Damian Pickett · No. 18

The DJ

Today’s highlights 3 stories

  1. Red Sox clinch playoff berth thanks to help from grandson of team legend

    Mike Yastrzemski, grandson of Red Sox legend Carl Yastrzemski, hit the home run that clinched Boston’s playoff spot on Sunday, capping a late-season turnaround.

  2. Zach Cregger’s Resident Evil grossed more on opening weekend than the original made in its entire run

    The Weapons and Barbarian director’s new film opened to $108.3 million, making Cregger one of Hollywood’s most reliable hitmakers three films in.

  3. GM revives CarPlay for 2027 trucks

    General Motors is reversing its push to drop Apple CarPlay, restoring it for 2027 Chevrolet Silverado and GMC Sierra trucks after owner pushback.

Read and listen

Read · Lenny's Newsletter

How to debug a team that isn’t working: the Waterline Model

A guide to solving team problems (without always blaming the people)

A guide to fixing team dysfunction without playing the blame game, useful whenever you’re diagnosing why a team isn’t performing.

March 2026 · 2,660 words · Paid

Today’s listens

Listen · Founders

#415 How Elon Thinks

Good pairing with today’s Boring Company Hyperloop pitch: Senra’s breakdown of how Musk actually thinks about building things.

March 2026 · 51m · Find on YouTube

AI 3 stories

  1. World model companies are keeping a lot of secrets

    Despite huge funding and buzz around world models, founders, investors and even their own data suppliers are reluctant to explain what the technology actually does.

  2. Vocci’s ring adds a new form factor to meeting note-taking

    The $249 wearable ring records and summarises meetings hands-free, though its always-on listening raises the same privacy questions as other AI note-takers.

  3. ScrollEd wants to turn textbooks into TikTok

    The Palo Alto startup, founded by student couple Utsav Gupta and Rebecca Neff, turns textbooks into a scrollable feed of video, audio and quizzes.

Technology 3 stories

  1. A small but growing number of founders are betting on bringing people together offline

    From a game console maker to a leathercraft school, founders are building businesses around real-world connection as a reaction to screen fatigue.

  2. Elon Musk’s latest Boring Company pitch involves a Hyperloop between Austin and San Antonio

    The Boring Company has floated a new Hyperloop route between the two Texas cities, though most of its previously announced projects have yet to materialise.

  3. TechCrunch Mobility: how do we know when an AV is safe enough?

    TechCrunch’s transport newsletter examines how regulators and companies are trying to define a safety bar for autonomous vehicles as AI takes on a bigger role.

Apple 3 stories

  1. iFixit shares iPhone 18 Pro teardown with inside look at new features

    iFixit’s teardown of the iPhone 18 Pro and Pro Max confirms battery capacities and gives the clearest look yet at the phone’s internals.

  2. Siri AI settlement website now live: Apple to pay some iPhone owners

    Apple’s $250 million settlement over Siri’s delayed AI launch is now open for claims, with eligible iPhone owners in line for about $25 each.

  3. Five ways the new Siri AI is frustrating iPhone and Apple Watch users

    Siri AI is rolling out gradually as a labelled beta, and early users report it still falls short in several everyday situations.

Film 4 stories

  1. India’s Angh wins Toronto Platform Award, nabs automatic Oscar contention

    Theja Rio’s debut feature about an indigenous Indian tribe in the 1960s took Toronto’s Platform prize, which comes with automatic Oscar shortlist eligibility.

  2. La Bola Negra wins Oscar-predictive Toronto Film Festival People’s Choice Award

    Javier Calvo and Javier Ambrossi’s Cannes breakout won Toronto’s audience award, a prize with a strong record of predicting eventual Oscar contenders.

  3. Ke Huy Quan reveals life-changing gesture from Spielberg and Lucas when he was a kid

    In his new memoir, the Oscar winner recalls receiving a $100,000 residual cheque for Indiana Jones and the Temple of Doom as a 12-year-old actor.

  4. Duncan Jones on why it’s harder than ever to make his kind of movies, and why he refused to use AI for his newest one

    The Moon and Mute director took almost a decade to get his animated Rogue Trooper adaptation made, and did it without generative AI.

Sport 9 stories

Celtics

  1. Entering year 5, what should we make of Joe Mazzulla?

    As Mazzulla starts his fifth season as Celtics head coach, CelticsBlog weighs what his body of work says about him so far.

Patriots

  1. Game Observations: 8 takeaways from the Patriots’ win over the Steelers in Week 2

    New England beat Pittsburgh 20-3 at Gillette Stadium on Sunday, a defensive performance that included four sacks of Aaron Rodgers and two turnovers.

  2. Mike Onwenu reportedly suffers season-ending ankle injury against Steelers

    X-rays reportedly showed the veteran guard broke his right ankle after being rolled up from behind in the second quarter of Sunday’s win.

F1

  1. Why Ferrari has fallen back, and what it plans to do

    Ferrari’s hopes of a 2026 title challenge have faded and the team has been overtaken in the standings. The Race explains what went wrong.

  2. David Coulthard warns unchanged Madring return in 2027 would be ‘stupidity’

    The former driver says organisers must alter the Madring circuit’s layout before Spain’s Grand Prix returns in 2027, after a processional debut race.

  3. Former engineer urges F1 to introduce ‘augmented’ stewarding group to speed up decisions

    Ex-Ferrari and Williams engineer Rob Smedley wants a bigger stewarding team to speed up in-race calls and stop straightforward incidents dragging on.

Red Sox

  1. Postseason FAQ: what’s next for the Red Sox?

    With a playoff spot secured, MLB.com runs through how Boston’s postseason path, seeding and schedule could shape up over the final week.

  2. Red Sox get key bullpen piece Guerrero back from the injured list

    Reliever Tyron Guerrero returns from the injured list as Boston heads into the postseason, giving the bullpen a boost at the right time.

  3. Red Sox top prospect joins 3-time MLB All-Star in exclusive club

    Prospect Franklin Arias hit his 25th home run of the season, a milestone few Red Sox minor leaguers have reached.

And finally

  1. Cole Escola’s Broadway hit Oh, Mary! is coming to HBO in 2027

    The Tony-winning comedy about Mary Todd Lincoln is being adapted for television, bringing Escola’s fictionalised, riotous take on the first lady to a wider audience.

Mon 21 Sep 2026

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