Bill Winterberg
@billwinterberg.bsky.social
Make financial planning more accessible with fintech.
🎥 Content producer
🏆 Award-winning pinball player
📍Boston.
🎥 Content producer
🏆 Award-winning pinball player
📍Boston.
Pinned
Get to know your mutuals, in no particular order post 10 things you like!
1. Historical fiction
2. Writing
3 hanging with my daughter
4. Naps
5. Poasting
6. Living in new places
7. Biking around
8. Learning cooking
9. Seed oils
10. Supporting people’s creative paths
1. Historical fiction
2. Writing
3 hanging with my daughter
4. Naps
5. Poasting
6. Living in new places
7. Biking around
8. Learning cooking
9. Seed oils
10. Supporting people’s creative paths
Get to know your mutuals, in no particular order post 10 things you like!
1. moss
2. light shining through tree leaves
3. weird old lenses
4. books, books, more books
5. interior design
6. joyful hating with joyful haters
7. chairs
8. paintings
9. pictorialism
10. CATS
1. moss
2. light shining through tree leaves
3. weird old lenses
4. books, books, more books
5. interior design
6. joyful hating with joyful haters
7. chairs
8. paintings
9. pictorialism
10. CATS
Get to know your mutuals, in no particular order post 10 things you like!
1. Playing pinball
2. Road cycling
3. My 2004 Subaru WRX
4. Grilling/Smoking 🥩
5. Road trips
6. Video production
7. Lattes
8. Deals on FB Marketplace
9. Carson Kitchen’s bacon jam 🤤
10. Fintech that makes planning affordable
1. Playing pinball
2. Road cycling
3. My 2004 Subaru WRX
4. Grilling/Smoking 🥩
5. Road trips
6. Video production
7. Lattes
8. Deals on FB Marketplace
9. Carson Kitchen’s bacon jam 🤤
10. Fintech that makes planning affordable
How do you get “good” at pinball?
By playing a lot of pinball. Not by watching a lot of pinball videos.
Using AI/LLM is like removing the outlanes from the playfield. Yes, you score tons of points, but that’s because the actual skill (risk of drains) is negated. You don’t learn how to play better
By playing a lot of pinball. Not by watching a lot of pinball videos.
Using AI/LLM is like removing the outlanes from the playfield. Yes, you score tons of points, but that’s because the actual skill (risk of drains) is negated. You don’t learn how to play better
If you want to build skills and be competent at the thing, you must do the thing.
For knowledge, this means writing. Reading summaries written by a sycophant gives you an idiot’s confidence and little else.
Which makes the whole ‘CEO uses AI’ thing doubly sweet.
fortune.com/2025/11/19/g...
5/?
For knowledge, this means writing. Reading summaries written by a sycophant gives you an idiot’s confidence and little else.
Which makes the whole ‘CEO uses AI’ thing doubly sweet.
fortune.com/2025/11/19/g...
5/?
Google’s Sundar Pichai says the job of CEO is one of the ‘easier things’ AI could soon replace | Fortune
Pichai said apart from running a company, advances in AI could also help people evaluate medical treatment or decide whether to invest in a stock.
fortune.com
November 21, 2025 at 2:30 PM
How do you get “good” at pinball?
By playing a lot of pinball. Not by watching a lot of pinball videos.
Using AI/LLM is like removing the outlanes from the playfield. Yes, you score tons of points, but that’s because the actual skill (risk of drains) is negated. You don’t learn how to play better
By playing a lot of pinball. Not by watching a lot of pinball videos.
Using AI/LLM is like removing the outlanes from the playfield. Yes, you score tons of points, but that’s because the actual skill (risk of drains) is negated. You don’t learn how to play better
Installed code v0.87 on Star Wars: Fall of the Empire. Played and completed the Sarlacc Escape mode for 320 million. It’s a 5(?) ball multiball mode with a pretty generous ball save timer. Fun reward for playing all 3 Jabba modes.
November 21, 2025 at 2:57 AM
Installed code v0.87 on Star Wars: Fall of the Empire. Played and completed the Sarlacc Escape mode for 320 million. It’s a 5(?) ball multiball mode with a pretty generous ball save timer. Fun reward for playing all 3 Jabba modes.
Nice, Guideline raised their account fees by 87.5% six months ago.
Now I remember receiving their email about the fee increase back in March.
Buhbyenow 👋
Now I remember receiving their email about the fee increase back in March.
Buhbyenow 👋
November 19, 2025 at 4:15 PM
Nice, Guideline raised their account fees by 87.5% six months ago.
Now I remember receiving their email about the fee increase back in March.
Buhbyenow 👋
Now I remember receiving their email about the fee increase back in March.
Buhbyenow 👋
Earth to Kilauea:
“Would it kill you to raise the seat for once?!?”
“Would it kill you to raise the seat for once?!?”
November 18, 2025 at 6:37 PM
Earth to Kilauea:
“Would it kill you to raise the seat for once?!?”
“Would it kill you to raise the seat for once?!?”
Looks good! 😊
November 18, 2025 at 12:26 AM
Looks good! 😊
November Bill is frustrated with April Bill for not properly draining all the fuel from the snowblower’s fuel tank. 😬
November 15, 2025 at 4:48 PM
November Bill is frustrated with April Bill for not properly draining all the fuel from the snowblower’s fuel tank. 😬
Nice night for a football game! 🏈
Milton Wildcats vs Masconomet Regional Chieftains
MIAA Football Division 3 Playoff, Round of 8
Milton Wildcats vs Masconomet Regional Chieftains
MIAA Football Division 3 Playoff, Round of 8
November 14, 2025 at 11:33 PM
Nice night for a football game! 🏈
Milton Wildcats vs Masconomet Regional Chieftains
MIAA Football Division 3 Playoff, Round of 8
Milton Wildcats vs Masconomet Regional Chieftains
MIAA Football Division 3 Playoff, Round of 8
For those interested in Star Wars: Fall of the Empire pinball, it was my first game successfully starting all 8 character missions (but completed only 5), and … nothing happens in the code. I guess you have to *complete* all 8 for the wizard mode.
Which is hard to do. 😣
Which is hard to do. 😣
November 13, 2025 at 10:09 PM
For those interested in Star Wars: Fall of the Empire pinball, it was my first game successfully starting all 8 character missions (but completed only 5), and … nothing happens in the code. I guess you have to *complete* all 8 for the wizard mode.
Which is hard to do. 😣
Which is hard to do. 😣
This made me laugh 🫢
6-7 🫲🫱
6-7 🫲🫱
November 13, 2025 at 8:50 PM
This made me laugh 🫢
6-7 🫲🫱
6-7 🫲🫱
Repost with an iconic fictional band
November 11, 2025 at 5:01 PM
Repost with an iconic fictional band
There’s no such thing as bad cycling weather, only bad cycling gear.
👇👇
👇👇
In honor of my first <30ºF bike commute of the season, let's talk about how to stay warm in the 20s, 10s, and even 0s.
For years I biked for transit in Boston 9 months a year, pausing in winter – but one year I decided to just keep going. So can you!
Here are some tips 👇🏻, please share yours too!
For years I biked for transit in Boston 9 months a year, pausing in winter – but one year I decided to just keep going. So can you!
Here are some tips 👇🏻, please share yours too!
November 11, 2025 at 2:15 PM
There’s no such thing as bad cycling weather, only bad cycling gear.
👇👇
👇👇
Respect to the Hertz marketing team for reading the room and insinuating that there might be “unexpected delays” for travel over the holidays
🧐
🧐
November 11, 2025 at 12:25 AM
Respect to the Hertz marketing team for reading the room and insinuating that there might be “unexpected delays” for travel over the holidays
🧐
🧐
Strike while the iron is hot!
60° on a November day in Boston, let’s ride! 🚴
60° on a November day in Boston, let’s ride! 🚴
November 8, 2025 at 5:59 PM
Strike while the iron is hot!
60° on a November day in Boston, let’s ride! 🚴
60° on a November day in Boston, let’s ride! 🚴
No pain, no capital gain! 🏋️
Millionaires value their personal trainers and therapists more than their wealth advisors
Millionaires value their personal trainers and therapists more than their wealth advisors
The trend highlight the growing importance of so-called "soft services" for the wealthy.
cnb.cx
November 8, 2025 at 2:28 PM
No pain, no capital gain! 🏋️
Milton Wildcats vs Reading Memorial Rockets
MIAA Football Div 3 Playoff Game: Round of 16
MIAA Football Div 3 Playoff Game: Round of 16
November 8, 2025 at 12:02 AM
Milton Wildcats vs Reading Memorial Rockets
MIAA Football Div 3 Playoff Game: Round of 16
MIAA Football Div 3 Playoff Game: Round of 16
I did two full synthetic oil changes this weekend on our cars. What’s that worth these days, $400? 💪
November 2, 2025 at 11:27 PM
I did two full synthetic oil changes this weekend on our cars. What’s that worth these days, $400? 💪
Reposted by Bill Winterberg
At long last, #Yosemite thread 🧵.
On the climb up to Crane Flat on CA120, I crossed a mile of elevation again. Pretty nice view from up there looking northward.
#BikeSky #BicycleTravel #California
1/16
On the climb up to Crane Flat on CA120, I crossed a mile of elevation again. Pretty nice view from up there looking northward.
#BikeSky #BicycleTravel #California
1/16
November 1, 2025 at 6:03 PM
At long last, #Yosemite thread 🧵.
On the climb up to Crane Flat on CA120, I crossed a mile of elevation again. Pretty nice view from up there looking northward.
#BikeSky #BicycleTravel #California
1/16
On the climb up to Crane Flat on CA120, I crossed a mile of elevation again. Pretty nice view from up there looking northward.
#BikeSky #BicycleTravel #California
1/16
Final night of high school football, Natick at Milton.
(Scoreless w/ 10:00 left in Q2)
(Scoreless w/ 10:00 left in Q2)
October 31, 2025 at 11:29 PM
Final night of high school football, Natick at Milton.
(Scoreless w/ 10:00 left in Q2)
(Scoreless w/ 10:00 left in Q2)
Well, Boston weather is doing an excellent job of preparing us for the time change this weekend and early sunsets.
#NoSunshineSinceMonday ☁️😟☁️
#NoSunshineSinceMonday ☁️😟☁️
October 31, 2025 at 7:00 PM
Well, Boston weather is doing an excellent job of preparing us for the time change this weekend and early sunsets.
#NoSunshineSinceMonday ☁️😟☁️
#NoSunshineSinceMonday ☁️😟☁️
New Star Wars: FotE pinball code 0.86 just released.
Guess what? You now get a “Not a Jedi Yet” mini wizard mode after starting four different character modes 😉
That’ll make things less of a grind.
Guess what? You now get a “Not a Jedi Yet” mini wizard mode after starting four different character modes 😉
That’ll make things less of a grind.
Best game on Star Wars: FotE so far, but it’s a grind. Started 6 missions, completed 5. You can’t start the Yoda or Obi-wan missions until the other 6 are complete. On code 0.84, but downloading 0.85 right now.
Something fun should happen after completing 3 of the first 6 missions, IMO 😐
Something fun should happen after completing 3 of the first 6 missions, IMO 😐
October 30, 2025 at 7:30 PM
New Star Wars: FotE pinball code 0.86 just released.
Guess what? You now get a “Not a Jedi Yet” mini wizard mode after starting four different character modes 😉
That’ll make things less of a grind.
Guess what? You now get a “Not a Jedi Yet” mini wizard mode after starting four different character modes 😉
That’ll make things less of a grind.
Even more record highs were reached in the future.
#SavedYouAick
#SavedYouAick
The Fed has cut rates with the S&P 500 at a record four times before. Here's what happened next
The Fed has cut rates with the S&P 500 at a record four times before. Here's what happened next
A Federal Reserve rate cut is all but guaranteed, and it could forebode a big gain ahead for the broader market.
cnb.cx
October 29, 2025 at 2:09 PM
Even more record highs were reached in the future.
#SavedYouAick
#SavedYouAick
It’s NEPL Week Eight, the final week of league play. Play well tonight and I’ll secure a spot in the B Division finals. 🤞
October 28, 2025 at 11:03 PM
It’s NEPL Week Eight, the final week of league play. Play well tonight and I’ll secure a spot in the B Division finals. 🤞
So who was the parent who actually threw out the baby with the bath water? 🧐
October 28, 2025 at 12:20 PM
So who was the parent who actually threw out the baby with the bath water? 🧐
My 2004 Subaru Impreza wagon liftgate bolt broke off.
Turns out there was a recall for this, WVD-14, but only for model years 2002-2003.
I called Subaru of America, but they declined to repair this under a goodwill gesture, despite being the original owner of this car for 21 years!!
Shortsighted. 😞
Turns out there was a recall for this, WVD-14, but only for model years 2002-2003.
I called Subaru of America, but they declined to repair this under a goodwill gesture, despite being the original owner of this car for 21 years!!
Shortsighted. 😞
October 27, 2025 at 7:03 PM
My 2004 Subaru Impreza wagon liftgate bolt broke off.
Turns out there was a recall for this, WVD-14, but only for model years 2002-2003.
I called Subaru of America, but they declined to repair this under a goodwill gesture, despite being the original owner of this car for 21 years!!
Shortsighted. 😞
Turns out there was a recall for this, WVD-14, but only for model years 2002-2003.
I called Subaru of America, but they declined to repair this under a goodwill gesture, despite being the original owner of this car for 21 years!!
Shortsighted. 😞