| Type | 2018 Annual Predictions | Score |
| Federico |
Risky
|
"Workflow 2 will appear as a system feature or app" |
2 |
| - "Heavy on Siri integration, framework for pro apps to talk to each other"
- Ungraded: probably a migration tool from version 1, the App Store version might be kept around for a while
- Some contention during grading about pro apps talking to each other leads to clarification that the entire pick must be true, but this one is deemed close enough.
|
| Federico |
Non‑graded
|
"Reminders will get a major redesign modeled after iOS 11 and Files" |
0 |
| - "With new family sharing features and integration with the HomePod."
- The redesign of Reminders did come eventually in 2019, with many more new features in 2021.
|
| Federico |
Non‑graded
|
"Apple Video and Apple Music have dedicated apps for Mac and iOS" |
0 |
| - "Music and Video removed from iTunes on the Mac"
- iTunes was eventually split up in 2019.
|
| Type | Audio Predictions | Score |
| Federico |
Regular
|
"Shortcuts will gain new HomePod/AirPlay 2 actions to play audio on HomePod more quickly" |
1 |
| Type | 2018 iPhone Event Predictions | Score |
| Federico |
Non‑graded
|
"iWork updates for iOS 12" |
0 |
| - A week after grading, there is some controversy from the listeners and Federico, as iWork did get updated (well, slightly, a few basic Shortcut actions were added), it just wasn't mentioned in the keynote. Stephen proposes a placating half point, but Myke stands firm that "there are no half points around here." This seems to be the last time that half points were ever considered for a pick.
- The big iWork update eventually came in 2019.
|
| Type | 2019 Annual Predictions | Score |
| Federico |
Risky
|
"Reminders gets a major update" |
2 |
| - "(how do we decide major? — on stage at WWDC or we decide past that)"
- Ungraded: "some features that Federico would like to see", the actual features that Federico talked about were not recorded in the document, but were: a new, more flexible design, easier and faster to add dates and notes, tags, saved searches, better Files integration
|
| Federico |
Non‑graded
|
"Shortcuts 2.0 is showed off at WWDC with a new developer framework for apps" |
1 |
| - "Shortcuts also gets folders and AirPlay actions in 2019."
|
| Type | 2019 WWDC Predictions | Score |
| Federico |
Non‑graded
|
"Improved support for ZIP archives in the Files app and framework" |
1 |
| Type | 2020 Annual Rickies | Score |
| Federico |
Risky
|
"Apple will release at least 1 new pro app for iPad that we haven't previously seen on iPad" |
-1 |
| |
| Federico |
Non‑graded
|
"Shortcuts will gain folders and/or new ways to run Shortcuts" |
1 |
| Type | 2020 Summer Rickies | Score |
| Federico |
Risky
|
"The iPad gets a new development tool to write code, on device, that is not Swift Playgrounds" |
-1 |
| |
| Federico |
Non‑graded
|
"Shortcuts gets folders" |
1 |
| Federico |
Non‑graded
|
"Shortcuts gets new Files integration, ability to run bookmarks in 3rd party actions" |
0 |
| Type | 2020 September Rickies | Score |
| Federico |
Risky
|
"A new Apple Watch has at least one new built-in app because of an exclusive feature not found on existing watches" |
2 |
| Type | 2020 October Rickies | Score |
| Federico |
Flexie
|
"Apple launches a new AirPods app for iPhone, similar to Watch app" |
0 |
| - Instead of an app, Apple made a section in Settings at the next WWDC.
|
| Type | 2020 November Rickies | Score |
| Federico |
Flexie
|
"Apple redesigns the App Store app for Mac to include iOS, macOS, and iPadOS apps together" |
0 |
| Type | 2021 Annual Rickies | Score |
| Federico |
Risky
|
"Apple will release a new programming app for iPad" |
-1 |
| - Federico asks to be quoted as "very very positive" that he will win on the strength of this Ricky Pick.
- Not Swift Playgrounds, that is not new. As it turns out, they added this functionality to Swift Playgrounds.
- This was deemed not a reuse of a previous pick since it is even riskier and more specific.
|
| Type | 2021 April Rickies | Score |
| Federico |
Flexie
|
"Shortcuts gets new actions or triggers for USB connections" |
0 |
| Type | 2021 WWDC Rickies | Score |
| Federico |
Flexie
|
"The Weather app comes to iPad" |
0 |
| Federico |
Flexie
|
"The Files app gets new features" |
1 |
| Federico |
Flexie
|
"Shortcuts gets new Files actions" |
1 |
| Federico |
Flexie
|
"The Passwords feature of Settings becomes a standalone app" |
0 |
| Federico |
Flexie
|
"Apple updates the Listen Now page of the Music app" |
1 |
| Federico |
Flexie
|
"A new way to turn off confirmation banners in Shortcuts" |
0 |
| - This happened later in the iOS 15 cycle in version 15.4.
|
| Type | 2022 Annual Rickies | Score |
| Federico |
Flexie
|
"Apple stops using the iTunes Store app, and moves store content into dedicated apps" |
0 |
| Federico |
Flexie
|
"Apple brings Mail extensions to iOS and iPadOS" |
0 |
| Federico |
Flexie
|
"Apple Notes will borrow some features from the modern generation of note-taking apps" |
0 |
| - "...like wiki-style links, a quick switcher, or nested pages."
|
| Federico |
Flexie
|
"Some Mac-only Shortcuts actions will become available on iPhone and iPad" |
0 |
| Federico |
Flexie
|
"There are new ways to turn off the alerts that Shortcuts displays constantly" |
1 |
| - "Either confirmation banners or the notification when running with automation."
- This came with iOS 16, and the Dynamic Island changed some of these interactions as well.
|
| Federico |
Flexie
|
"Podcasts will gain audio effects for enhanced sound and trim silence" |
0 |
| - Originally was Federico's Risky Pick.
|
| Federico |
Flexie
|
"Apple adds more filters to smart folders in Notes" |
1 |
| Type | 2022 WWDC Rickies | Score |
| Federico |
Flexie
|
"Shortcuts gets an API on iOS and iPadOS for apps to run Shortcuts directly, without URL schemes" |
0 |
| Federico |
Flexie
|
"Shortcuts for Mac gets personal automations" |
0 |
| Federico |
Flexie
|
"You will be able to set light and dark mode on a per-website basis in Safari" |
0 |
| Federico |
Flexie
|
"Apple brings Quick Note's floating window to iOS" |
1 |
| Federico |
Flexie
|
"The Music app gets an updated design in the Listen Now page" |
0 |
| |
| Federico |
Flexie
|
"Apple releases a Safari API to deal with cookie consent forms" |
0 |
| Federico |
Flexie
|
"You can delete Messages in the Messages app, like in WhatsApp" |
1 |
| - That is, the ability to revoke a sent message so that the recipient can no longer read it.
|
| Federico |
Flexie
|
"Apple introduces a proper Reminders API for developers" |
0 |
| Federico |
Flexie
|
"Shortcuts gets an XL widget on iPad" |
0 |
| Type | 2023 Annual Rickies | Score |
| Federico |
Flexie
|
"Apple brings new actions to Shortcuts to control windows on iPadOS" |
0 |
| Type | 2023 WWDC Rickies | Score |
| Federico |
Regular
|
"The Health app gets mood tracking and an iPad version" |
1 |
| Federico |
Regular
|
"Apple introduces a brand new journaling app" |
1 |
| - Not graded: "location features for friends, ability to take notes and attach images, maybe integration with Music?"
|
| Federico |
Flexie
|
"The Messages app gets an easier way to send photos that does not require tapping an iMessage app anymore" |
1 |
| Federico |
Flexie
|
"The Wallet app gets a new design" |
0 |
| - Apparently left unfinished in the document, this was originally just "The Wallet app."
|
| Federico |
Flexie
|
"Some new Shortcuts features get covered in the State of the Union" |
1 |
| - Single-action app Shortcut items now appear in Spotlight, among other "app intents" features.
|
| Type | 2024 Annual Rickies | Score |
| Federico |
Flexie
|
"You will be able to create Shortcuts with the new LLM-infused Siri in iOS 18" |
0 |
| Type | 2024 WWDC Rickies | Score |
| Federico |
Regular
|
"There are some design and navigation updates to the Settings app across multiple platforms" |
1 |
| Federico |
Flexie
|
"Notes gets new features, such as math calculations and voice recording" |
1 |
| Federico |
Flexie
|
"Apple shows off the ability for Siri to control apps, but it's not launching this year" |
1 |
| Federico |
Flexie
|
"The calculator app comes to iPad" |
1 |
| Type | 2025 Annual Rickies | Score |
| Federico |
Risky
|
"Apple announces a new standalone "Siri app" based on a new LLM that will..." |
-1 |
| - "Be multilingual and support multiple languages at the same time."
- "Support multiple modalities – e.g. text input, voice input, or image attachments in the same conversation."
- "Display content from third-party apps inline based on a new developer framework."
- If the overall pick about a "Siri app" is wrong, all the details will be counted as wrong as well. But that won't be a problem because Federico thinks that this approach is "so obvious".
|
| Federico |
Flexie
|
"Apple does something with Pixelmator beyond keeping it on the App Store or updating its privacy policy" |
1 |
| - Taking it off of the app store counts.
- Not much was done, but it got some updates and Apple Intelligence support.
|
| Federico |
Flexie
|
"Apple showcases building Shortcuts with natural language" |
0 |
| Federico |
Flexie
|
"Apple Music gets natural language playlist creation" |
1 |
| - Some controversy as Federico pushes for the ChatGPT features integrating with Apple Music and makes a convincing enough argument. After he gets his way, he does admit that that's not really what he was predicting, but that's the game.
|
| Type | 2025 WWDC Rickies | Score |
| Federico |
Flexie
|
"Shortcuts gets new Apple Intelligence actions" |
1 |
| Type | 2025 September Rickies | Score |
| Federico |
Flexie
|
"Shortcuts' "Use Model" action for AI is mentioned/shown on screen" |
0 |