Exploring AI, ideas, and the odd daft thought. Helping the over-60s stay sharp without the nonsense.
I stand in the doorway of my own bedroom, looking at the décor I chose years ago, the photos arranged just as I placed them
oldgreythinker.medium.com/why-purpose-...
oldgreythinker.medium.com/why-purpose-...
Why Purpose Feels Different After 65
I woke this morning with that familiar feeling. The quiet house. The stretch of day ahead. The strange hollowness where urgency used to…
oldgreythinker.medium.com
November 28, 2025 at 6:44 PM
I stand in the doorway of my own bedroom, looking at the décor I chose years ago, the photos arranged just as I placed them
oldgreythinker.medium.com/why-purpose-...
oldgreythinker.medium.com/why-purpose-...
Ever notice how being “the nice one” can backfire? Years of being the family’s shock absorber lead to a simmering rage. It’s time to say, “No, that doesn’t work for me,” without all the apologies. Protect your needs. Read the full piece at theoldgreythinker.substack.com
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 28, 2025 at 11:15 AM
Ever notice how being “the nice one” can backfire? Years of being the family’s shock absorber lead to a simmering rage. It’s time to say, “No, that doesn’t work for me,” without all the apologies. Protect your needs. Read the full piece at theoldgreythinker.substack.com
November 28, 2025 at 6:25 AM
Retirement isn’t a soft landing. It’s a quiet shock.
You stop being seen, not just by colleagues, but by the world.
I missed being witnessed.
It's not loneliness; it’s a new kind of visibility.
Read the full piece at theoldgreythinker.substack.com.
You stop being seen, not just by colleagues, but by the world.
I missed being witnessed.
It's not loneliness; it’s a new kind of visibility.
Read the full piece at theoldgreythinker.substack.com.
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 27, 2025 at 2:00 PM
Retirement isn’t a soft landing. It’s a quiet shock.
You stop being seen, not just by colleagues, but by the world.
I missed being witnessed.
It's not loneliness; it’s a new kind of visibility.
Read the full piece at theoldgreythinker.substack.com.
You stop being seen, not just by colleagues, but by the world.
I missed being witnessed.
It's not loneliness; it’s a new kind of visibility.
Read the full piece at theoldgreythinker.substack.com.
Ever sat at a birthday dinner and realised your social life has vanished? Those “lifelong friends” are just ghosts now.
Maybe it’s time to send a message to an “almost-friend.”
Read the full piece at theoldgreythinker.substack.com for more insights.
Maybe it’s time to send a message to an “almost-friend.”
Read the full piece at theoldgreythinker.substack.com for more insights.
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 27, 2025 at 11:30 AM
Ever sat at a birthday dinner and realised your social life has vanished? Those “lifelong friends” are just ghosts now.
Maybe it’s time to send a message to an “almost-friend.”
Read the full piece at theoldgreythinker.substack.com for more insights.
Maybe it’s time to send a message to an “almost-friend.”
Read the full piece at theoldgreythinker.substack.com for more insights.
Tying shoelaces can reveal the truth about time. Once, it was Dad doing the fiddly bits; now it's me. A moment that feels both mundane and monumental.
Read the full piece: theoldgreythinker.substack.com
If today’s launch day, consider subscribing for the deeper version!
Read the full piece: theoldgreythinker.substack.com
If today’s launch day, consider subscribing for the deeper version!
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 26, 2025 at 12:45 PM
Tying shoelaces can reveal the truth about time. Once, it was Dad doing the fiddly bits; now it's me. A moment that feels both mundane and monumental.
Read the full piece: theoldgreythinker.substack.com
If today’s launch day, consider subscribing for the deeper version!
Read the full piece: theoldgreythinker.substack.com
If today’s launch day, consider subscribing for the deeper version!
Feeling a bit lost when the spotlight fades? It’s not failure; it’s your chance for a second life. Try protecting one small pocket of time each week for something purely for you. Read the full piece at theoldgreythinker.substack.com. Consider subscribing for deeper insights!
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 25, 2025 at 1:02 PM
Feeling a bit lost when the spotlight fades? It’s not failure; it’s your chance for a second life. Try protecting one small pocket of time each week for something purely for you. Read the full piece at theoldgreythinker.substack.com. Consider subscribing for deeper insights!
Something personal be gentle oldgreythinker.medium.com/the-middle-c...
The Middle-Class Identity Crisis No One Wants to Admit
Last week, I ran into a former colleague in the queue at the post office. We’d known each other for twenty years — long enough to…
oldgreythinker.medium.com
November 25, 2025 at 8:06 AM
Something personal be gentle oldgreythinker.medium.com/the-middle-c...
You've spent forty years being useful to everyone else. Now your house is quiet and you're asking: "Who am I if I'm not busy?"
New piece on what happens when the spotlight moves.
theoldgreythinker.substack.com
New piece on what happens when the spotlight moves.
theoldgreythinker.substack.com
The Old Grey Thinker | Substack
I help seniors regain what most people assume they’ve lost: earning power and meaning. Through practical AI guides and my daily TOGT essays, I explore how we rebuild purpose, income, and identity in…
theoldgreythinker.substack.com
November 25, 2025 at 7:02 AM
You've spent forty years being useful to everyone else. Now your house is quiet and you're asking: "Who am I if I'm not busy?"
New piece on what happens when the spotlight moves.
theoldgreythinker.substack.com
New piece on what happens when the spotlight moves.
theoldgreythinker.substack.com
There’s a moment when the post arriving is now a major event, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
November 25, 2025 at 6:43 AM
There’s a moment when the post arriving is now a major event, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
There’s a moment when you’ve decided your phone is gaslighting you, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
November 24, 2025 at 8:52 PM
There’s a moment when you’ve decided your phone is gaslighting you, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
There’s a moment when you loudly declare 'I needed that' after every sneeze, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
November 24, 2025 at 7:30 PM
There’s a moment when you loudly declare 'I needed that' after every sneeze, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.substack.com
There’s a moment when your knees have entered their experimental jazz era, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.short.gy/X-B
November 24, 2025 at 6:40 PM
There’s a moment when your knees have entered their experimental jazz era, and you wonder when exactly life became a sitcom with no laugh track. Ever had that feeling? Curious where this is going? More at theoldgreythinker.short.gy/X-B