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iPad Pros

WWDC 26 Aftermath with Riley Hill (iPad Pros - 0252)

Jun 19, 2026 · 1 hr 17 min · 15 segments

Riley Hill and Tim Chaten discuss our experiences using beta 1 of iPadOS 27 and some thoughts about the announcements a week later. Early episodes are available by supporting the podcast at…

Riley Hill and Tim Chaten discuss our experiences using beta 1 of iPadOS 27 and some thoughts about the announcements a week later. Early episodes are available by supporting the podcast at www.patreon.com/ipadpros. Early episodes are also now available in Apple Podcasts! Show notes are available at www.iPadPros.net. Feedback is welcomed at iPadProsPodcast@gmail.com. Links: \- https://slatepad.org/2026/06/12/ipados-27-drops-support-for-the-legendary-2018-ipad-pro/ \- https://slatepad.org/2026/06/10/att-unlimited-day-pass-ipad/ * * * Hosted on Acast. See acast.com/privacy for more information.

Riley Hill and Tim Chaten discuss our experiences using beta 1 of iPadOS 27 and some thoughts about the announcements a week later. Early episodes are available by supporting the podcast at…

Speakers: Tim ChatenHostRiley HillGuest

Show signals: BiasNot political

Top entities: iPad×86 Siri×41 iPhone×30 Apple×29 macOS×46

Files App Performance in iPadOS 272:03 – 5:28

Riley HillGuest

2:03

See, I don't remember it needing smoothing out.

Riley HillGuest

2:06

That's the thing.

Riley HillGuest

2:08

Leopard was great for me.

Riley HillGuest

2:09

I love Leopard.

Riley HillGuest

2:10

I mean, it's great.

Riley HillGuest

2:11

It's a

T

2:11

time machine at its peak.

Riley HillGuest

2:13

Time

T

2:14

machine never was better than what it was in Leopard with the space UI.

T

2:19

Mm-hmm.

T

2:21

I would love a return of Time Machine for iCloud files and have that same exact interface as it did originally with Time Machine.

T

2:29

That would be just amazing.

T

2:31

So I think there is some form of version history now, but I want a fun way to access that.

Riley HillGuest

2:38

I would agree.

Riley HillGuest

2:39

And, you know, bring it to iPadOS in some form, too.

Riley HillGuest

2:42

Yeah,

T

2:43

there is versioning right in iCloud Drive now.

T

2:45

Is that right, sort of?

Riley HillGuest

2:48

Maybe on the Mac? I don't think...

Riley HillGuest

2:51

Let me pull up my iPad here.

Riley HillGuest

2:53

Yeah.

Riley HillGuest

2:54

See what it

T

2:54

does.

T

2:55

Okay, so I'm just going to go to a random file.

T

3:00

But it has to have multiple drafts, maybe.

iPadProduct ModelTablet computer
99%86 mentions
SiriSoftware Application
98%41 mentions
iPhoneProduct ModelSmartphone
97%30 mentions
AppleCompanyTechnology company
95%29 mentions
macOSSoftware ApplicationOperating system
94%46 mentions
iPadOSSoftware ApplicationOperating system
93%9 mentions
YouTubeWebsiteVideo sharing company
91%6 mentions
OLEDEntity
90%7 mentions
Snow leopardEntityAnimal
89%7 mentions
MacBook ProEntityComputer
88%2 mentions
OneDriveSoftware ApplicationWeb site
86%3 mentions
LeopardEntityAnimal
85%6 mentions
PodcastEntity
84%2 mentions
MacBookProduct ModelProduct line
82%3 mentions
SafariSoftware ApplicationWeb browser
81%6 mentions
MicrosoftEntity
80%5 mentions
NetflixEntityTelevision broadcaster
78%2 mentions
Worldwide Developers ConferenceEntityConference
77%4 mentions
Final Cut ProSoftware ApplicationSoftware
76%4 mentions
Light-emitting diodeEntity
74%3 mentions
FilesSoftware Application
73%2 mentions
watchOSSoftware ApplicationOperating system
72%3 mentions
MacEntityComputer
70%2 mentions
Face IDSoftware Application
69%2 mentions
Apple PodcastsSoftware Application
68%2 mentions
iPad AirEntityTablet computer
66%2 mentions
Artificial intelligenceEntityProfessional field
65%2 mentions
tvOSSoftware ApplicationOperating system
64%1 mention
iPad miniEntityTablet computer
63%3 mentions
visionOSSoftware ApplicationOperating system
61%3 mentions
Notification CenterSoftware Application
60%1 mention
FreeformSoftware ApplicationSoftware
59%2 mentions
ThreadsSoftware ApplicationSoftware
57%1 mention
iCloudSoftware ApplicationDownloadable software
56%3 mentions
iCloud DriveEntitySoftware
55%2 mentions
Integrated circuitEntity
53%1 mention
LionEntityMammal
52%1 mention
ThunderboltProduct ModelProduct line
51%2 mentions
OS X LionSoftware ApplicationOperating system
49%1 mention
HomePodProduct ModelWireless speaker
48%6 mentions
IntelCompanySemiconductor manufacturing company
47%2 mentions
AcastCompanyAdvertising agency company
45%2 mentions
CapCutSoftware ApplicationComputer program
43%2 mentions
RedditSoftware ApplicationWebsite
43%2 mentions
Wi-FiEntity
41%1 mention
AirPlaySoftware ApplicationSoftware
40%3 mentions
PatreonCompanyCompany
39%8 mentions
GmailWebsiteWeb site
38%1 mention
DaVinci ResolveSoftware ApplicationSoftware
36%1 mention
SkypeSoftware ApplicationSoftware program
35%8 mentions

User ExperienceTechnology
iPadTechnology > Mobile Devices > Tablets
UsabilityTechnology > User Experience > Interface Design
Mobile DevicesTechnology
Operating SystemsTechnology > Software
iPadOSTechnology > Software > Operating Systems
User InteractionTechnology > Artificial Intelligence > Virtual Assistants > Siri
User ExperienceTechnology > Software > Operating Systems > iPadOS
Virtual AssistantsTechnology > Artificial Intelligence
SiriTechnology > Artificial Intelligence > Virtual Assistants
PerformanceTechnology > Consumer Electronics > Apple > iPad
AppleTechnology > Consumer Electronics
Consumer ElectronicsTechnology
iPadTechnology > Consumer Electronics > Apple
FeaturesTechnology > Mobile Devices > Tablets > iPad
TabletsTechnology > Mobile Devices
Interface DesignTechnology > User Experience
Technology
FeedbackTechnology > User Experience > Interface Design > Usability
Artificial IntelligenceTechnology
SoftwareTechnology

Files App Performance in iPadOS 272:03 – 5:28

Riley HillGuest

2:03

See, I don't remember it needing smoothing out.

Riley HillGuest

2:06

That's the thing.

Riley HillGuest

2:08

Leopard was great for me.

Riley HillGuest

2:09

I love Leopard.

Riley HillGuest

2:10

I mean, it's great.

Riley HillGuest

2:11

It's a

T

2:11

time machine at its peak.

Riley HillGuest

2:13

Time

T

2:14

machine never was better than what it was in Leopard with the space UI.

T

2:19

Mm-hmm.

T

2:21

I would love a return of Time Machine for iCloud files and have that same exact interface as it did originally with Time Machine.

T

2:29

That would be just amazing.

T

2:31

So I think there is some form of version history now, but I want a fun way to access that.

Riley HillGuest

2:38

I would agree.

Riley HillGuest

2:39

And, you know, bring it to iPadOS in some form, too.

Riley HillGuest

2:42

Yeah,

T

2:43

there is versioning right in iCloud Drive now.

T

2:45

Is that right, sort of?

Riley HillGuest

2:48

Maybe on the Mac? I don't think...

Riley HillGuest

2:51

Let me pull up my iPad here.

Riley HillGuest

2:53

Yeah.

Riley HillGuest

2:54

See what it

T

2:54

does.

T

2:55

Okay, so I'm just going to go to a random file.

T

3:00

But it has to have multiple drafts, maybe.

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