steve o’grady
@sogrady.org
helped found redmonk. if you see someone at a tech conference wearing a Red Sox hat, that's probably me. otherwise found in the great state of Maine. wrote the new kingmakers and the software paradox. married to @girltuesday.org. eph.
nothing inspires credibility like a would be financier who thinks your analyst business is actually a restaurant
February 1, 2026 at 7:45 PM
nothing inspires credibility like a would be financier who thinks your analyst business is actually a restaurant
NEIGHBOR: are you still feeding your crows?
ME: oh yeah, 100%
NEIGHBOR: we saw one the other day with a gray patch on its-
ME: right, that's Gray Feathers
NEIGHBOR: wait, you have names for them?
ME: not...all of them?
ME: oh yeah, 100%
NEIGHBOR: we saw one the other day with a gray patch on its-
ME: right, that's Gray Feathers
NEIGHBOR: wait, you have names for them?
ME: not...all of them?
January 31, 2026 at 4:03 AM
NEIGHBOR: are you still feeding your crows?
ME: oh yeah, 100%
NEIGHBOR: we saw one the other day with a gray patch on its-
ME: right, that's Gray Feathers
NEIGHBOR: wait, you have names for them?
ME: not...all of them?
ME: oh yeah, 100%
NEIGHBOR: we saw one the other day with a gray patch on its-
ME: right, that's Gray Feathers
NEIGHBOR: wait, you have names for them?
ME: not...all of them?
no shit, Apple Watch, it’s not called a red eye because it‘s good for you
January 30, 2026 at 12:37 PM
no shit, Apple Watch, it’s not called a red eye because it‘s good for you
it’s been six years since she jumped through a bunch of hoops to get the red sox world series game on in the SFO sky club, and i still heavily overtip the bartender every time i’m in here.
she doesn’t know why, and she doesn’t need to. red sox fans don’t forget that kind of kindness.
she doesn’t know why, and she doesn’t need to. red sox fans don’t forget that kind of kindness.
January 30, 2026 at 4:48 AM
it’s been six years since she jumped through a bunch of hoops to get the red sox world series game on in the SFO sky club, and i still heavily overtip the bartender every time i’m in here.
she doesn’t know why, and she doesn’t need to. red sox fans don’t forget that kind of kindness.
she doesn’t know why, and she doesn’t need to. red sox fans don’t forget that kind of kindness.
all the talk of FOSDEM is making me sad, for missing FOSDEM yet again, but more for the permanent closing of what was probably my favorite bar in the world.
it was so good that if i’d known this was happening, i would have manufactured a reason to fly to brussels to go one last time.
it was so good that if i’d known this was happening, i would have manufactured a reason to fly to brussels to go one last time.
January 29, 2026 at 3:57 AM
all the talk of FOSDEM is making me sad, for missing FOSDEM yet again, but more for the permanent closing of what was probably my favorite bar in the world.
it was so good that if i’d known this was happening, i would have manufactured a reason to fly to brussels to go one last time.
it was so good that if i’d known this was happening, i would have manufactured a reason to fly to brussels to go one last time.
“they’re just deporting criminals”
my state has been invaded by monsters. just straight up monsters.
my state has been invaded by monsters. just straight up monsters.
January 29, 2026 at 3:10 AM
“they’re just deporting criminals”
my state has been invaded by monsters. just straight up monsters.
my state has been invaded by monsters. just straight up monsters.
per a friend of RedMonk, ChatGPT has an interesting set of default examples for analyst firms
January 28, 2026 at 10:04 PM
per a friend of RedMonk, ChatGPT has an interesting set of default examples for analyst firms
Savannah Thissen, like the other good people of Minneapolis, is very brave
www.nbcnews.com/news/us-news...
www.nbcnews.com/news/us-news...
January 27, 2026 at 9:25 PM
Savannah Thissen, like the other good people of Minneapolis, is very brave
www.nbcnews.com/news/us-news...
www.nbcnews.com/news/us-news...
things that happen to cities i visit
January 26, 2026 at 3:15 PM
things that happen to cities i visit
things that happen on days i (in theory) travel
January 26, 2026 at 3:15 PM
things that happen on days i (in theory) travel
ME: hmm, big storm coming this weekend, maybe i should look into flying out of Boston instead of Portland
BOSTON:
BOSTON:
January 22, 2026 at 5:54 PM
ME: hmm, big storm coming this weekend, maybe i should look into flying out of Boston instead of Portland
BOSTON:
BOSTON:
furious that this is about to happen, proud that the Portland School system still has its principles
January 15, 2026 at 1:37 PM
furious that this is about to happen, proud that the Portland School system still has its principles
TEN YEAR OLD: daddy, i know you're sad about stranger things being over. but don't worry, i made this for you.
January 14, 2026 at 2:11 PM
TEN YEAR OLD: daddy, i know you're sad about stranger things being over. but don't worry, i made this for you.
we get spam offers of capital all the time, but recently the spammers have become convinced that redmonk is a restaurant which makes me wonder what kind of restaurant we'd be
January 12, 2026 at 10:24 PM
we get spam offers of capital all the time, but recently the spammers have become convinced that redmonk is a restaurant which makes me wonder what kind of restaurant we'd be
every so often, i play songs for my ten year old on the way to school and we talk about what they mean.
tomorrow's selection.
tomorrow's selection.
January 8, 2026 at 3:37 AM
every so often, i play songs for my ten year old on the way to school and we talk about what they mean.
tomorrow's selection.
tomorrow's selection.
i always suspected that the duffer brothers were writing stranger things specifically just for me, but i never knew for sure until now. objective proof.
thanks guys.
thanks guys.
January 5, 2026 at 9:02 PM
i always suspected that the duffer brothers were writing stranger things specifically just for me, but i never knew for sure until now. objective proof.
thanks guys.
thanks guys.
belatedly occurring to me that i'm not going to be able to watch violent night tomorrow as regularly scheduled due to the stranger things volume 2 drop.
the good news is that i've already seen christmas vacation this year, so i can swap those easily.
the good news is that i've already seen christmas vacation this year, so i can swap those easily.
December 24, 2025 at 10:42 PM
belatedly occurring to me that i'm not going to be able to watch violent night tomorrow as regularly scheduled due to the stranger things volume 2 drop.
the good news is that i've already seen christmas vacation this year, so i can swap those easily.
the good news is that i've already seen christmas vacation this year, so i can swap those easily.
it was this or die hard, and i’ve got a better chance of the ten year old sitting through die hard tomorrow than this
December 23, 2025 at 3:31 AM
it was this or die hard, and i’ve got a better chance of the ten year old sitting through die hard tomorrow than this
and it wasn't super close. i've said it before, but if you're a red sox fan you really need to be listening to the @soxprospects.com podcast. it's the best sox show by far.
December 22, 2025 at 10:39 PM
and it wasn't super close. i've said it before, but if you're a red sox fan you really need to be listening to the @soxprospects.com podcast. it's the best sox show by far.
i understand instagrammable (kind of), and i understand bathroom. i do not, however, understand those two words together.
December 20, 2025 at 9:30 PM
i understand instagrammable (kind of), and i understand bathroom. i do not, however, understand those two words together.
our house to mexico city: complete
December 14, 2025 at 2:00 PM
our house to mexico city: complete
they're different players, obviously, but mildly surprised that the team that gave chris davis 7/$161 gave alonso 5/$150
December 11, 2025 at 3:14 AM
they're different players, obviously, but mildly surprised that the team that gave chris davis 7/$161 gave alonso 5/$150
temps were in the 20's and 30's all week.
then i got home.
then i got home.
December 5, 2025 at 5:26 AM
temps were in the 20's and 30's all week.
then i got home.
then i got home.